My 2025 Founder Operating System for Marathon Growth and Our Co-Founder Announced

Hey founders, sellers, and the sales curious!

The year might be coming to a close, but we aren't slowing down (yet!) 
In this growth drop we continue the party 😎 ⬇️

• On-Seasons and Off-Seasons: Why founders should perform like athletes 💪 

• Sell Anything enters its new era with Roy joining as Co-Founder! 🎉 

• And we’re back on the road for a mini Xmas tour. Will we see you soon? 🎄 

GROWTH WITH GREALY

Introducing OS OS OS

This is a reflection on 115 days alcohol-free, personal experimentation, becoming a better founder, and developing my new operating system for life.

I’ve always admired how athletes approach life: deliberate focus, structured training, and no guilt for prioritising performance. I’ve also always wanted to be a pro athlete, but I'm 5’9” and prone to injury (lol). Still, it’s the process and diligence toward goals that I’m drawn to.

Leaving our latest 5-month sprint (too long), my business coach, Paz, posed a question: How do you want to structure your life for sustainable, marathon growth?

Reflecting on that, I wrote a new founder framework for myself: The On-Season, Off-Season Operating System - or OS OS OS 😅. It’s about creating seasons as a founder that allow for extreme growth, reflection, strategy, and downtime. And it acknowledges that growth happens in cycles, not from constant hustle.

The Experiments That Shaped OS OS OS

The journey to OS OS OS started with recovery. Earlier this year, I faced nerve damage and herniated discs. I went from running and lifting to barely walking pain-free. Experimentation became my way back - sauna and plunge sessions, neck strength exercises, visualisation, journaling, changing work hours, and rethinking alcohol.

To avoid missing data, I tracked everything: spreadsheets, journaling, Streaks, Strava, and Garmin. Here’s an example of how I track physical performance ⤵️

What Season Are You In? (And Don’t Get Trapped)

I know “seasons” aren’t a new thing. Hormozi talks about “earning” and “learning” seasons, but this is a focused “on” and “off” - like an athlete’s On and Off-seasons.

It’s not about perfection or "monk mode". It’s about knowing the rhythms of what season you’re in and, most importantly, not getting trapped in one season forever. You need that light at the end of the tunnel. 

For me, I got stuck in On-Seasons for far too long. I realised I needed to incorporate intentional Off-Seasons to focus on rest, reflection, and strategic thinking to allow both the business and myself to grow.

When I know I’m in an Off-season with clear rules I’ve set for myself, it becomes much easier to say no, to turn down extra work or external meetings. On the flip side, enjoying a beer makes sense for me during an Off-Season, but it doesn’t during an On-Season. Last week was an Off-season, and it had no external meetings, a desk holiday, and deep thinking!

Design Your Own OS OS OS 

Here are the steps I took to build my operating system and how you can consider and reflect on your own seasons:

As founders, there’s always more to do, but taking time to breathe and reflect can help us understand where we’re at and what’s required to take us where we want to go.

P.S. I’d highly recommend the book Essentialism, which is all about making the main thing the main thing. Cheers Benny Lucas who got me to read this.

UPDATES

A New Era of Sell Anything

ICYMI, Roy Head is officially a Sell Anything Co-Founder! 🥳

Hear a bit from the man himself👇 or view his full post here

Getting all Roy’d (😅) up? 
Connect with Roy 👋 on LinkedIn  

COMING UP

On the Road (In the Air?) Again: A Mini Xmas Tour

Will I see you there?

Also! We’re all about supporting the Aussie startup ecosystem, so if there’s an event you think we (including new Co-Founder Roy 😉) need to be at, let us know!