Saturday, September 13, 2008

12 cities in 12 months

So next year I'll be moving out of Dallas and spending one month in 12 different cities. I'm writing a book about the experience of setting up a life 12 different times in different cities. I've also put together a list of 30 things to do in each city and I'll record my hijinks as I'm sure each month will see me scrambling to do 10-15 activities in the last few days of the month. Vegas has me completing all the tasks in a timely fashion as a 30-1 prayer.

I'll be teaching one bootcamp a month in each city to0 and we'll have details about that as it gets closer.

The cities in order are:

May: Toronto
July:Las Vegas
Nov:Whistler BC

Here's a list of frequently asked questions from my friends and family.

Why would anyone do this?

Well as much as I love Dallas, I'm pretty bored of it scenes here. I'll always look back fondly on my time here, but quite frankly I'm over it. And as everyone who goes out with me knows, I run into a LOT of girls I've already had sex with.

So I decided I wanted to leave Dallas and I have no idea where I want to live. One of the major problems is that I'm a huge pussy about weather. I hate the cold. A lot. Unfortunately a lot of my favorite cities, like Boston, NY, and Toronto are freezing in the winter. So I don't really know where I want to live. Because of my job I'm afforded the opportunity to work from anywhere and I'd like to investigate a bunch of cities to see if there might just be one that fits me perfectly. I'm even willing to reach internationally as I'll be in 3 cities in Canada and 1 in Australia. I Think of it as the hunt for the perfect city.

Secondly because of my social skills, I can make friends and get girls anywhere I can speak the language, so within a week I'll have something set up on that front everywhere.But I'll get exposed to a broad range of people. If there's one thing my time in Texas taught me it's the huge cultural and personality differences that geography causes. Maybe the people I get along with the best are in Whistler B.C or Chicago, who knows?

Third because I've been a traveling vagabond pick up artist for the last 4 years, I'm used to living out of a suitcase. Life on the longer term road in each of these cities will be a pretty easy adjustment because I've been to all of them for some amount of time and I'm used to getting adjusted to a city over 3-4 days as opposed to 30. I've been saying for a few years that because of the way I travel I should save the money on an Apt and just stay with friends or at hotels. This is a better idea than that was.

What are you going to do with all your stuff?

I'll probably give away a decent amount of it and then put the rest in storage. I might get rid of all of it to make some spending money for the trip.

Why did you pick those cities?

I sat down and thought of the cities I could realistically see myself living in. That meant no LA, Miami, Austin etc... Then I thought about the cities that I always have a great time in, or that have awesome activities that I always complain about not doing enough. Hence Denver,Whistler and Honolulu. I didn't really take into account the economics of the city or whether or not I knew people there. Finally I scheduled them so I could avoid as much cold weather as possible without the benefit of snowboarding.

Won't it be hard to leave every city after each month if you make friends and stuff?

Not really since everyone who meets me will know I'm only there for 30 days. I'm not gonna lie about it or anything like that. The people I really click with I'll stay in touch with and ultimately I'll end up with a whole bunch of new friends across the globe.

Where are you going to live.

I spent a few months watching different sites and found a huge amount of affordable month long furnished sublets. Not a problem. I even figured out which areas I want to live in each city. Logistics handled.

Won't you need your car?

No. I'm selling my car before I leave and almost every city on the list with the possible exceptions of Denver and Scottsdale are pretty pedestrian friendly, as long as I get a place in the right area of town. If I need to I'll rent a car for a month at some point along the way.

How will you pay bills and get mail and stuff?

I'll still keep my mailbox for Sinn's Of Attraction and I'm setting all my bills up on auto pay. If I don't have cable or internet anywhere for a month I'll make due with one of those Verizon internet card dealies and

Why are you writing a book about it?

I think it's going to be a hugely memorable experience that I'll learn a lot from, and I want to document it. I will try to sell it to an actual publisher, but we all know how the chances of that working go. More than anything I want to do this for myself and have a written record of that crazy year I kept moving. I'm sure there will be some game related stuff in there cause that's how my brain works but it's mostly going to be my experiences, and I'd like to have those forever.

When are you starting?

My lease in Dallas runs out in late March around the 22nd so I'm looking to begin April 1st in Chicago. I'm very excited.

I'll keep you guys up to date about it through the blog and my email list which I'll only be sharing the game related insights with.

I posted this to give myself some public accountability for doing this and in case any of you guys might find it fun.




  1. Anonymous12:40 PM

    Bro. So are you saying you didn't like Miami?

  2. I live in Scottsdale area, so give me a holler in 2010!

  3. Martin2:49 PM

    This sounds like a really cool idea. I was also wondering why you wouldn't live in Miami, I am considering moving cities next year and Miami is on my short list. I thought it was a pretty popular city with people in the dating community.

  4. Anonymous4:34 PM

    aww man you not comeing to london. I am devistated

  5. Sounds like a good plan...I lived in Vegas for a 1 1/2 years it was fun, but got old after awhile and way to hot in the summer!

  6. Honestly if you do write this book, it could be THE greatest PUA/Lifestyle change book of all time.

    I wish you the best of luck.

  7. Awesome way to break through social norms in a completely rational way - have a great adventure!

  8. Anonymous5:39 PM

    Awsome! You picked a good time to be in Whistler. What a great town. Full of Ozzi girls. I'll be learning to snowboard this year - finally swapping the skis for a board - so good luck out there on the the slopes.

