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Saturday, August 31, 2013

Day 31

I only did 2 approaches today, but they were both really good approaches.

The first one was at Barnes & Noble.  I saw a woman sitting in the used book section, so I went over and introduced myself.  We talked about our hobbies and the challenge.  I talked to her for awhile, maybe 20-30 minutes.  It was probably the longest conversation I've had while doing my challenges.  This was helped by the fact that we were just sitting there talking.  I found out that she's originally from India and just recently moved back to Madison from Pittsburgh.  We had a really in-depth discussion about the challenge and being social and things like that.  She had mentioned that since moving back, she's found it difficult to make friends, which was when I brought up the challenge.  After we talked 20-30 minutes, she had to go meet up with her parents, so we exchanged numbers and I told her that she has made a new friend in Madison.

The second approach was at HyVee.  I introduced myself and found out that she's a HS teacher, which is what I used to do, so we talked about that.  I also asked her about her hobbies and what she likes to do.  Then we talked about my challenge and being social with people.  She was very nice, I can definitely see her as a teacher. 

This was a great way to end August.

On to September!

Friday, August 30, 2013

Day 30

I set 2 personal records today: the most number of approaches in a day (8) and the most number of approaches for a 30-day challenge (70.)  I still have tomorrow to add to the monthly total for August, so 75 is a reasonable goal to strive for.

The first approach was at Metcalfes at West Towne. I saw a woman that  looked rather classy, so I told her such.  It wasn't a very long conversation, I pretty much just told her about the challenge. I think I might have given her my card as well, but I don't remember for sure.

The second approach was also at Metcalfes.  Since the first approach went to the checkout lane right soon after I approached her, I felt like I could try for one more approach.  This one also wasn't a very long approach, as I just told her that she looked good in glasses and then told her about the challenge.

The third approach was at Shopko.  I'd almost given up on that place, since I've never found someone to approach, but I finally did.  I told her that her hair looked nice.  Also a short conversation, as I just told her about the challenge after that, and that was pretty much it.

My fourth approach was in Target @ Hilldale.  I approach an Asian woman and told her she looked classy.  She seemed very shy and I could see she was trying to get out of the conversation, so I just let her go.

My fifth approach was also in Target.  I told her that her glasses looked good on her.  This was a pretty lengthy approach, as I told her about the challenge and we talked about that for a bit.  Then I asked her what she did and found out that she's a Vet Tech.  She asked me what I do, so I told her.  Then we talked about books for a bit.  This was definitely my longest conversation of the day.

My sixth approach was in Metcalfes @ Hilldale.  I told the woman she looked classy, but I don't think she understood the word, so I said "elegant."  I found out she just recently (as in a few weeks ago) moved here from Turkey to study at the university.  She seemed nice, but she didn't know what to make of a stranger talking to her at the grocery store.  Even after I told her about the challenge, she still seemed unsure.  I chalked that up to cultural differences.

My seventh approach was really interesting, because for the first time ever, I actually approached someone for the second time without knowing it.  I told her that her glasses look nice on her (I know this might seem like a broken record, but I think glasses do look nice on a lot of women, so this isn't a lie) and started telling her about the challenge, when she stopped me.  Here's a from-memory transcription of the interaction:
her: I don't want to sound rude, but do you go around stores just talking to random people?
me: Well, I set 30-day challenges for myself to meet at least one random person every day.
her: Well, because you already came up to me and did this before.  That's kinda weird.
me: Why is that weird?
her: Because you've already done this to me. 
me: Well, I've met over 150 people while doing this challenge, so it's hard to remember them all.
her: Well thanks.
me: Yeah

Funny.

Undeterred from the seventh approach, I told the checkout woman at Half-Price Books that her glasses look nice on her.

An even 8 for the day and 70 over the 30-day challenge.  Tomorrow being the 31st is a bonus day.  August was definitely my best month so far.

Thursday, August 29, 2013

Question:

So if you're reading this and you're someone that received a compliment from me, then found out that I've complimented maybe a dozen other women or more, would you think that makes the compliment less meaningful, or would it be just as meaningful?

In my mind, I feel like it shouldn't make it any less meaningful.  The sincerity is not lessened any because I've complimented more people.  There's a good quote from Buddha that speaks to this: "A thousand candles can be lit from one and that candle is not diminished.  Happiness is not decreased by being shared."  I think that applies to this as well.

Anyway, if you're reading this, leave a comment on this page, or email me: will@30daysofwill.com

I'd love to hear people's thoughts on this.

Day 29

I did 3 approaches today, which leaves me at 62.  If I can average 4 per day for the next two days, I'll hit 70 for the month.  Considering it's a Friday and Saturday that I'm dealing with, that's totally doable.  If I need to do 6 approaches on Saturday to hit 70, I'll do it.

The first woman I complimented was at Metcalfe's @ West Towne.  She looked classy, so I complimented her on that.  I found out that she was originally from Russia.  I liked her accent.  We talked a little bit about the challenge and it seemed like she thought it was really cool. I gave her one of my cards and told her to check out the blog.

The second woman I complimented was the waitress at the restaurant my running group went to after our run tonight.  So, a waitress is a bit of a stretch, but since I'm only just complimenting random people for the 9 Days of Giving challenge, I feel like that counts.  She had red streaks in her hair, which I complimented her on.  And when I say red, I mean like fire engine red. 

The third woman I complimented was in Target @ Hilldale.  Her hair was really wavy and it looked nice.  I told her about the challenge and we talked about that for a little while.  She was really nice and easy to talk to, which is always nice.  It makes doing these challenges easier, knowing there are nice people out there.

