A semi-annoying ad followed me through Facebook for the last week or two. It had a picture of Christina from Flip or Flop on HGTV. After signing up for my real estate license classes earlier this week, I signed up to attend a free seminar. I knew that there would be a “catch” or that they would try to sell me something, but I thought I might learn something about flipping houses. So I went. And they did try to get me to sign up for their 3-day class for close to $2,000. They have a company called Success Path. The main benefits, in my opinion, for paying to do the 3-day class were 1) gaining knowledge about a wide range of real estate opportunities and 2) having access to their “preferred lenders” that allegedly will give you up to $500,000 per flip without a credit check.

As I continue to pay for my law degree (a.k.a my student loans), I see the value in spending a few bucks, instead of tens of thousands, on education in a new field. The travel agent class was super cheap; I got my TEFL certification with a Groupon; and I should be able to get my real estate license for less than $1,000. All of these are a minuscule investment compared to a total of eight years of college. And, I’m in the position that, even if I don’t ever make any money from these endeavors, the investment hasn’t hurt our bottom line.

There were quite a few people that signed up for the 3-day class (due to the deep-discount to sign up that day, as opposed to waiting), but there were also a lot of people that didn’t. I do feel that it was worth my time, even though it was basically an extended sales pitch, in that I learned some new things, including that: 1) REO’s (bank-owned properties) are generally great for flips; 2) they believe Central Ohio is in position for a big run-up in real estate prices in the next 3-5 years; 3) adding a rehab-estimate clause as a contingency in an offer is essential for a flip, and; 4) their system teaches never to flip a house unless you’ll clear at least 20% or $20,000, whichever is greater.

One of the factors they stressed, that I firmly believe in, is having Multiple Streams of Income (MSI’s). Part of the 3-day class is to teach basic principles of investing in rental properties. One of the disappointing parts of the seminar for me is that they never once mentioned taxes. While giving examples of the profit on flips, they never cautioned us about how much of it won’t actually make it into our pockets. I know I overly obsess about the issue of taxes, but it is a reality, and it can have a significant impact on the bottom line.

Can I claim that this was a life-altering experience? Absolutely not. But, maybe it was for someone else that attended the seminar. Maybe they are starting their own journey to financial independence.

I managed to get our 2014 federal and state returns done last week. I then had a couple bad dreams about them, thinking I left something out. I still need to print and mail in the city return and the partnership return for our real estate LLC. And then pay estimated federal and city taxes. Also, I need to contribute $1,500 more to my SEP-IRA for 2014; a couple of my clients paid their bills via credit card last week, so I should have that done by Tuesday.

Our federal return ended up being a mere 17 pages this year. Our state return has been awesome the last two years since Ohio began providing tax incentives for small businesses. The city counts more income than the federal government when figuring taxes and doesn’t really care about deductions.

2015 taxes should be similar, but after that, all bets are off!

I’m about to get started on this year’s tax adventure. I sometimes long for the days I could fill out the 1040-EZ and be done. Now, with three businesses, an additional rental property, and various other taxable transactions, we usually end up with about a 20 page federal return, not including the partnership return for our real estate LLC. Thankfully, I also use personal financial management software, so I keep track of income and expenses throughout the year which helps tremendously at tax time. Here’s hoping we don’t end up with a huge bill!

After a day enjoying our success, the mundane has reappeared. I’m just back from the mailbox after sending out 2014 Quarter 3 estimated taxes to the United States Treasury. On the drive to the office, I heard a commercial about a company that can help negotiate tax debt down to 89% of the outstanding balance; sometimes I do wonder what that might be like - we’d definitely have substantially more money if we didn’t pay taxes. And then I write the check.

The only silver lining on tax days this year (April 15, June 15, September 15, and by January 15, 2015) is that Ohio, in an effort to become more small business-friendly, substantially reduced state taxes paid by small businesses in 2013. We overpaid enough in 2013 that we are all paid up for 2014 for estimated tax purposes. It is a relief to only worry about federal and city tax payments this year.

No matter where this journey takes us, I expect estimated tax payments to be part of it for the foreseeable future. Do you get to celebrate four tax days a year, too?