  9. Sounds fun jon! You should write it as a travel guide for young people looking for fun in different cities. You could outline the differences in the social scenes in the different places and use your expertise to show a perspective that the average travel book guy cant give.

    yea book publishing is a bitch (I am trying to publish my mom's book right now) but if its just plain text there are many online options for distribution, you just have to figure out the marketing.

    also, just sign up for and you will have access to a car in half of those cities.

  10. Interesting! I am doing the same but with South America. My objective is to stay at least a week in all the major cities. I look forward to your tales!

  11. Anonymous10:09 AM

    you hate the cold but Chicago is on your list. You're best bet is Chicago around August and September, not December and January. I'd probably add Raleigh, NC and Charleston, SC to the list. Smaller but nice culture and nice people.

  12. Freaky dude. I decided to do almost the same thing a few weeks ago except I'm going international part of the time. I'm even starting in April. I would respectfully suggest that you put a week in between SF and NY and live in Black Rock City (Burning Man) for 9 days or so, BTW. You will not regret it unless you hate dust, or hippies, or floozies, or dusty hippie floozies :-).

    Party on bro. Looking forward to the travel log.

    -Ben P, formerly of Pickup 101

  13. Anonymous1:56 PM

    Looking forward to that Hawaii trip. I'm definitely gonna be waiting for that. Maybe even take your boot camp. ALOHA

  14. Split4:33 PM

    Sounds pretty awesome and i think it'll be really interesting to see how it turns out.

  15. Good stuff Sinn, I've been thinking of doing something like this for a while, except less structured (probably just move whenever I decide to instead of once per month) and more international. My roommates are getting married (i.e. kicking me out) in March so that would be a good time to do it, especially if I can get my business to the next level by then to really travel in style, and just run it with a laptop and phone.

    I feel like it could get lonely/boring at times, but also incredibly fun.

    Who knows, we may cross paths, thanks for sharing,

  16. Anonymous8:00 PM

    You're living the dream the phucking dream...

  17. Chicago is the best city hands down. You don't even need to travel anywhere else.

    If you need a travel guide for a couple days, I'd obviously love to kick it with you. Be sure to check out Second City, Wiener Circle, Millennium Park, a cubs game, museum of science and industry, chicago art museum, and a shit ton of other things. I'm moving downtown in October so if I come up with more stuff I think you would enjoy I'll email it to you.


  18. Anonymous2:49 PM

    Hey Sinn
    I always read your blog. I love it.
    I noticed your moving again.
    As a friend, I'll tell you, I dont think you'll find the perfect city.
    First you said you didn't like LA cuz of the "fake" people and now your bored of Dallas.
    Now I can only guess cuz I dont know you personally sinnster and I hope I do one day, but the problem could be you and not the cities? just a thought.
    much love to you sinnster,

  19. Anonymous7:18 PM

    yeah, I was wondering along the same lines as Jason. that's why I asked you the questions you didn't publish. they were sincere questions, questions I would ask myself to make sure I was doing things for the right reasons ... definitely asked with total respect. love your blog.

  20. Anonymous11:05 AM

    I've been living in Whistler for the past 2 seasons. If you plan on snowboarding aim for December because the season doesn't officially start until the last couple weeks of November, conditions permitting. Also, there is a housing crisis there right now because of the Olympics next season, so that's something to consider as well. Looking forward to meeting you!

  21. Anonymous11:23 AM

    This sounds like an awesome idea!


  22. Anonymous2:07 PM

    Must be awesome to have a lifestyle that lets you travel freely like that!

  23. Anonymous2:55 PM

    I am there in Feb for your Scottsdale workshop!

  24. Anonymous9:54 PM

    Awesome idea and good luck.

    If you get into a pinch or just want to instantly meet new people in a new town, check out this website:

  25. Bangkok for a month or you're a pussy.

  26. Anonymous1:18 AM

    Hi Bro,

    I noticed you've done an inside infielder episode.

    Could you do a post... regarding whether you felt pressure to perform considering you are putting your reputation on the line. Or alternatively, do you think you've reached a level where you are desensitized to performance anxiety...

    Seems like a tough gig, with all those bloody cameras around!

    I have purchased the episode and looking forward to it. Thanks for doing it :)

  27. DAMN, Thats the coolest shit ever. Something Almost everyone wants to do but is too afraid to. Cant wait to read the travel stories. At least you'll still be in Dallas when the clothing line launches, I might go for the launch party.


  28. Anonymous12:14 PM

    *great* idea ... sounds like a blast, you're definitely at the cutting edge of "pick-up"/exploration ... good luck

  29. Mark Adam8:52 PM

    Dude you are a real fucking man. This is one of the most alpha posts I've seen. Seriously, how many dudes can say they've done this?? Good luck mate! BTW, Try the ATT laptop card intstead. With the 3G speed, it's much faster than the Verizon.

  30. Anonymous12:07 PM

    Dude, do the Jeffy thing and move to Barcelona.

    Learn a new language. It's great : )

  31. I'm incredibly jealous. I wish I could do this, but as an engineer with a job that I don't want to give up, I'll have to settle for exploring new cities for a week at a time. Best of luck, and here's pulling for Boston to be your new home!!!

    -Buffalo Al