Wednesday, August 28, 2013

Day 28

I did 4 approaches today, leaving me just one shy of 60 for the month.  If I include the 31st, there's a chance I can hit 70.  We'll see what happens!

Also, today was the first time I'd approached two different women with the same name in the same day.  And the funny thing is, it's not even a real common name.

The first approach was at Metcalfe's by West Towne.  I complimented a woman on her hair (I feel like this is a pretty neutral compliment to give a woman, but one that still makes her feel good.)  I told her about the challenge and she seemed like she thought it was a cool idea.  I gave her my card so she could look up this blog.

The second approach was at Target in Hilldale.  I also complimented her on her hair.  It turns out she had the same name as the woman at Metcalfe's, which was interesting.  I told her about the challenge and she also thought it was really cool.  I also gave her my card to look up the blog.

The third approach was at Metcalfe's at Hilldale.  I saw a woman over by the salad bar and she looked like she had just come from the gym, but I approached her anyway.  I told her about the challenge and then asked her if she had just come from the gym.  She had, so we talked about that for a bit.  I didn't give her my card.  I'm not sure why, I just didn't.

The last approach was at HyVee.  I saw a woman with jaw-length hair, which I think is a nice length on some women.  I complimented her on that and then told her about the challenge.  She thought it was really cool and said that it seemed like something she should do.  I hope she does it, because I know it has really had a profound impact on my life.  Actually, to anyone reading this that's thinking about doing it, I say do it.  There's no good reason not to and a really good reason to.  I promise that at the end of the 30 days, you won't regret doing it.

Tuesday, August 27, 2013

Day 27

On my second day of random compliments of strangers, I complimented a woman on her hairstyle.  It seemed like she really appreciated the compliment, which is always nice to see.  I told her about the challenge and she seemed like she thought it was a really cool idea.


Monday, August 26, 2013

Day 26

I started Day 1 of the 9 Days of Giving.  For my 9 days, I'm going to do some random acts of kindness by complimenting random people.  At least one per day.  Today, I did two.

The first one was at Metcalfe's by West Towne.  I saw a woman that had really nice-looking short hair.  Not "I'm giving up on trying to look good" short, but jaw-length.  It looked nice, and I told her so.  She looked a little unsure of why a stranger was complimenting her, so I told her about the 9 Days of Giving.  Then she was like "oh yeah, that's really sweet."  I could see the complete change in her facial expression from uncertainty to happiness.  It was quite obvious that it had made a very positive impact on her day, which was nice.

The second one was at Target in Hilldale.  I was on an aisle looking at picture frames and a woman was walking by.  I smiled at her and she smiled back, so I said "you have a nice smile."  She said "thank you" and kept on walking.  I feel like her "thank you" was sincere, though.

Sunday, August 25, 2013

Day 25

Just one approach today.  I met a nice woman in Target @ Hilldale.  I introduced myself and asked about her.  I also told her about the challenge that I'm doing, which she thought was cool.

Sorry, that's all I got for today. 

Saturday, August 24, 2013

Day 24

The first approach was in Walmart (hey, I was there buying spraypaint on the cheap, don't judge me!)  I went up to this woman and introduced myself.  I found out that she was a dog trainer and we talked about the merits of positive reinforcement vs negative reinforcement in both dogs and people.  I told her about the challenge and she said that she thought it was a really cool idea.  I think she might actually do a 30-day challenge of her own, which would be really cool.  If you're reading this, do it!  When the 30 days are over, you'll be glad you did, I promise!

The next approach was a very brief one.  I was walking outside at Hilldale and this woman was passing by, so I introduced myself.  I asked what she did and she said she was in a hurry to get back to work.

The third approach was a woman at Target.  She looks like a woman that I've seen that lives in my apartment building.  Turns out she wasn't.

The fourth approach was also outside of Hilldale, while walking back to my car.  I said hello, then introduced myself.  She said she was waiting for her boyfriend, so I said "cool."

All-in-all not a bad Saturday.  The first approach was one of the best conversations I've had so far.

email

If anyone wants to give feedback on the blog, you can email me at: will@30daysofwill.com

Friday, August 23, 2013

Update 3!

Tonight, the girl with the Pensacola shirt officially became my girlfriend.  We had a lovely evening walking down State St, then went over to the Union Terrace.  We sat on one of the docks and talked and looked at the water and were just present with each other.  It was a great evening.

Fortune favors the bold.  If you're willing to take a chance, take a risk, then good things will happen to you.

Day 23

I didn't have much time today.  Why that is, will be explained in my next update.

On my first approach, I saw this Asian woman that looked nice, so I introduced myself.  I found out that she's a PHD student that's close to being finished with her degree.  We talked for a bit about that and then I told her about doing my challenges.

On my second approach, I really just went and talked to a woman that was at one of the sample displays.  She was just standing there and nobody was going to talk to her, so I went up and had a conversation with her.  It wasn't a great approach, since we mostly just talked about the kinds of things that her promotion company promotes. 


The real good stuff will come in Update 3.

Thursday, August 22, 2013

Day 22

I did two approaches today, keeping myself on track for 60 for the month.  I also got my first ever approach at the Arboretum, which is something I wanted to do.

The first approach was at Metcalfe's.  I saw this woman over in the produce section (this is a great place to find women, by the way.  I'm not sure why, but the produce section of a grocery store will almost always have women in it during times when there's a decent amount of people in the store.  Just an FYI for anyone that wants to do this.)  I asked her what she did and found out that she just recently finished serving in the Peace Corps.  I thought that was awesome, so I had to ask about that for a little bit.  After talking for a bit, she said she had to go, and I needed to get going so that I could make it to the run, so I gave her a card and told her to look up the group.  I hope that I get to hear more about her experiences in the Peace Corps, because it sounded like an awesome experience.

