The AI Bet: Adding AI to Products That Already Work
Adding AI to an existing product isn't a technology decision — it's a capital-allocation decision your board will hold you accountable for. Most leaders argue features; the room weighs margin, capital, and risk. This series teaches the judgment behind the AI bet: where AI belongs in your strategy, whether the margin survives, build vs. buy, how to price it, and how to defend it to the Execs.
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Wed Jul 1·5:00 PM UTC
How to Decide Where AI Belongs in Your Product Strategy
Most product leaders add AI everywhere the Execs asks, then can't defend the investment. Learn a triage method to rank where AI actually earns its place in your strategy — and where it's a costly distraction — scored on value lift, feasibility, and cost exposure. Walk into your next strategy review with a defensible AI prioritization instead of a wish list. Run it on your roadmap this week.
You'll learn from
Elena Leonova
Founder & CPO, OneRank.io, ex-CPO @ Spryker, VP of Product @ BigCommerce
Fri Jul 10·5:00 PM UTC
How to Pressure-Test an AI Bet's Margin First
Most AI bets quietly erode gross margin— and leaders find out in the board meeting, not the spec review. Learn a 4-input test to pressure-test any AI bet's margin before you pitch it, so you walk into the exec review having already found the hole they'll poke. See why the same margin hit gets funded by a VC board and killed by a PE one. Leave able to defend the number in language your CFO respects
You'll learn from
Elena Leonova
Founder & CPO, OneRank.io, ex-CPO @ Spryker, VP of Product @ BigCommerce
Fri Jul 17·5:00 PM UTC
How to Make the Build-Buy-Partner Call on AI Capabilities
Your engineers want to build it. Your leadership wants to buy it. Both can be wrong — and the tell is a number most leaders can't quote. Learn to place any AI capability on the build-buy-partner spectrum using a break-even line and the "own your orchestration" rule, treating it as capital allocation, not an engineering preference. Bring the debate you're having now; leave with a defensible call.
You'll learn from
Elena Leonova
Founder & CPO, OneRank.io, ex-CPO @ Spryker, VP of Product @ BigCommerce
Fri Jul 24·5:00 PM UTC
How to Price AI So It Strengthens Your P&L
Salesforce changed its AI pricing three times in 18 months — that's what happens when you price a usage-cost product like a seat. Learn the copilot-vs-agent rule for choosing seats, usage, credits, or outcomes, and why a seat-bundled AI feature can be margin-negative while a hybrid holds 50%. Leave able to price the AI on your roadmap so better performance means a stronger P&L.
You'll learn from
Elena Leonova
Founder & CPO, OneRank.io, ex-CPO @ Spryker, VP of Product @ BigCommerce
Fri Jul 31·5:00 PM UTC
How to Answer When Execs Ask 'What's Our AI Strategy?'
Every product leader is being asked about AI strategy. Most answer with roadmap items and demos. Executives are listening for something else. Knowing how to construct an evidence-based answer for who's asking is one of the highest-leverage skills you can develop. After this session, you'll answer the AI strategy question with clarity and business grounding that builds executive credibility.
You'll learn from
Elena Leonova
Founder & CPO, OneRank.io, ex-CPO @ Spryker, VP of Product @ BigCommerce