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What an AI-Native Competitor Already Charges Your Clients

Hosted by Shawn Yeager

Wed, Oct 21, 2026

4:00 PM UTC (30 minutes)

Virtual (Zoom)

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Where AI Is Repricing Your Work
Shawn Yeager
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What you'll learn

The startups selling your kind of work, by name

Funded companies selling straight to professional-services clients, with the prices they publish.

Their price next to your fee for the same work

You’ll see one public pricing page next to a firm’s quote for the same job. The gap is the client’s new reference point.

What their price says about what’s automated

A price that low only works when software does the routine work. What’s left is the part clients still need you for.

Why this topic matters

One tax-firm owner watched a client earning $500,000 a year start shopping for a cheaper firm because he assumed the firm used AI. It didn’t. Clients reprice you on belief, whether or not you’ve changed anything. This lesson names the startups selling versions of your work, their prices, and what those prices are built on.

You'll learn from

Shawn Yeager

Founder, Upshift | $300M+ revenue across 5 tech cycles | ex-Microsoft, NYDIG

I run Upshift. I work with managing partners and firm owners on one question: what the firm sells next, now that AI is pushing client prices down.

I started on Microsoft’s first browser team and have spent the 30 years since taking new technology to market: browsers, mobile, SaaS, Bitcoin, now AI. The pattern holds across all five cycles. The technology works long before anyone knows what to sell because of it, and whoever answers that question first sets the price everyone else lives with.

More at upshiftco.com.

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