The second approach was at the Arboretum during a run.  We made it to Mills St. and paused to wait for one of the runners and there was a woman there stretching at the bridge.  I decide it would be a good opportunity to both do an approach and some street recruiting.  So, I asked her if she'd be interested in running with a group and told her about it.  She seemed pretty cool, so I hope she joins.  Sadly, street recruiting almost never works out.  I'm not sure why, but that's just the way it goes. 


Trying an AMA on reddit.com

I'm hoping to inspire others to make positive changes in my life, so I'm doing an AMA (Ask Me Anything on reddit.com)

Wednesday, August 21, 2013

Day 21

I did two approaches today, which puts my grand total at 43, which has already tied the record I set in June, with 43 approaches.  I'm thinking I might be able to get 60, which would be an average of two per day. 

The first approach was at Metcalfe's west towne.  I saw a woman that looked nice, so I went up to her and introduced myself.  I asked her what she does and found out that she works in the financial field.  I told her about the challenge and she seemed to think it was a cool idea.  I gave her one of my new cards and I hope she looks up the blog.

The second approach was at HyVee.  I saw a woman that was really pretty, but also looked like a nice person, so I told her so.  I asked her what she did, and she told me, then kinda cut the conversation short.  So, I was curious and had to ask her if she thought that was weird.  I told her about doing the challenges and also gave her one of my cards.

Tuesday, August 20, 2013

Day 20

Lately there's been a dismaying trend at Target @ Hilldale: a bunch of loud, obnoxious college kids.  I get annoyed just being there, so I didn't really stay long enough to try to approach anyone.

On the way home I stopped at HyVee and met a nice woman from Canada.  She's a graduate student at the university.  At first, she was a bit skeptical, thinking I might be trying to sell her something.  So, I told her about my challenges, and we talked about that.  It was my first opportunity to give out one of my new business cards with my blog info on it.

Monday, August 19, 2013

Day 19

I didn't have a lot of time between work and running tonight, so I did one approach at Metcalfe's west towne.  I told the woman that she looked friendly and introduced myself.  I asked her what she did and she said that she was sorry, but she was in a hurry.  I said, "oh, that's okay."  I didn't really mind it, because I just had to get my approach in for the day, even if it didn't go anywhere.

Definitely not a banner day, but it's a testament to the power of framing this as a challenge, rather than being invested in the results: instead of being bummed that the interaction didn't go anywhere, I was just happy to take care of the challenge for the day.  This is especially true on days when I just don't have much time to work with.  It's all about perspective!

Sunday, August 18, 2013

Day 18

I find my motivations have changed lately.  Now I'm just having regular conversations.

Today, I met a nice woman in Metcalfe's at Hilldale.  I told her she looked like a nice person and introduced myself.  I found out she works as a dietician.  So, I took the opportunity to ask about the smoothies that I make.  I also found out that she's a runner, so I invited her to join my group.  I also told her about doing my 30 day challenges.  She seemed like a really cool person.

Day 17

For some reason, this was just not a great day for approaching.  I've noticed that weekend days, while it seems like they would be great because I have so much time, are very hit or miss.  Sometimes there's just a plethora of opportunity, and sometimes it is very dry.  This was one of those days.

I went to Walmart to pick up some canvasses and paint for a project I'm working on.  While there, I saw a woman that I had previously approached in the HyVee.  When I had first approached her, I told her she looked like a friendly person and introduced myself.  She seemed taken aback and kept saying that it wasn't a good time to talk?  So this time I explained to her about the 30 day challenges and that I do this to better myself as a person and get used to talking to strangers and get over the fear and anxiety of that, and also as a way to inspire people to make changes in their lives.  At this point, a normal person would be like "oh, that's really cool!" or at least "oh, alright then."  However, she was still taken aback.  She's a very skittish person.  It makes me think that she's in an abusive relationship, because it's not normal to be that skittish.

I had to pick up some more supplies at Target, so I tried there, but there must have been some big back to school sale or something, because the place was loaded with high-schoolers or college freshman there with their parents.  I'd never seen Target so busy.  It annoyed me, so I just got my stuff and left.

I stopped off at Metcalfe's on the way to grab some lunch, and decided to try while I was there.  Sadly, there weren't really any opportunities to approach. 

Not a banner day, but sometimes that will happen.  At least I took care of the things I needed to take care of, so there's that.

Saturday, August 17, 2013

Now on Facebook

I decided to put 30 Days of Will on Facebook to heighten the online presence and hopefully reach a wider audience to inspire more people. 

The link to the facebook page is: http://www.facebook.com/30daysofwill

Day 16

I didn't have much time tonight, because I was going running at Pheasant Branch.  I tried to find someone to approach on the way home but didn't have any luck.  I stayed positive, though.  I got to Pheasant Branch a little early, and while waiting, I saw a runner stop in the parking lot.  I thought this was a perfect opportunity to take care of my challenge and do a little group recruiting.  I grabbed one of my run club business cards from my wallet and went over to approach.  I said "Excuse me, you look like a runner.  Do you ever run with a group?"  She said that she normally just runs by herself.  So, I told her that I organize a running group in Madison and if she's interested, she should look us up. 

Thursday, August 15, 2013

Day 15

Not a lot to post about today, either.  I only did one approach today.  It was on the way home, when I stopped at Metcalfe's.  I saw a woman who had stylish glasses, so I complimented her on that.  Then I asked her what she did, and she said she's a product manager for an auto parts website.  So I had to ask how she got into that.  Then I asked her what she did for fun, and she said "I do a lot of things... but I have to get going."  So I replied "ohhhhhk."

Not a great approach, but I didn't have much time after work to do this, since I was going running.  I just needed to get one in for the day.

