Today I’ve done multiple personal things that fully sold me on AI. No way back. Sorry.
No question using AI for Tax purposes is useful, but today I got it to the next level. To understand my tax situation: I moved from Canada to the US in 2025, I have rental property, stocks bought and sold in both Canada and US, retirement accounts in both countries, stocks/ETFs transferred from different institutions back and forth, etc. With AI handling all of this is basically avoiding nightmare and frustration taking many days on.
For specific example, I had VFV.TO which is ETF traded on Toronto stock exchange, not only I got some purchases and sales starting 2021 they tracked through multiple brokerages and income from dividends was reinvested back into shares, not only it is over many years, banks, currencies, countries, but also dozens of statements and documents, it is also treated in special way in USA where they treat it as Passive Foreign Investment Company (PFIC). Other than that the day I moved countries I “deemed disposition” of my assets. If I had to do all these things manually I would just get petrified, but instead I can just throw about 30 documents at AI and ask it to generate a final spreadsheet with all of the transactions, and also have source documents referenced so I can double-check. It all worked really-really well.
Yes, I crossed the line and allowed Claude Cowork access to my local files.
I keep files dating from the early 2000s, keeping most of the things archived in Dropbox. I would keep such things as any of my university course works, archives of code snippets I have written in 2005, archives of my blog, some old presentations, tax documents, all kinds of agreements, all kinds of things that basically track my life since it became digital. It grew over many years. I tried to organize things in some iterations in the past, but then mostly gave up on just naming things more nicely and using search. But with AI I was just able to say “Create a plan to organize files in this folder X”, then iterate over the plan and let it execute things. The best part is that this is just natural language.
I previously posted that I do track things in life and that I use AI running chats for each area of life, like “Health”, “Finance”, “Career”, etc. This is all good, but then I wanted to build my personal AI agent to help me with tracking, but tools like OpenClaw and Claude Cowork made that unnecessary. Now, I’m playing with migrating my life planning into simple .md files. My life is essentially one repository that I can query and manage with natural language. Nuts.
Haven’t posted my climbing videos on instagram for a while, but I thought maybe I would post one latest video. I thought that analyzing video is not great with LLMs, but no. I uploaded my climb, it recognized that I was wearing martial arts t-shirt, it recognized at what points major moves where happening and I asked it to suggest music that would work well for the video matching my style but also the pace of events in the video. This is nuts. As next step I was thinking of fully automating video edit and posting on my behalf. Nuts.
While I cannot talk too much about work, I would just say that there was a step-function improvement in AI use and productivity. Producing code is faster, iterating over ideas is faster, getting things out just gets faster. I need to constantly adapt so that I don’t become a dinosaur that dies with a fallen AI asteroid.
It appears I grew from an AI skeptic, to AI learner, to fully embracing it by now. No way back.
edited with Claude Cowork Computer Use from mobile phone
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