All the Hacks: Money, Points & Life

Open Enrollment, Diversifying Investments, Buying Gold and More Listener Q&A


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#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
  • 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: [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


      Connect with Chris

      Newsletter | Membership | X | Instagram | LinkedIn


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