Wednesday, August 14, 2013

Update 2!

This is my post-date update from my date with the Pensacola shirt girl.

You know those really good dates where you don't have any of that first date awkwardness or anxiety and it's just comfortable to the point where you feel like you've know the person awhile?  This was one of those dates.  I felt like we really connected on a deep level.  We're both adventurous spirits and we talked about doing things like the scene from the movie Yes Man, where they go to the airport and just fly to whatever place the next flight is going to.  She's such an easy person to be around and just a total sweetheart.


Day 14

Not much to post about, challenge-related today.  The bigger news will come in the Update 2 post, but here goes.

I was at west towne mall over my lunch break, when I saw a woman seated in one of the sitting areas.  I walked over to her and told her that the way her hair was styled looked nice.  She said thank you and I was about to introduce myself, when her teenage daughter came out of a store and came up to her and she left.  Whoops!  That's the first time something like that has happened, but I just shrugged it off.


I was at Metcalfe's, but there wasn't really anyone to approach there, so I just ended up talking to one of the women that work there.  I told her more about my challenge and about this blog, so if you're reading this, hello!


I guess today I didn't really feel too motivated to approach, and my mind was really on my date later.

Tuesday, August 13, 2013

Day 13

So I didn't really have an opening line going in, so whatever I used for my first one was going to be the line for the day.  I stopped off at Metcalfe's by west towne (mostly because if I kill time there, the traffic on the way home isn't nearly as bad.)  The first woman I saw was wearing glasses, so I decided that would be it.  I complimented her on her glasses, saying that they made her look distinguished.  I asked her what she did, and I found out that she's in marketing.  She does marketing for green companies, which is pretty cool.  She was wearing an infinity charm on her necklace, so I asked her about that.  She told me that her boyfriend gave it to her.  I asked her what she did in her spare time and she said she liked hanging out with friends and going to Badger games.  I wasn't really interested in asking for her number, so I didn't.

The second woman I approached was also in Metcalfe's.  I was getting a little greedy after yesterday, so I did two approaches in the same place.  She had a tattoo on the back of her neck.  I asked her what it meant and she said it's her husband's last name.  I said that was cool and that was it. 

The third woman I approached was in Barnes & Noble.  She was also a high schooler.  Just kidding.  She was dressed rather classy, so I complimented her on that.  I asked her what she did, and she said that she was a social worker at a nursing home.  We talked about that for a bit, and the conversation just kinda fizzled out.

The fourth woman I approached was at HyVee.  While passing by her, I smiled and she smiled back, so I complimented her on her smile.  I introduced myself and she said she was married, so I went into my regular "married/boyfriend" bit.  I asked her what she did and she told me she was a teacher.  So, we had some common ground there, as I used to be a teacher.  We talked about the politics behind teacher and the economic difficulties.  I probably talked with her for about 5 minutes or so, then went on my way. 

Monday, August 12, 2013

Update!

Here's an update on who I will refer to as Pensacola t-shirt girl.  See Day 9's blog for more info.   Anyway, we have a date set for Wednesday.  Hurray!  And this wouldn't be possible if I had not forced myself out of my comfort zone.

Day 12

I'll start off with the good:  because I was off from work today, and I was out running errands, I had more opportunities to approach.  I ended up with 6 approaches total, which is my new personal best.  And now... on to the recaps!

I was in Copps to get some stuff for a fruit/veggie smoothie, and while I was in the product section, I saw a cute black woman at the salad bar.  Now, before the Political Correctness Army (PCA) comes after me, please note that I only mention her race because she was the first black woman I've had the chance to approach as part of my challenges.  I thought that was noteworthy, so calm down.  And yes, black, not African-American.  The former is a better way to differentiate, when differentiation is useful for the narrative.  Anyway, I went up to her and told her that I thought she was beautiful.  I found out that she's a social worker and she values spending time with family.  That's pretty cool.  She seemed to be trying to get out of the conversation, so I let her go.

The second approach happened at Hilldale, while walking outside.  I saw a woman sitting on a bench, and that's like gold.  I don't know why, but a woman sitting on a bench is really easy for me to approach.  Anyway, I went with the line of the day "I don't think we've met" and introduced myself.  She looked a little like "did he really just say that to me?" so I was like "oh, it's cool, I just like to meet new people and I figure why not just go and introduce myself if I want to talk to someone."  I found out she actually works at Hilldale.  I won't name the store, because this isn't about revealing people's identities.  She was on break, so I didn't have much time to talk to her.

The third approach happened about a minute after the second one ended.  I was walking towards Metcalfe's and on the other side of the road I saw a woman and smiled at her and she smiled back.  I had to compliment her on her smile, so I did.  This was a rare approach where I went for it, despite logistics being less than optimal.  I crossed the street and had to call out to her, since she was about 15 feet in front of me.  I told her that I thought she had a nice smile and introduced myself.  She also works at the mall and again won't reveal where, but she was on her way to meet a friend for lunch, so I also didn't get much time to talk to her.

The fourth approach was in Target.  There was this girl that looked really sweet, but every time I saw her, there were people around, and I try to avoid an audience so that I don't make the woman feel awkward (and myself as well, fine!)  I browsed around for a bit and ended up seeing her in one of the kitchenware aisles.  I told her that she looked sweet and introduced myself.  She started coughing as approached her, which was kinda funny and cute.  She said right off the bad that she had a boyfriend, which is cool.  I'd rather find out early, rather than late.  Still, I went forward with the conversation and actually told her about my challenge.  I told her about this blog, so she might actually read it.  If so, hello!  We had a nice conversation, mostly about my challenge.

