WCI #444: Dividends, 457(b)s, Side Gigs, and 401(k) Wisdom
White Coat Investor Podcast
Dr. Jim Dahle of the White Coat Investor
4.9 • 2.3K Ratings
🗓️ 6 November 2025
⏱️ 38 minutes
🧾️ Download transcript
Summary
In today's episode, we're tackling a wide range of listener questions. We'll break down the pros and cons of reinvesting dividends automatically versus manually, explore how to balance the risk of relying on a pension and 457(b) without over saving for retirement, and discuss whether side-gig income warrants forming an LLC or carrying separate insurance. We'll also address common 1099 pitfalls and wrap up with some timely guidance on 401(k) decisions.
Today's episode is brought to us by SoFi, the folks who help you get your money right. Paying off student debt quickly and getting your finances back on track isn't easy, but that's where SoFi can help — they have exclusive, low rates designed to help medical residents refinance student loans—and that could end up saving you thousands of dollars, helping you get out of student debt sooner. SoFi also offers the ability to lower your payments to just $100 a month* while you're still in residency. And if you're already out of residency, SoFi's got you covered there too.
For more information, go to https://www.whitecoatinvestor.com/Sofi
SoFi Student Loans are originated by SoFi Bank, N.A. Member FDIC. Additional terms and conditions apply. NMLS 696891.
The White Coat Investor has been helping doctors, dentists, and other high-income professionals with their money since 2011. Our free personal finance resource covers an array of topics including how to use your retirement accounts, getting a doctor mortgage loan, how to manage your student loans, buying physician disability and malpractice insurance, asset allocation & asset location, how to invest in real estate, and so much more. We will help you learn how to manage your finances like a pro so you can stop worrying about money and start living your best life. If you're a high-income professional and ready to get a "fair shake" on Wall Street, The White Coat Investor is for you!
Find 1000's of written articles on the blog: https://www.whitecoatinvestor.com
Our YouTube channel if you prefer watching videos to learn: https://www.whitecoatinvestor.com/youtube
Student Loan Advice for all your student loan needs: https://studentloanadvice.com
Join the community on Facebook: https://www.facebook.com/thewhitecoatinvestor
Join the community on Twitter: https://twitter.com/WCInvestor
Join the community on Instagram: https://www.instagram.com/thewhitecoatinvestor
Join the community on Reddit: https://www.reddit.com/r/whitecoatinvestor
Learn faster with our Online Courses: https://whitecoatinvestor.teachable.com
Sign up for our Newsletter here: https://www.whitecoatinvestor.com/free-monthly-newsletter
00:00 WCI Podcast #444
03:50 Reinvesting Dividends
08:39 Employer-Held Retirement Accounts
17:54 MEGA Backdoor Roth
22:55 LLC and Insurance for Side Gigs?
30:05 W-2 vs. 1099
Transcript
Click on a timestamp to play from that location
| 0:00.0 | This is the White Coat Investor Podcast, where we help those who wear the white coat get a fair shake on Wall Street. |
| 0:06.2 | We've been helping doctors and other high-income professionals stop doing dumb things with their money since 2011. |
| 0:16.0 | This is White Coat Investor podcast number 444. |
| 0:19.5 | Today's episode is brought to us by SOPI, the folks who help you get your money right. |
| 0:23.4 | Paying off student loans quickly and getting your finances back on track isn't easy, but that's where SOPI can help. |
| 0:28.5 | They have exclusive low rates designed to help medical residents refinance student loans. |
| 0:32.8 | That could end up saving you thousands of dollars, helping you get out of student debt sooner. |
| 0:38.5 | SoFi also offers the ability to lower your payments just $100 a month while you're still in a residency. If you're already |
| 0:42.4 | out of residency, SoFi's got you covered there too. More information, go to sophy.com slash whitecoat |
| 0:48.0 | investor. SoFi student loans originated by SoFi Bank, N-A member FDIC, additional terms and |
| 0:53.2 | conditions apply, and MLS 696-891. |
| 0:56.6 | All right, welcome back to the podcast. |
| 0:58.0 | Thanks for what you do. |
| 0:59.6 | Your work is important. |
| 1:01.3 | Don't let anybody tell you it isn't. |
| 1:03.6 | And if you just had a rough day, I'm sorry, tomorrow will be better. |
| 1:08.2 | Those are you interested in real estate, curious about real estate, not sure if |
| 1:12.0 | it's a right move for you. Have we got something for you? Join me on Thursday, November 20th, |
| 1:17.7 | 6 p.m. Mountain for a live session. We'll walk you through what physicians need to know before |
| 1:23.4 | invest in real estate. We're going to cover the reasons real estate can fast track your path to |
| 1:27.8 | wealth, the massive tax advantages, most doctors don't take full advantage of, the different |
| 1:32.9 | types of real estate investments, and how to choose the right fit for you, how to avoid common |
... |
Please login to see the full transcript.
Disclaimer: The podcast and artwork embedded on this page are from Dr. Jim Dahle of the White Coat Investor, and are the property of its owner and not affiliated with or endorsed by Tapesearch.
Generated transcripts are the property of Dr. Jim Dahle of the White Coat Investor and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.
Copyright © Tapesearch 2026.