Goals, Tools, and Mindset Shifts for a Better 2026 with Kevin Rose

Goals, Tools, and Mindset Shifts for a Better 2026 with Kevin Rose

Author: Chris Hutchins January 14, 2026 Duration: 1:09:45
#261: Chris and Kevin reflect on 2025’s biggest wins and lessons, then dive into how they're planning 2026. They share their goals, the tools they're using, and why they're designing a year that’s easier, not just more optimized. Kevin Rose is the host of Diggnation and a partner at True Ventures, an early-stage venture capital firm that has invested over $4 billion in a portfolio of over 400+ founders. Kevin previously founded Zero and Oak, and was a partner at Google Ventures. Link to Full Show Notes: https://chrishutchins.com/reflecting-and-planning-2026 Partner Deals Wispr Flow: Try effortless voice dictation for free LMNT: Free sample pack of my favorite electrolyte drink mix Copilot Money: Free 2 months access to my favorite personal finance app with code HACKS2 Fabric: Affordable term life insurance for you and your family Gelt: Skip the waitlist on personalized tax guidance to maximize your wealth For all the deals, discounts and promo codes from our partners, go to: chrishutchins.com/deals Resources Mentioned Kevin Rose: Diggnation | Newsletter Books The Wealth Ladder by Nick Maggiulli Rework by Jason Fried Fizzy Jesse Itzler: Plan An Incredible 2026 In 12 Minutes Podcasts The Daily Churn New Modern Mom: Do you need a house manager? Duolingo Games Magazine Subscription Bram Cohen Puzzles The Big A## Calendar ATH Podcast Newsletter Chris’ Card Optimizer Tool Ep #99: 7 Questions to Make 2025 Your Best Year Yet Ep #213: The 5 Types of Wealth with Sahil Bloom Ep #259: Choosing the Problems Worth Struggling For with Mark Manson Leave a review: Apple Podcasts | Spotify Email for questions, hacks, deals, and feedback: podcast@chrishutchins.com Full Show Notes (00:00) Introduction (00:45) Kevin's 2025 Goals & How They Came to Fruition (04:34) Chris's Challenging End to 2025 (06:53) How Chris is Approaching Optimization in 2026 (09:33) Stepping Up Your Ability to Spend Money (15:55) What Chris and Kevin Changed Their Minds About in 2025 (20:11) The Many Different Uses of AI (29:16) Chris's Energy Generators and Drainers (33:40) Kevin's Energy Generators and Drainers (36:56) Decluttering for A Peace of Mind (41:09) How To Identify The Boat Anchors in Your Life (49:18) Chris's Hits and Misses in 2025 (52:10) Kevin's Hits and Misses for 2025 (54:19) How Kevin Plans His Year Ahead (57:53) Outsourcing to Make Things Easier (01:05:12) Focus on Making Lasting Memories (01:06:34) Ways to Pick Up New Skills (01:09:36) The Life Blender Concept 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

Ever feel like there's a smarter, more efficient way to navigate your finances, your travels, and your daily routines? That's the core question driving All the Hacks: Money, Points & Life. Hosted by Chris Hutchins, this podcast is built on a simple, powerful idea: maximizing value doesn't mean sacrificing enjoyment. Instead, it's about the strategic choices that free up resources-both money and time-for what truly matters. Chris approaches life as a series of systems to be optimized, drawing from his own experience saving millions through meticulous analysis. The conversations here are practical and wide-ranging, moving seamlessly from credit card points strategies and investment philosophies to the less tangible hacks for personal fulfillment. You'll hear from a diverse roster of experts and icons, including Tim Ferriss, Tony Hawk, Codie Sanchez, and Gary Vaynerchuk, who all bring their unique perspectives on building wealth and designing a compelling life. Each episode feels like a focused workshop, offering actionable advice you can use immediately, whether it's planning a luxury vacation for a fraction of the cost or rethinking your approach to career and leisure. This isn't just about frugality; it's about unlocking freedom and excitement through smarter decisions. Tune in for a consistently insightful blend of tactical moves and deeper conversations that challenge the conventional trade-offs between spending, saving, and living well.
Author: Language: English Episodes: 100

All the Hacks: Money, Points & Life
Podcast Episodes
How I Saved $10,000+ on Luxury Hotels [not-audio_url] [/not-audio_url]

Duration: 57:56
#244: I'll explain how I saved over $10k on luxury hotels in Costa Rica and Carmel Valley using points, free nights, and elite perks. I’ll walk you through every step, from how to book with points, when to buy them on sa…
Deep Dive on Capital One Credit Cards and Miles (+ Why I Love Them) [not-audio_url] [/not-audio_url]

Duration: 1:03:56
#242: Chris dives into the Capital One credit card lineup, breaking down earning structures for miles and cash back, exciting benefits, and redemption strategies. He also covers the best 2-card combo, transfer partners,…
Earn More Points with New Cards, Bonuses, and Challenges in 2025 [not-audio_url] [/not-audio_url]

Duration: 56:15
#241: We cover new credit cards, increased welcome bonuses, and major changes to existing cards and their benefits. Plus, learn how to rack up thousands of points through airline and hotel challenges and giveaways. Link…
18 Tactics for Booking Travel with Points & Miles [not-audio_url] [/not-audio_url]

Duration: 54:44
#238: Chris shares 18 tactics he’s used to get the best deals booking flights and hotels with points. Learn how to leverage flexibility, navigate transfer partners, use the right tools, identify “sweet spots,” avoid high…
How to Design a Rich Life at Any Income with Ramit Sethi [not-audio_url] [/not-audio_url]

Duration: 1:00:59
#237: Start living your rich life today regardless of your income. Learn how to spend without guilt, track the four key financial numbers that matter most, harness the power of decisiveness, and avoid the common traps th…
Deep Dive on Amex Credit Cards and Membership Rewards Points [not-audio_url] [/not-audio_url]

Duration: 1:45:22
#236: Chris reviews and ranks the full American Express lineup of 30+ cards. He also breaks down Membership Rewards, transfer partners, approval rules, card-linked offers, unique perks, and more. Link to Full Show Notes:…
Chris’ Money Allocation Framework: 10 Steps to Build Your Wealth [not-audio_url] [/not-audio_url]

Duration: 53:33
#235: Chris shares his personal 10-step money allocation framework to help prioritize savings, investments, and financial flexibility. He also dives into advanced strategies for tax optimization, liquidity, and real-worl…