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.

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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!

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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

65. How To Reverse Negative Momentum - A Funny Story With A Lesson