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All the Hacks: Money, Points & Life

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

All the Hacks: Money, Points & Life

Chris Hutchins

Business, Society & Culture, Education, Self-improvement, Investing, Places & Travel

4.8 • 1.6K Ratings

🗓️ 14 January 2026

⏱️ 73 minutes

🧾️ Download transcript

Summary

#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

Transcript

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0:00.0

Seven days into 2025, my friend Kevin Rose's house burned down. He lost everything except a laptop,

0:06.6

an outfit, his car, the ambitious goals he'd set for the year, gone. As Kevin put it,

0:11.7

I had a plan. I got punched to the face. I was like, wait a second, all bets are off.

0:15.4

Everything has changed and let's rebuild. So in this episode, Kevin and I are going to reflect on how

0:20.4

2025 went for each of us, what we got right, what we episode, Kevin and I are going to reflect on how 2025 went for each of us,

0:22.6

what we got right, what we missed, and what we're going to do differently in 2026. We talk about

0:27.8

our plans for the year ahead, goals we're setting, tools we're using, and how we're going to be

0:32.2

designing our year to not just be optimized, but actually easier. I'm Chris Hutchins.

0:37.8

If you enjoy this episode, please leave a comment or share it with a friend.

0:41.0

And if you want to keep upgrading your money points in life, click follow or subscribe.

0:45.9

Kevin, how are you feeling about how 2025 went?

0:49.9

Chris, happy holidays, brother.

0:51.3

Good to see you.

0:52.0

Glad we're doing this.

0:53.4

2025 was a mixed bag.

0:55.0

Every year for me is like a list of to-dos and New Year's resolutions and big adventurous, ambitious projects that you want to take on. And a handful of days after, I think seven days after the new year, my house burned down. And I lost everything except for my laptop, which I had with me, and one set of clothes and one car, and that was pretty much it. So went from, I have a plan to I have no plan. It's kind of like what they say when Mike Tyson asked him about, you know, plans. He says, everybody has a plan to you get punched in the face. And it's such a good line good line because it's totally what happened to me. Like I had a plan. I got punched in the face. I was like, wait a second. All bets are off. Everything has changed and let's rebuild. And I feel like you ended the year strong though. Like you've got new place. Like things are good. Did any of those goals come to fruition? Did you kind of regroup on what you wanted to do for the year? Or at what

1:46.5

point did you switch from like, we're just, did any of those goals come to fruition? Did you kind of regroup on what you wanted to do for the

1:45.5

year? Or at what point did you switch from like, we're just trying to deal with this to let's

1:50.4

actually get back on track with life and what I want to achieve? Because I know there was a lot

1:54.2

you also did with health and drinking and all that kind of stuff in 2025 that I feel like

2:00.2

is worthy of a call-out.

2:01.9

I think with every New Year's resolution list, there was always probably 20 to, well,

...

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