Last Updated: August 12, 2026
This isn’t a bucket list (something I just want to happen before I die). This is a growth list—an actively evolving challenge board for pushing limits, mastering new domains, and doing things I genuinely don’t know how to do yet.
This page will never be finished. Every completion is just a level-up, a prompt to add a new challenge.
Current Impossible Challenge:
Master Kubernetes for automating my next-gen home lab infrastructure.
💻 Technical & Digital Imperatives
The “Hard Mode” Build List:
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Deploy my own truly decentralized personal cloud: (Completed Aug 2026: Nextcloud)
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Build a high-density server from scratch (Completed Feb 2026: Asus).
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Author a useful open-source plugin or tool that gets >1,000 active installs.
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Contribute core code to a major open-source project (e.g., WordPress Core).
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Transition my primary workstation to Linux for 365 days straight. (Completed over a decade ago and never going back!)
Professional Scale Challenges:
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Build a website that comfortably handles 1 million monthly visits.
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Master advanced network security (Target: OSCP certification).
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Develop a custom SaaS product from concept to first paid subscriber.
🛠️ Physical & Mechanical Endeavors
Builds & Engineering:
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Design and build my own fully off-grid recreational vehicle / mobile office.
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Complete a frame-off vehicle restoration (something classic).
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Fabricate a custom piece of furniture using advanced joinery and mixed materials.
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Build my own custom mechanical keyboard, including soldering and custom programming.
👟 Human Performance & Exploration
Physical Thresholds:
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~~Run my first standard 5K/10K.~~ (Completed July 2024)
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Train for and complete my first olympic-distance triathlon.
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Learn a martial art to the equivalent of a purple belt.
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Complete a complex, technical backpacking trek (e.g., John Muir Trail or equivalent).
Global Footprints:
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Drive a non-American continent from coast to coast.
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Successfully navigate a foreign city without a map or digital aid for 24 hours.
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Visit 50 states (currently at 12).
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Explore 20 countries.
🎸 Life, Mastery & Creative Output
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Master an instrument (currently challenging the bass guitar).
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Write, record, and publish an original EP.
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Learn enough of a new language (e.g., German) to conduct a full technical conversation.
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Read 52 books in one year (one book a week challenge).