Open Enrollment, Diversifying Investments, Buying Gold and More Listener Q&A
All the Hacks: Money, Points & LifeShow Notes
#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
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Resources Mentioned
PEOs: TriNet | Justworks
Insurance Broker: Rich Sterling
Productivity/AI Tools
Notion
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Replit
Cursor
v0
Figma
Perplexity
Claude
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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
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Email for questions, hacks, deals, and feedback: [email protected]
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
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