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The Educated Guess

The Educated Guess

Written by: Jordan Guess CPA
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CPA and operator breaking down tax strategy, AI implementation, business systems, and the big shifts happening in finance. Real talk for high earners, business owners, and financial professionals.

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Episodes
  • AI Agents, Deepfakes & Identity: The Problem CPAs Can't Ignore
    Feb 25 2026

    Just got back from the Philippines and landed straight into one of the most important conversations we've had on the Bitment call, how do you actually know who you're talking to anymore? Between deepfakes, AI-generated voices, and autonomous agents handling sensitive work, identity verification is becoming a real problem for financial professionals.

    We dig into the Nostr protocol as a potential solution for verifying AI agents and building an audit trail, plus the honest pain points we're seeing with AI adoption inside small CPA firms right now… token costs, context windows, security risks, PII exposure, and model routing. If you're trying to figure out how AI fits into your firm without blowing up your compliance, this one's worth your time.

    🔗 FOLLOW JORDAN

    X: https://x.com/jordanguess?s=20

    LinkedIn: https://www.linkedin.com/in/jordan-guess-cpa/

    🛠 PRODUCTS & PROJECTS Bitment (Bitcoin accounting software): https://bitment.co Bitcoin for Financial Services Summit: https://denver.space/bitcoin_financial_summit

    🎙 PODCAST — Bitcoin for Financial Services YouTube: /@bffs_media Spotify: https://open.spotify.com/show/5ZquhUW0zEGK…

    📩 NEWSLETTER Weekly insights & updates → https://substack.com/@bffsmedia

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    19 mins
  • CPA Firm Survival Kit: How to Thrive in the Age of AI
    Feb 20 2026

    Is your CPA firm sleepwalking into irrelevance?

    The accounting profession isn't dying… but a lot of firms are going to become casualties of the AI wave if they don't get serious right now.

    In this episode, I'm breaking down the survival kit every CPA firm owner needs to not just survive the next 1-2 years, but actually thrive through it. We're talking real AI immersion, secure local LLM setup for sensitive client data, building a team with a vision people actually want to show up for, and the hire most firms won't make… but should.

    This isn't optional enrichment. This is survival literacy.

    ABOUT THIS CHANNEL

    I help high earners, business owners, and financial professionals understand how money actually works. Tax strategy, system design, modern finance tools, and the big shifts happening in today's climate. Bitcoin shows up when it's the best example, not as the headline every time.

    FOLLOW JORDAN

    X: https://x.com/jordanguess?s=20

    LinkedIn: https://www.linkedin.com/in/jordan-guess-cpa/

    PRODUCTS & PROJECTS

    Bitment (Bitcoin accounting software): https://bitment.co

    Bitcoin for Financial Services Summit: https://denver.space/bitcoin_financial_summit

    PODCAST

    Bitcoin for Financial Services Podcast ▶ YouTube: / @bffs_media ▶ Spotify: https://open.spotify.com/show/5ZquhUW0zEGK…

    NEWSLETTER

    BFFS Newsletter — Weekly insights & updates Subscribe: https://substack.com/@bffsmedia

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    16 mins
  • I Turned My CPA Firm Into an AI-Powered Machine. Here's How.
    Feb 18 2026

    $300 billion erased from software stocks in a single day. AI agents are replacing entire job functions. And if you're still running your business the same way you were two years ago, you're already behind.

    In this video I break down exactly what's happening to the software market, why the system has been quietly working against you, and how the smartest business owners and CPA firms are repositioning right now before it's too late.

    00:00 - Why most people can't think long-term 02:15 - What happened to your purchasing power 07:10 - The $300B software market wipeout 09:30 - How AI is collapsing the workforce 14:20 - The future of business software

    If you run a CPA firm or any service business and you want to see how we're building an AI-powered operating system on top of a real firm in real time, check out Bitment at bitment.co.

    ABOUT THIS CHANNEL

    I help high earners, business owners, and financial professionals understand how money actually works. Tax strategy, system design, modern finance tools, and the big shifts happening in today's climate. Bitcoin shows up when it's the best example, not as the headline every time.

    FOLLOW JORDAN GUESS

    X (Twitter): https://x.com/jordanguess?s=20

    LinkedIn: https://www.linkedin.com/in/jordan-guess-cpa/

    PRODUCTS & PROJECTS

    Bitment (Bitcoin accounting software): https://bitment.co Bitcoin for Financial Services Summit: https://denver.space/bitcoin_financial_summit

    PODCAST

    Bitcoin for Financial Services Podcast YouTube: / @bffs_media Spotify: https://open.spotify.com/show/5ZquhUW0zEGK…

    NEWSLETTER

    BFFS Newsletter - Weekly insights & updates Subscribe: https://substack.com/@bffsmedia

    Show More Show Less
    32 mins
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