The fifth approach was while I was walking back to my car, also outside of Hilldale.  And by the way, Hilldale threw me some fastballs right over the plate today.  Three women outside that I could approach.  I usually don't even get one.  Well played, Hilldale.  Anyway, I saw this older woman walking the opposite way towards me, so I told her that she was beautiful.  I introduced myself and she told me her name but kinda kept walking, and I was trying to get out of there so I didn't get stuck in traffic.

The sixth approach was at HyVee.  I was on 5, which would tie a personal best, and I knew I was running tonight, so I thought "why not go for the record!"  I walked to HyVee to get some extra exercise and avoid 5pm traffic.  I walked around for a bit and saw this nice-looking woman.  I approached her and told her that she looked nice and introduced myself.  At first she looked kinda taken aback or skeptical, so I told her that I'm just a friendly guy that likes to meet people.  She asked me if I meet people a lot at the store.  I told her that I make it a point to go up and talk to someone if I see someone that looks nice or interesting.  While talking to her, I could notice a distinct softening of her expression.  She went from a "WTF is this" to "wow, this is actually pretty impressive!"  Once she was comfortable, I asked her what she did and found out she was an x-ray tech.  We talked about that for awhile, and why she got into that field.  She found it through a process of elimination.  I asked her what she didn't like doing, and she said one thing she doesn't like is sitting in a cube  I was like, "oh, yeah, that's what I do now, which is why I force myself to get out and be social."  She asked me what I do, so I told her about my job and all that.  Then I asked her what she does for fun in her free time and she didn't really have an answer for that.  That might be because she has kids, so spends her free time with them.  We had a great conversation; it must have gone on for 15 minutes or so.  At one point, I was going to go in for the number and had started on my "you're really easy to talk to" bit, but then someone showed up and was looking at the frozen goods next to where we were standing, and I thought it would have been awkward to go for a number with an audience, so I ad-libbed some more conversation, then went for the number when we were alone.  She put her full name in my phone, which I take as a sign that it's actually her number.  She asked me what my last name was, so I told her.  Then she asked how old I am, so I told her I'm 33.  She kinda had the "oh wow..." expression, then asked how old I thought she was.  Quick aside here, guys, if you're reading this and you don't already know, guess low, but not too low.  Don't say 29 if she's obviously in her 40s, but don't say 45 if you think she might be early 40s.  In true Douglas Adams style, I went with 42.  Turns out I was close and low.  Bingo!

She was really cool, I would definitely like to talk to her again.

Sunday, August 11, 2013

Day 11

The phrase for today is: "I like your hair"

My first approach was at the Hilldale Target.  While grabbing some sticky-tack, I saw this woman that had cute hair, kinda between jaw-length and shoulder-length.  So I went and told her that I liked her hair.  The cool thing about this is that I could tell by her reaction that she was very pleasantly surprised by the compliment.  That was really cool.  I introduced myself and I noticed that she had a great handshake.  I found out that she's a family doctor in Oshkosh.  I talked with her a little bit and she casually mentioned that she had a boyfriend.  Between her living far away and having a boyfriend, I decided against asking for her number.  I probably should have, just for practice.

My second approach was at Michael's.  They were having a sale on canvasses and I wanted to get more to work on my new art project (stenciling.)  I saw a woman across the way who looked rather fit and had her hair up in a sporty pony tail.  It looked cool, but logistics weren't on my side.  I walked around for a bit, just looking at stuff, and while I was in the paint section, she was basically pushing her cart into my path.  So, I decided fate wanted me to approach.  I found out that she teaches pre-school and does yoga.  I asked her about yoga, because I've been thinking about getting into it, as a way to avoid running-related injuries.  Her body language indicated that she was in a rush to go, so I didn't bother going for the number.

On the way home, I stopped off at Barnes & Noble to take a look around.  I saw this nice-looking Asian woman, so I approached her.  I told her that I liked her hair, that the bow in her hair was cute.  The bow should have been a warning.  It turns out she's going to be a junior in high school.  Whoops!  So, I switched gears and asked her if she has figured out what she wants to do for college and if she's taken the SATs yet.  At the end of the conversation, I told her to put her number in my phone and I'll text her in 2 years.  Just kidding on that last sentence.

While I was there, I decided to go next door to Metcalfe's.  I saw a woman with cool-looking hair standing over by the salad bar, so I approached her.  Apparently she works at Barnes & Noble and I'm guessing was on her lunch break.  I asked her if she was in college and she said that she had been a biology major, but that wasn't her thing.  She's not sure what she wants to study next.  She also seemed to be in a bit of a rush, so I didn't get to talk to her long.

So 4 approaches today.  Two of them cases where the woman seemed to be in a rush, so I didn't really get a chance to go for a number.  One woman just lived too far away, and one was too young.  Also, if I'm honest, I'm still kinda thinking about the woman I met the other day in HyVee with the Pensacola shirt.  I was doing approaches because they're fun, but I didn't feel really motivated to try to ask for a number.  Weird.

Saturday, August 10, 2013

Day 10

Only did two approaches today.  I was focused more on getting supplies for a new art project I want to work on.

My first approach was at Barnes and Noble. I went with the phrase: "you look elegant."  The woman seemed surprised that I would say that to her and said thank you.  I asked her what she did, and she said she's a student, studying actuarial science.  This deals with probability, relating to the insurance industry.  We talked a bit about being math nerds, since I also studied math in college.  I found out that she likes movies and reading.  I told her that she was really easy to talk to and asked her to put her number in my phone so that we could talk again. I got her number and then talked with her a little big longer, then said goodbye.

