October 15, 2025 • 69 mins
#250: Chris dives into listener questions, covering open enrollment, investing, buying gold, life and auto insurance, RSUs, practical ways to leverage AI tools and more.
Link to Full Show Notes: https://chrishutchins.com/open-enrollment-AMA-2025
Partner Deals
Fabric: Affordable term life insurance for you and your family
Superhuman: Free month of the fastest and best email with code ALLTHEHACKS
Gusto: Free 3-month trial of the #1 payroll software
DeleteMe: 20% off removing your personal info from the web
Mercury: Help your business grow with simplified finances
For all the deals, discounts and promo codes from our partners, go to: chrishutchins.com/deals
Resources Mentioned
PEOs: TriNet | Justworks
Insurance Broker: Rich Sterling
Productivity/AI Tools
Notion
NotebookLM
Replit
Cursor
v0
Figma
Perplexity
Claude
Mesa Homeowners Card (50k bonus with code CHRIS50)
$1,200 U.S. Bank Bonus
ATH Podcast
Newsletter
Ep #34: Insider Tricks to Healthcare, Prescriptions and Medical Bills with Marshall Allen
Ep 104: Optimizing Your Insurance Policies
Ep #140: Navigating Open Enrollment
Ep #168: Building an Investment Portfolio to Grow and Protect Your Wealth
Ep #248: How to Stop Over-Optimizing and Focus on What Matters with Tim Ferriss
Submit questions for our next AMA here
Leave a review: Apple Podcasts | Spotify
Email for questions, hacks, deals, and feedback: podcast@chrishutchins.com
Full Show Notes
(00:00) Introduction
(00:30) Quick Episode Overview
(01:22) How to Select Your Insurance Plan
(05:19) Saving with a High Deductible Health Plan
(14:19) Tips for Specific Drugs and Providers
(15:27) Dental and Vision Plans
(17:17) Benefits of FSAs
(19:10) Getting Health Insurance Outside of an Employer
(21:08) Getting Insurance for Your Business
(23:20) Insurance via Medical Research Companies and Affinity Groups
(24:52) Direct Primary Care
(25:48) Reimbursing Medical Expenses Charged on a Credit Card
(30:45) Diversification in an Incredibly High Stock Market
(36:20) Investing in Precious Metals: Gold & Silver
(40:55) Strategy for Handling RSU Compensation
(43:35) Variable Universal Life Policy
(48:05) The Rise in Auto Insurance Premiums Following an Accident
(55:22) Buying A Used vs. New Car
(58:06) Chris's Favorite Work Tools Including AI
(01:02:07) Is AI an Actual Threat to Our Jobs?
(01:04:26) Chris's Pre and Post W2 Job Experience
(01:06:50) Find the Best Deals on the ATH Newsletter
(01:10:53) The Next Gift Card Sale
Connect with Chris
Newsletter | Membership | X | Instagram | LinkedIn
Editor’s Note: The content on this page is accurate as of the posting date; however, some of our partner offers may have expired. Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Mark as Played
Popular Podcasts
Las Culturistas with Matt Rogers and Bowen Yang
Ding dong! Join your culture consultants, Matt Rogers and Bowen Yang, on an unforgettable journey into the beating heart of CULTURE. Alongside sizzling special guests, they GET INTO the hottest pop-culture moments of the day and the formative cultural experiences that turned them into Culturistas. Produced by the Big Money Players Network and iHeartRadio.
The Joe Rogan Experience
The official podcast of comedian Joe Rogan.
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.