Isaac Lester

Left the Marines. Crashed Out. Bought Matilda ⛵️ Sharing what I learn while building freedom online and preparing to sail the world. Follow along, yo' 🤙🏾

[Isaac Lester @TheIsaacLester]

I'm gonna stop stressing myself the fuck out and start posting on the internet. I have no friends, no family, and no partner...

I do have my dreams, and I have my passions. And I work on them relentlessly every day.

I will think out loud here, to not go further insane

I Am Me

[Isaac Lester @TheIsaacLester]

Super proud of myself in this moment 😌

[Isaac Lester @TheIsaacLester]

CALL YOUR HOMIES

A friend called me and we caught up.

The conversation ended with plans to get breakfast tomorrow morning.

Easily 10x more excited than all of the shitty dates I managed to scrape from the apps last year

We are social creatures, do not forget this!!

[Isaac Lester @TheIsaacLester]

@waronweakness I would very much like to glimpse a peak at the behind the scenes chaos. There must be an unimaginable level of logistical and administrative coordination going on to keep this mountain of trash under the shroud of secrecy...

[Isaac Lester @TheIsaacLester]

@thedankoe In response to @MattWalshBlog , people are starving for meaning while trapped in the Sleep of The Mind. It does not matter if the information is basic or intricate, we are lost and search for meaning.

[Isaac Lester @TheIsaacLester]

I’m back from fetching my things from Chicago.

Admittedly, the time I should have probably put into catching up on writing went into this.

Please take this visual as a humble offering, and proof that I’m still “doing things” behind the scenes.

[Isaac Lester @TheIsaacLester]

I Must Confess...

[Isaac Lester @TheIsaacLester]

@thejustinwelsh I'm working on applying balance here... The focus locks in and I forget to actually answer when my stomach calls me 5 times and leaves an explosive string of texts

[Isaac Lester @TheIsaacLester]

I'm Up Again 💪🏾🧠🤙🏾

RISE w/ The Morning Thunder ⛈️

[Isaac Lester @TheIsaacLester]

@tomhacks Literally me bringing my podcast back to life and starting a channel.

Found a place for coffee in my life again by the by

[Isaac Lester @TheIsaacLester]

@TheOvermanEthos @thedankoe I know I’m a proper idiot in most things, but I’ve gone farther than anyone I know of my kin because I’m reckless with my courage, intentional about harvesting lessons from failures, and fxcking ruthless in my comebacks

[Isaac Lester @TheIsaacLester]

@thedankoe When I became homeless, I put *ALL* of my time into learning how to master new skills while distilling what I’d gained so far.

Foothold, doubledown.
Progress, doubledown.

Setback. Get tf back up.

I live on a sailboat and do podcasts now.

Per Aspera Ad Astra
✌🏾🧠🤙🏾
⛵️

[Isaac Lester @TheIsaacLester]

Alone for the holidays. No family, close friends, or kin.

Just me, my laptop, and my sailboat Matilda. I left that old life to build peace in something better. Now, there's The Work, The Gap between here and where I'm going, and the obsession that replaced apathy.

I am thankful for these blessings 🙏🏾⛵️🤙🏾

[Isaac Lester @TheIsaacLester]

Using this holiday break to catch up on some admin and do some pre-position work. A day or two of working this hot keyboard, and everything will become much easier to manage.

Clarity of action breeds consistency.

2026 is going to be insane 🔥🤙🏾🖤

[Isaac Lester @TheIsaacLester]

@emanueledpt Now your path is clear to go all in for a short while and see what happens.

Per Aspera Ad Astra 🤙🏾

[Isaac Lester @TheIsaacLester]

to do list:

bite the hand that feeds me
put all my eggs in one basket
kill three birds with one stone
let the cat out of the bag
think inside the box
dance on thin ice
play with fire

& burn some Gorydamn bridges 🔥

[Aaron @IAmAaronWill]

Good morning legends

What's the plan for this week?

[Isaac Lester @TheIsaacLester]

@IAmAaronWill to do list:

bite the hand that feeds me
put all my eggs in one basket
kill three birds with one stone
let the cat out of the bag
think inside the box
dance on thin ice
play with fire
& burn some Gorydamn bridges 🔥

[Isaac Lester @TheIsaacLester]

@robj3d3 This is a powerful framework for *any* work with a LLM. The future belongs to those who can take one piece of information and apply it multiple times over 🤙🏾

[Isaac Lester @TheIsaacLester]

@waronweakness I was homeless not too long ago.

You're absolutely right 💯⛵️🤙🏾

[Isaac Lester @TheIsaacLester]

@enzogla @lukecodez

[Isaac Lester @TheIsaacLester]

@enzogla @lukecodez Laughs in Starlink
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After knocking on wood several times and praying profusely