Episode 8 - Are You Working ON or IN Your Business?

In this episode of the _Not Brothers Podcast_, Mark and Ryan dig into one of the most important questions for entrepreneurs: are you working _in_ your business, or _on_ it?
Using Oodle’s long-running offsite rhythm as the backdrop, they break down how stepping away from daily execution creates space for alignment, strategic thinking, and better decision-making.
They cover how their offsites have evolved over the years, what preparation looks like, how to spot when you’ve become the bottleneck in your own business, and why intentional time away can be one of the best investments you make as a business owner. Along the way, they mix in stories from past offsites, lessons from hard pivots, and the frameworks they use to keep the business moving forward.
*Chapters*
_00:01_ Intro, working on vs. in your business
_01:09_ What offsites are and why they matter
_03:14_ What Oodle offsites actually look like
_06:28_ How they prepare and gather leadership input
_09:23_ Early offsites, tactical work, and the shift to strategy
_12:51_ Asking, “If we started today, would we build this business the same way?”
_14:00_ Offsites as alignment and board-meeting time
_15:00_ How to tell if you’re stuck working _in_ the business
_18:35_ Why true offsites need zero distractions
_20:27_ The “seesaw” framework and removing yourself as the bottleneck
_22:15_ Family, tax write-offs, and why they avoid turning offsites into vacations
_26:15_ The artifacts and strategic documents that come out of offsites
_27:56_ Most memorable and most impactful offsite stories
_34:14_ Planning 3 years out, even when tactics change fast
_37:00_ Final takeaway, when to change structure and create space to work _on_ the business

Видео Episode 8 - Are You Working ON or IN Your Business? канала Not Brothers Podcast