I’ve only had one job in my life outside of poker – ice cream truck driver. While I kicked ass at selling ice cream no doubt, Crazy Ray, will tell you I just had a good route. The day I brought in the single day record shattering haul, he famously mumbled under his breath while shaking his head in disbelief, “Those Mexicans sure love their helado.” Maybe he had a point, maybe my success was due entirely to my demographic, but I like to think I knew how to push a Choco Taco on a 3 year old better than the next guy. If was all about the hustle. If you weren’t playing, “Pop Goes the Weasel,” at full volume most of the day, you weren’t trying. I’d mix in a little “Entertainer” for variety but only at ear drum breaking volume. It was a war of attrition – kids against their parents. You play those chimes long enough, the kids keep asking for a buck. Every parent has a breaking point. At 20% commission, you take no prisoners. The assumptive upsale. If a tiny tot comes out with a twenty dollar bill, you assume he or she wants 20 ice creams until told otherwise. I was good, Crazy Ray wasn’t, and the Mexicans did love their helado. That’s all there was to it.
As prolific as my summer as an ice cream truck driver was and as impressive as my $780 mark would be to a prospective employer – the rest of the resume was blank.
The good thing about not being able to get a real job was that at least I never had plans for one. I’d always had an interest in real estate investing and everyone starts somewhere right? Fake it til’ ya make it. Like the first time I saw a 10-20 limit holdem game when I thought that everyone at the table was either Johnny Chan or a millionaire – eventually you sit down and realize no one knows what the hell they’re doing – at anything. I’ll fit right in.
I’m hoping for a lot of feedback on this blog, so I’m just going to lay out what’s going on and you’ll see every deal I make – good or bad – and hopefully maybe you’ll steer me clear of some lemons and get me into something good. We’ll choose our own adventure.
So here’s plan.
The mission: To develop a self-sustaining investment portfolio generating enough passive income after taxes to provide a comfortable life for my family.
The model:
I didn’t know where to start out, so I used this thread on 2+2 as my guide. It’s a great guideline for me and other beginners to get thinking about real estate in a reasonable way. I would recommend the “spex” method to people starting out because it’s very disaster proof.
The Porfolio (aka what I got so far) –
– acquired for $31,000 + 7,000 in additions = $38,000 total investment. Currently rented – $800/month
Acquired for $50,000 + 3,000 to pass inspection = $53,000 total investment – Currently rented – $1000/month
29810 Greater Mack – Under Contract 
– investment $61,000 (roughly) – projected rent – $1100-1200/month
Land Contracts – two purchased for $44,000 – receiving $1045/month total
$25,000 Promissory Note – receiving 15% interest
Vacation rental (not bought as an investment originally) http://www.vacationrentals.com/vacation-rentals/94605.html?promoType=none
This used to be my second home, and it’s worth about 50% of what I bought it for in 2007. I don’t use it as much as I’d like so I was thinking about selling it . On the advice on my CPA, I decided to turn it into a vacation rental for a little while before I sold it to catch a big tax-break. I listed it on the first site I googled not expecting any action. Shockingly, my phone’s been ringing off the hook. It might end up being a nice surprise.
I have one new land contract that will close soon that I will blog about separately because I think they are a very interesting type of investment. So that’s what I’m working with.


