9 Things I've Changed My Mind About

Summary of 9 Things I've Changed My Mind About

by Chris Hutchins

49m•November 4, 2026

Overview of 9 Things I’ve Changed My Mind About

Chris Hutchins uses this episode to revisit strategies, products, and assumptions that no longer hold up. The thread through everything is simple: the “best” answer in travel, credit cards, tech, and business can expire quickly, so it pays to re-check your defaults. The biggest themes are cheaper flight booking strategies, shifting airline/card loyalty, a new willingness to rely on existing software instead of building everything yourself, and a few surprising product wins.

Travel and Loyalty Strategy

Search round-trip flights again

  • Chris used to default to one-way searches, but found that domestic one-ways are often much more expensive than half of a round-trip.
  • He cites data showing the major U.S. airlines frequently price one-ways higher, especially for close-in bookings.
  • Real-world example: a Delta itinerary to Minneapolis dropped from $968 for two one-ways to $579 round-trip, saving nearly $400 and a lot of points.
  • New rule: always compare round-trip pricing, even when you think you only need one direction.

Alaska Airlines is back in favor

  • He had drifted away from Alaska status after route cuts and his success with United 1K.
  • After actually using United’s top tier, he found the upgrades and perks underwhelming on major routes.
  • Alaska is now more attractive because of:
    • Strong West Coast network
    • OneWorld alignment and American Airlines reciprocity
    • Valuable international partners, including several not in standard alliances
    • Distance-based earning, which is especially good for cheap or award-heavy travel
    • Useful West Coast perks like same-day changes between co-terminal airports
  • He’s now strongly back into Alaska and even optimistic about chasing higher status again.

Bank of America cards may become much more valuable

  • Chris previously viewed BofA cards as less exciting because the best rewards depended on high balances and they weren’t clearly better than other premium cards.
  • That changed when Alaska announced point transfers from Bank of America.
  • If transfers are 1:1, BofA travel cards could become strong Alaska earners, especially for people who qualify for Preferred Rewards / Platinum Honors.
  • His thinking: these cards could become a much better long-term play than they were before.

US Bank and Bilt predictions flipped quickly

  • He and Brian predicted US Bank transfer partners would never happen — then they arrived days later.
  • US Bank added partners like:
    • Air France/KLM
    • Qantas
    • Accor
    • Avianca
    • Ethiopian
  • For Bilt, he’s excited that rewards can now be redeemed for Blacklane and Blade, making Bilt Cash more useful for premium travel and transportation.
  • His takeaway: when rewards programs change, the value proposition can shift fast.

Credit Cards and Offers

Amex offers now require a different workflow

  • He used to automatically add every Amex offer to every eligible card.
  • Amex’s change to offer activation means that approach no longer works the same way.
  • He still likes using CardPointers, but now he has to be more manual about activating offers.
  • He’s not abandoning the strategy — just acknowledging that the old “auto-add everything” habit is gone.

The Robinhood Gold card was an accident

  • He never really wanted the Robinhood Gold card because its 3% cash back has important exclusions, especially for taxes, bills, and other business-related spend.
  • But a referral reward led him into an unexpected “solid gold card” situation.
  • The card itself is more of a collectible than a practical payment tool, and he’s now deciding whether to:
    • keep it,
    • sell it,
    • or melt it down for value.
  • It’s a funny example of how rewards and promotions can produce outcomes you didn’t actually want.

Tech, Tools, and Automation

He’s less interested in building broad AI automations

  • Chris was deep into AI agents and custom automations earlier this year.
  • He’s now more skeptical of building everything from scratch because maintenance becomes its own job.
  • His new rule:
    • Use existing tools when they already solve the problem well
    • Build only when the tool gap is real and important
  • Examples:
    • He still builds for podcast production and CardTool.
    • For personal data removal, he prefers DeleteMe over trying to automate the entire process himself.

Browser preferences changed again

  • He loved Arc, but once development slowed, he moved to Chrome.
  • Chrome frustrated him with:
    • poor tab-switching ergonomics
    • weak cross-device session syncing
    • awkward picture-in-picture behavior
    • missing easy “send to desktop” workflows
  • Then Arc was officially sunset, so he moved to Dia.
  • He’s cautiously optimistic, but still wishes browser UX were smoother.

AR glasses are actually useful now

  • He previously tried Meta Ray-Bans and returned them.
  • He was unimpressed by the bulk of Apple Vision Pro.
  • But Xreal One Pro glasses changed his mind:
    • lightweight
    • travel-friendly
    • easy USB-C connection
    • huge virtual display
  • He says they’ve become one of the best tech products he’s used this year, especially for flights and portable work.

Personal Habits and the Business

Skincare finally stuck

  • His wife had been encouraging a skincare routine for years.
  • What finally worked was a simple, low-friction routine from Wild Roman:
    • face wash
    • serum
    • moisturizer
  • Why it stuck:
    • simple
    • natural ingredients
    • smells good
    • easy to maintain
  • He sees it as a long-term “anti-aging” habit that’s finally realistic for him.

He’s more open to hiring full-time help

  • Chris had avoided hiring a full-time U.S. employee partly because of concerns around solo 401(k) rules.
  • He’s now rethinking that and is open to bringing in a senior person who can help with research and production.
  • The main reason: his quality bar is high, and he wants someone who can do deep, trustworthy work.

Podcast video still feels uncertain

  • He’s been recording video for the podcast, but he still believes most listeners prefer audio.
  • Apple’s support for video has helped growth — he says the show grew significantly on Apple after adding it.
  • Still, he’s not convinced video is essential for a mostly audio-first show.
  • For now, he’ll keep doing it, but he’s still weighing whether the extra work is worth it.

Main Takeaways

  • Re-check old assumptions: the travel and points world changes fast.
  • Round-trip searches can save real money even for domestic travel.
  • Loyalty programs matter most when the network and redemption options fit your actual life.
  • Automation is only worth it when it reduces work long-term, not when it creates a second job.
  • Simple, practical tools win — whether that’s skincare, browsers, or AR glasses.