TMBA631: Investing, Writing and Regrets, with Financial Samurai

Podcast 39:19 | Download | Spotify| Stitcher | iTunes | Comment

For our first episode of the New Year Dan talks to one of our favorite writers in the investment space, Sam Dogen, author of Financial Samurai. Started in 2009, just as he was trying to dig his way out of losing 35% of his net worth due to the global financial crisis, Sam has been discussing investment strategies on his blog ever since.

But ‘Financial Samurai’ is about so much more than that. In this episode Dan and Sam cover the importance of ‘parlay’ in your career, the downsides of ‘Financial Independence, Retire Early’, how he chooses topics to write about, and much more.

“I try to write about stuff people care about. You can write about ‘The Five Best Travel Credit Cards’ but, come on, you just need one or two credit cards. Or you can write about ‘How To Get Paid Full Time While Working Only Two Hours A Day’. I mean, that’s so much more interesting.”

Disclaimer This episode is a personal discussion, it in no way constitutes financial advice – but you knew that, right?

See the full transcript below

Listen to this week’s show and learn:

  • ”Why Sam tried to retire at 34 but failed. (10:14)
  • Regrets about not taking up a job offer in China. (15:45)
  • Sam’s writing routine. (18:00)
  • The importance of parlay in your career. (30:05)

Mentioned in the episode:

Before the Exit – Our New Book
Partner With Us
The Dynamite Circle
Dynamite Jobs
Post a Remote Job
Dynamite Deals
Tropical MBA on YouTube
Dynamite Jobs – Remote Recruiting Sales Page
42-year-old millionaire: I tried to retire early at 34—but failed. Here’s what went wrong
Vishal Garg
Why I’ll Always Regret Selling My Online Business For Millions Of Dollars
You Will Always Regret Sacrificing Love For Money
Buy This, Not That

Enjoyed this podcast? Check out these:

TMBA598: Winning with Twitter and Writing for the Web with David Perell
TMBA511: The 10 Year Career – Wealth in the Modern Age with Travis Jamison
TMBA482: “I Got There and I Thought It Sucked” – From Digital Dreams to Deals 

This week’s sponsor:

This episode is brought to you by A Gmail plugin that lets you decide when and what emails land in your inbox.

Mailman allows you to set your own emailing schedule on all your Gmail accounts. Incoming emails are then collected and delivered to your inbox as per this schedule– in batches. Nothing drops in between.

But what about the urgent emails? Don’t worry, Mailman lets you configure your VIPs. Emails from any of these VIPs will land in your inbox immediately.

Sign up for a free account at And if you decide to upgrade to a paid plan, you’ll get 30% off for the first year via that link.

Listening options:

Subscribe via iTunes.
Listen on Stitcher Radio.
Android users can grab our RSS feed here.
Right-click and “save file as” for direct download.
Or click here to get sent to the top of the page where the on-site player is.

Have comments about the show?

Do you have ideas for things you’d like Dan and Ian to discuss on future episodes?

Our producer Jane would love to hear from you at [email protected] or leave us a voice message using the record button below.



Thanks for listening to our show! We’ll be back next Thursday morning 8AM EST.


Dan & Ian


Full Transcript

(Transcript Forthcoming)

(Transcript Forthcoming)