My second approach was at HyVee.  I looked around for a woman that I could actually use that line on and not seem like I was being sarcastic.  I saw a woman that actually looked elegant, so I approached her.  I found out that she's an anchor for a local news station.  I won't say which one, because I don't want to reveal any identifying details about the women I approach.  She was nice, but was in a rush to get back to the station, so we didn't have long to talk.

Friday, August 9, 2013

Day 9

With today taken care of, I successfully made it through my on-call week while still getting my challenge taken care of.  Two approaches for today:

The first one was at Metcalfe's at West Town (yes, I know, broken record, but again, limited time = no time to be cute and experiment.  Stick with what works!)  She was at a display giving free samples of wine.  I said hello and she asked if I wanted a sample.  I told her I was too young to drink.  Then I laughed it off and started talking to her about the wine.  She seemed friendly, so I asked her to tell me about her.  I found out that she's originally from Chicago and she likes country music.  An interesting combination, no doubt.  She was telling me how she likes going to country concerts and how there's one coming up soon.  I said to her: "you should invite me to go with you."  At that point she said: "well, we'd have to go with my boyfriend."  I didn't let it phase me, I just replied: "well, we could get a big group together and go."  The conversation wasn't really going anywhere after that, so I said goodbye and went on my way.

The second one was at HyVee (yes, I know... I know...)  I walked around for a bit, then I saw this woman wearing a shirt that said "Pensacola, Florida" on it.  I remarked on the shirt (so I guess I like your shirt was my phrase for today.)  I asked her if she was from Pensacola, but she said she was just visiting a friend there.  We talked about that for a bit, then I asked her to tell me about herself.  She works as a daycare teacher, which she's been doing for about 6 years.  She seemed like such a sweetheart, a woman after my own heart.  She moved to Madison back in October and is still trying to see more of the town.  I asked her if she bikes and/or runs and she said she's trying to get into it.  I figured that was a good time to mention that I have a running group.  We talked about that for a bit, along with biking around town as a good way to explore.  She was really easy to talk to, and super sweet.  I asked her to put her number in my phone so we could talk again.  This was a great conversation.  She's the kind of girl I want to find, sweet and kind.  Just a pleasure to talk to and be around (in the few minutes that I was around her.)

Thursday, August 8, 2013

Day 8

Only one approach to post about today.  After I got home, I walked over to HyVee.  I walked around for a bit and took stock of who was out shopping, when I saw this woman with bright red hair.  I had to go talk to her.  So, I approached her and told her that her hair was really cool.  She asked me who I go to for my hair and I was like "oh, you're a hairstylist, that makes sense." She gave me her business card for her salon.  Then I asked her what she did aside from being a hairstylist and she said she's a model.  She seemed like a pretty cool person.  I asked her for her number, but she chose not to give it to me.  As I was walking back home, I thought to myself: "You should have said that if she can't trust me with her number, then she can't expect me to trust her with me hair."  Oh well, a nice case of l'esprit d'escalier.

Day 7

The phrase of the day was: "You look like someone I had to come talk to"

On the way home I hit up Metcalfe's over by West Towne.  Yes, I know I hit the same places regularly, but considering I have limited time when I'm on-call, I need to go where I know I'll find women to approach. No time for any of that clever stuff.  I saw a woman that looked nice, so I approached her.  She said she was married.  I totally missed the ring on her finger.  However, as a sign of how far I've come, I didn't let it ruffle my feathers.  Instead, I said "oh, that's cool, I just like meeting new people."  We talked for a bit about how she's a special education major and how I used to teach for 3 years.  It was a good conversation.  I didn't try for the number, though.

I stopped off at home, changed into regular clothes, then walked over to HyVee.  While there, I saw a woman that looked like she was around college age, so I approached her.  I found out that she's studying business in college and had recently started selling Amway (oh, I don't think the poor girl knows what she's getting into with that!)  I used that as my angle to get her number, since she was trying to recruit me to her "team."  (Fat chance of that happening, but I will take your number, thank you!)  Of course, with the promise of a new recruit, I was able to get her number, getting me back on track.

Two approaches for the day wasn't bad, considering my limited time.

Tuesday, August 6, 2013

Day 6

Not a spectacular day, challenge-wise, but I have to take what I can get during weeks I am on-call.  At least I got two approaches in today.

My phrase for today was: "You look friendly"

I went to West Towne for lunch with some co-workers.  My food was really hot when I got it, so I decided to go for a walk to let it cool down.  I saw a woman coming out of a shop, so I approached her.  She said that she was in a rush, because she was on her lunch break.  I went back to eat my food.  A few minutes later she comes to the food court and sits down.  I told my co-workers about it and we had a good laugh at the situation.

After I got home, I walked over to HyVee to get a little exercise in, and so that I wouldn't have to deal with traffic.  I approached a woman and she seemed really nice.  We talked about what she does for a living and our hobbies.  I told her that she was really easy to talk to and I said we should talk again.  I asked for her number, but she politely declined. 

That's it for today.  My number streak was broken, but it's not for lack of trying.

Monday, August 5, 2013

Day 5

I'm on-call for work this week, so I didn't have a lot of time to do this. 

Phrase of the day: "I like your vibe"

On the way home from work, I stopped at Office Max to get something.  Afterward, I went over to Metcalfe's (the one by West Towne) to get a few things.  I saw this woman that looked sweet, so I went up and told her that I like her vibe, that she seemed like a sweet person.  We talked a bit about what she does.  She's a nurse, which I seem to be a magnet for lately.  We didn't have long to talk, because I actually approached her while she was in line at the checkout.  I wouldn't normally do that, but I knew this would be the last place I would be able to go before I went home, so I had to go for it.  It was cool though, because at one point she actually let a woman go in front of her while she talked to me.  I asked her for her number, then texted her to make sure she had my number (mostly because it seems like I've gotten a few fake numbers recently.) 

