Catching Up With Dan Organ, Owner Of Drake Tax Service

Update: If you caught the origional release of this episode, you’ll find I had the wrong audio file attached. This is the correction with the right file. Sorry for the confusion. I had enough time and content to toss in an extra show this week, a great conversation with Dan Organ of Drake Tax Service. … Read more

My Wife Spends All My Money

My Wife Spends All My Money

Seriously, I wouldn’t write about this if I didn’t hear it regularly. My wife spends all my money is a major objection for why some men can’t buy a truck and start their own trucking company. Kris and I have been married for 35 years and owned a business or two. We’ve also raised 3 … Read more

Want To Be An Owner Operator?

This is a flashback episode. While Kris and I are basking in the Florida sun, you can catch some great advice from Dan Organ. He’s our go-to tax guy. This conversation was originally recorded in August 2015, but it’s still quite relevant. Dan is also quite entertaining. Don, the Castle Curator and I will be back … Read more

The Best 401K For Owner Operators

The best 401K for owner operators question was motivated by a Facebook message. The question was asked by a listener who’s thinking of making the change from company driver to owner operator. He’s a new listener, and was catching up on previous episodes. After catching Episode  176, he was curious about what an owner operator would … Read more

Hello, Drake Tax Service – Dan Is Back

“Hello, Drake Tax Service.” That’s how Dan answers his phone. During tax season, it’s how he ends his witty Facebook posts that are tax related. Dan Organ is the owner of Drake Tax Service. He’s been our tax man for 20 years, and a personal friend nearly as long. You’ll love his energy and enthusiasm … Read more