Awaken Out Of Context29 Dec 2025

#98 - My 30-Question End of Year Review (Free Download Included) - The Exact Process I Use to Plan My Best Year Ever

Get the free End of Year Review worksheet: awakenoutofcontext.com/review

If you're an entrepreneur, creative, or high achiever looking to close out the year with clarity and set yourself up for a breakthrough 2026 - this episode will give you the exact framework to do it.

In this solo episode, I'm walking you through my complete 30-question end-of-year review process - the same one that kicked off my best year yet. I share my personal answers, the mistakes I made, and how this simple practice created massive momentum heading into 2025.

In this episode, you'll learn:

- How to identify your highest-leverage activities from the past year - including the ones you've forgotten

- A simple reframe that turns goal-setting from overwhelming to energizing (hint: think "chapters," not resolutions)

- The one daily habit that guarantees progress on what actually matters - focusing on your scariest task first

- Why reviewing your relationships, money decisions, and energy drainers reveals patterns you can't see in the moment

- How to uncover the "elephant in the room" that's silently sabotaging your progress

- A framework for identifying which tools, systems, and habits to keep versus cut heading into the new year

This episode includes real examples from my own review - from dating app experiments to AI tool stacks to lessons learned from ending a relationship.

Fully Timestamped Chapter List

00:00:00 Intro & Free End-of-Year Review Download

00:03:36 Valuable vs Wasted Time, Challenges & Coping (Q1-4)

00:11:27 Goals Achieved & Missed, What Helped & Why (Q5-8)

00:16:20 Opportunities Seized/Missed & What To Do Differently (Q9-11)

00:20:33 Important People, Energy Drainers, Tools, Money & Year Success (Q12-17)

00:30:12 One Habit for Success, Proud Moments & Self-Surprises (Q18-20)

00:35:30 Creative Work, Unstarted Hobby, Elephant In Your Head & More Time With (Q21-24)

00:40:08 Dropped Strategies, Joy, Random Hack & Best Systems (Q25-28)

00:47:30 How You’ve Changed, 2026 Direction & Values Exercise (Q29-30)

00:56:32 Outro, Links

***LINKS***

Episode I’m most proud of In 2025:

https://youtu.be/TCrWKfJ7dPA

Get the free end of year worksheet:

awakenoutofcontext.com/review

Create a Dream Life Vision & Set Goals Using Core Values (June 2025)

https://youtu.be/_TxSoBabTFM

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indiip.com/beta

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MY STUFF:

awakenoutofcontext.com

Awaken Out Of Context Podcast (YouTube & Podcast Links):

https://bit.ly/3tk8FVv

Follow Me On Instagram (@awakenoutofjason):

https://bit.ly/3RAkKQj

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