Not a bad day, considering I only had about 20 minutes to work on this.

So far, I've gotten a number every day except for the first day, and because I got two on Sunday I'm averaging 1 a day. 


Sunday, August 4, 2013

Day 4

I'll start out with the good news.  I hit a personal record for women approached (5) and numbers (2). 

The line for the day: "I like your style"
Granted, I only used this a few times, so some of these are "extra-curricular" approaches, but sometimes you have to adapt to the situation.


I started out by going over to Greenway Station.  I wanted to get a few more canvasses to work on, because I've started to enjoy this outlet.  I got some smaller ones to work with.

I went to World Market first, and as I walked in, there was this really sweet woman at the front giving out baskets.  I walked around for a bit, and saw her in the back putting some merchandise on shelves.  I decided to go talk to her.  I went up to her and said: "I'm sorry for interrupting you, but I just have to ask, are you really that sweet, or is it just part of the job?"  We joked around for a bit about that, then I asked her if she was in school.  She's studying human and family development.  We talked for a little about that and I then I said that I had to go, but I told her to put her number in my phone so that we could talk later.  She put her number in there and I talked to her for another minute or two, then said goodbye.

I went over to Marshalls, just to take a look around.  I found a cool shirt that said Miami South Beach on it, so being a native Miamian, I had to buy it.  While in line, I noticed that the woman in front of me was buying running shorts, so I had to ask if she was a runner.  She said that she was a beginning runner, trying to get into it.  Then, they called her up to the register.  Another register opened up right after, and I was able to pay for my stuff before she finished, so I went over and continued the conversation.  I then told her about the running group and gave her my card and told her about the benefits of running with a group.  Granted, this isn't a traditional approach as part of my challenge, but again, extra-curriculars.

Later in the afternoon, I went over to Hilldale.  While in Target, I saw this woman that I had to approach.  She looked very Miami, so I finally had a chance to use my "I like your style" line.  I asked her if she was from the Caribbean, but it turns out she's from Madison.  I complimented her on being outside the midwestern box.  She told me that for fun she just walks around Target.  I was like "are you serious, or just joking with me?"  Apparently, she actually does walk around Target for fun.  I told her that I make it a point to meet someone if I'm walking around in Target, because you have to be bold and take risks.  We talked about that for a bit, then I told her that I liked talking to her and wanted to talk to her again.  I told her to put her number in my phone.  She said she was in a serious relationship.  I told her it's cool, I just like making new friends.  I could tell she was still on the fence, so I tried breaking it down logically.  That was my fatal mistake.  Logic failed me.

While walking back to my car, I saw a woman sitting on a bench waiting for the bus.  I stopped and talked to her for a bit.  She is a nursing student, so I related that to my time as a teacher.  We talked for a bit more, but then her bus came.  I tried to get her number, but she was hesitant, probably because I didn't really have time to talk and get her comfortable with that  Stupid bus.

On the way home, I stopped off at HyVee to get some food for the week.  While there I saw a woman that had a sort of classy look, but yet casual.  I approached her and told her that I like her style, that it's sort of classy yet casual.  We joked for a bit about cookies and how she likes to eat them (we were on the cookie aisle.)  I asked her for her number and she said "I'm not sure how my boyfriend would like that."  I told her it's cool, I just like making new friends, plus she probably has some single friends that would like to meet an interesting guy.  She gave me her number.

That makes it 10 total approaches over 4 days.  I've gotten 4 numbers already, which is just one shy of my entire total from last month.  I think the kid is getting better at this.  All-in-all, not a bad start to August.  Fortune favors the bold!

Saturday, August 3, 2013

Day 3

My phrase for the day was "you look really sweet."

I tried to hit Greenway Station, but there wasn't much going on there, so I went over to Hilldale.  I talked to a girl in Target.  She's a freshman in college that's studying to be a nurse.  I don't know why, but it seems like I've talked to a lot of nurses lately.  Not that I'm complaining.  Anyway, we talked for a bit, and I said that I liked talking to her and that it would be nice to meet up for coffee, so I asked for her number.  She declined, so I went on my way.

I had to go into work today to work on some stuff, so on the way in to work, I decided to try the Target on Junction, since I hadn't tried doing my challenge there yet.  I met a woman that works as a social worker at a hospital.  I talked to her for a bit, relating my time as a teacher to her job as a social worker, as they both are rewarding jobs that help people.  Then I said that I had to get going, but that I'd like to talk to her again.  I asked for her number.  She said that she was seeing someone, so I said that it's cool, I just like meeting people.  She gave me her number.

That makes it two numbers in 3 days of doing the challenge.  I'm on pace to do really well this month.  That motivates me to get out there and do this more and keep the challenge going.  I can't wait for tomorrow!

Friday, August 2, 2013

Day 2

My phrase  for today is "you're gorgeous!"

On the way home from work, I stopped off at Metcalfe's by West Towne.  I walked around for a bit, but there wasn't really anyone to approach.  I paid for my stuff and left. 

I stopped off at the HyVee before I went home and walked around a bit.  I saw a nice-looking woman walking down the aisle, so I said "excuse me" and delivered my opener.  Right away she said "Thank you, but I have a boyfriend."  I just brushed it off, saying: "that's cool, I just like meeting new people."  She told me that she works for a lobbying firm.  We talked about her work, and how she got to go to Washington DC and meet some of the politicians there.  Then she said she had to go and excused herself.

