Monday, December 22, 2025

I am training AI to do my investment analyst job. It’s a bet on job security.

Alexander Vasylenko
AI trainer Alexander Vasylenko.Alexander Vasylenko
  • I started training AI while between jobs, but now I do it after work and on the weekends.

  • I’m doing this work so that I’m prepared for when AI can do my day job as an investment analyst.

  • In my two years of AI training, I’ve already seen the models get much better.

This as-told-to essay is based on a conversation with Alexander Vasylenko, a financial analyst for a large steel producer who also does AI training work in his free time. He was born in Ukraine, worked for CIBC in Canada, and is now based in New York. The following has been edited for length and clarity.

From what I’ve seen, the workload in finance will be different in a couple of years, and it’s necessary to think about how you are going to fit into that.

Two years ago, I would have had to walk an AI model through every single step and input to have a large language model calculate free cash flow. Now, I can provide five PDF files, reference three other outside sources, and ask the model to use these assumptions to calculate free cash flow.

The technological progress over the past two years is just astonishing. It’s a bit scary when you wonder how useful you’ll be going forward.

I began AI training in 2023, while I was looking for a job that involved some form of equity valuation work. I had a lot of interviews, but no offers. A recruiter had reached out to me on LinkedIn to saying she was looking for experts in finance and economics to teach AI models. I was skeptical at first, but decided to give it a shot. Very quickly, I realized that I enjoyed the work and could share my background while getting paid to contribute to this technology.

Now, my work life is nine to nine. I work my day job until five and then do AI training until nine every night. I usually work on Saturdays and occasionally a couple of hours on Sundays. In that time, I’ve seen the models become drastically better at doing financial analysis, and it can take nearly a full day’s work to create one AI prompt that can actually stump the models.

The work pays well, and I find it interesting. I’m contributing my experience to a technology that will inevitably enter every industry. The financial industry is not an exception, and by understanding how this works and will impact my job, I’ll be better prepared when the changes come.

I first started in finance in my native Ukraine, where I worked as a stock trader at a proprietary trading firm before moving to one of the largest Ukrainian investment banks. I left Ukraine 9 years ago and moved to Canada, where I studied and then became an analyst at CIBC.

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