The Military Money Manual Podcast

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"What If You Had to Start Over?" Brand New Military Officer and Enlisted Advice #237

July 13, 2026

If Spencer commissioned today, at 22 years old with everything he learned from 12 years on active duty, what would he actually do with his money? A listener on Instagram asked exactly that, and this episode is the answer: a 13-point playbook for brand new officers and enlisted servicemembers, from your first bank account to the books that will shape your investing philosophy. Plus why "borrow the Career Starter loan and invest it" is less of a no-brainer than the internet claims, and why achi...

Stop Overpaying for Flights: How to Get Refunds & Upgrades After You Book | with Sam Hollander of Autopilot #236

July 06, 2026

The person next to you probably paid less for their seat than you did — and you'll never know it. Spencer talks with Sam Hollander, founder of Autopilot (withautopilot.com), about the overlooked art of saving money after you've already booked. Since U.S. airlines killed change fees, you can claw back cash every time your fare drops and snag last-minute premium-cabin upgrades for a fraction of the sticker price. Sam breaks down how to automate all of it, which tools every points-and-miles trav...

How to Use Your VA Disability, GI Bill & Healthcare Benefits While Living Overseas | Conversation with Fiscal Foxhole #235

June 30, 2026

Advertiser Disclosure: This video may contain links through which we are compensated when you click on or are approved for offers. The information in this video was not provided by any of the companies mentioned, and has not been reviewed, approved, or otherwise endorsed by any of these entities. All opinions, analyses, and recommendations are the author's alone, not those of any bank, credit card issuer, airline, or hotel chain. Military Money Manual may receive compensation from JPMC. Spen...