I came home and made dinner, then went to Hilldale.  I didn't see anyone to approach while walking around the mall part, so I made my way over to Target.  I saw a few different women that I could approach, so I decided to make a round, before I committed to a woman.  While doing this, I saw this one woman that I thought about approaching, but I decided against it, as I was still making my rounds.  I started back at the beginning, but now all of the women that I saw that I could approach were gone.  So I continued to walk around.  I saw the one woman again, but I decided again not to approach and kept looking.  My options were growing slim, though.  I wandered around for a bit, growing more frustrated, as I didn't see anyone that I could approach. I was walking through the section that has stuff for showers and bathroom, when I saw the woman again.  I decided this time to go for it this time.  Since I had seen her a few times already, and she'd probably seen me too, I decided to mention that.  I said that I wasn't going to do this, but I decided I just had to come talk to her and find out more about her.  So I asked her what she does, and she told me she was a nurse.  We talked about that for a bit, then she asked me what I do.  We talked about biking, and how neither of us had gone around Lake Monona this year.  She told me she was in the process of moving, and was a little tired from that.  We got on the subject of Orlando and the Disney theme parks and some older guy jumped into our conversation, talking about how it was a swamp before Disney built the parks.  That could have derailed my conversation with the woman, but I didn't let that happen.  When it seemed like the natural point to exit the conversation, I told her that she seemed really nice and that I felt really at ease and comfortable talking to her and that I'd like to talk to her again.  I had her program her number into my phone.  This also helped me out, because I had forgotten her name.  Hey, I was thinking about where I wanted the conversation to go.  I need to really try harder to remember the name, because that's happened to me a few times.  Then, after she programmed her number in, I talked with her a little bit longer.  She asked me what I was getting at Target, so we talked about that.  Then I said that it looks like she was getting stuff for the new apartment.  We talked for a few more minutes, then said goodbye and went our separate ways. 

All-in-all this was a pretty good day.  Getting a number this early in the month is a good way to start.  Especially considering that this is the first day that I was really able to try.  Yesterday, I was basically just trying to get one in, since I didn't have much time.

Thursday, August 1, 2013

Day 1

I got a late start to the day, because I was out celebrating a friend's birthday.  So, on the way home I stopped by HyVee.  Sadly, there wasn't anyone there that I could approach.  So, I paid for my stuff and was on my way out, and wouldn't you know it, there were a few potential targets in the produce section that I could see as I was on my way out.  I guess the universe just wanted to eff with me a little bit. 

I stopped off at home to drop off my groceries, since I had a few things that needed to be refrigerated.  I made my way to Target @ Hilldale, because that seems to be a good place to go if it's later in the evening.  I was throwing a hail mary, but I had hit the 2-minute warning and switched to my hurry-up offense.  While in Target, I wandered around a bit and eventually saw someone I could approach.  She was a young-looking Asian woman, kind of short and petite.  I approached her using my line of the day: "I think you're really cute."  She seemed to appreciate the compliment, and I went into asking her about herself.  She's a pharmacy student 2 years into her graduate degree.  We talked about yoga and Harry Potter.  I impressed her with my knowledge of Harry Potter, I think.  The conversation went really well, so I went for a number, but she said she had a boyfriend.  I told her that's cool, I just like making friends, but she said that she didn't think he would like that. Oh well, at least she was honest with me before giving me her number.

That's all for today, but at least I got my one in for the day.  Tomorrow, it will be a new opening.

August 30 Day Challenge Kick-off!

It's the first day of August and that means it's time for a new challenge, and time to reflect on last month.  For July, I made 39 approaches.  This is down a bit from the 43 I made in June, but the July challenge was harder, and there were a few days where I was out of town and busy with my sister's wedding.  All-in-all, it was a good month.  I made a lot of personal progress.

Since this is the first time blogging my experiences, here's an explanation of my challenges, as well as a recap of the 3 that I've done so far:

In late April, I decided that I wanted to be more social and get out and meet people.  I had heard about a thing for awhile called the rejection challenge.  This is where you get rejected every day, the idea being that you learn that rejection isn't a big deal.  That sounded like a great idea, but I wanted something a little different.  I decided that instead of getting rejected every day, I wanted to meet a new person every day.  So, I decided that for the month of May, I would do a 30-day challenge.  My challenge was that I had to meet a new person every day.  I had a few rules:
1. It couldn't be in places like bars or clubs, where it is more normal to meet new people
2. It had to be in every-day places like grocery stores, stores like Target, malls, parks, places like that.
3. It couldn't be someone that worked at a store, because they kind of have to be nice to you. 
4. Meeting someone meant that I got their name.

I remember the first night doing my May challenge.  I was walking around the Target in Fitchburg, nervous about approaching a random stranger.  I was pretty far outside my comfort zone.  I was standing over by the book section, when I saw a woman that looked nice.  I asked her about a few books, talked to her for a little bit, then asked her for her name.  Success!  It was pretty hard for about a week or so, then I was a little more at ease just talking to a random stranger.

After my May challenge was over, I decided that I wanted to take it a step further.  I saw on facebook that a woman had posted that a man had come up to her at a gas station and told her that she was beautiful.  She said that it made her day.  I thought that sounded really cool, so I made that my June challenge.  Every day in June, I had to tell at least one woman that I think she's beautiful.  I ended up telling 43 different women that they are beautiful.  However, I noticed that a lot of the conversations didn't really go much further than telling them that they're beautiful, so I decided that would be the next step in my evolution.

For my July challenge, I decided that I would compliment a woman on something specific to her, engage her in conversation (or try to,) and then try to get her number.  I ended up making 39 approaches this month.  I got 5 phone numbers and 2 email addresses.  Not a great total, but I'm still new at this.

The August challenge is going to be about experimentation.  It will be the same as the July challenge, except I will be using a different opening line every day.  I want to see if I can beat my total of 5 phone numbers.  I'll post daily updates here.  Stay tuned!