The Roadmap as a Financial Plan: How to Drive Profitability as a CTO—with Farah Chabchoub, CTO at Worklife
Oct 29, 2025 · 36m
Summary
Host Katerina interviews Farah Shepshup, CTO at WorkLife, on shifting from growth-at-all-costs to profitability. Farah discusses treating roadmaps as financial plans, aligning tech with board goals, and using metrics to balance revenue, satisfaction, and savings. She highlights the importance of reducing maintenance debt, leveraging AI for MVPs, and building resilient leadership teams to ensure sustainable engineering operations.
Topics discussed
Intro, sponsor, and guest introduction
Why CTOs join post-acquisition and the EBITDA goal
Shifting from cost center to business-oriented tech
Assessing a new company: qualitative and quantitative metrics
Aligning with the board and using three key metrics
Flipping the cost narrative and leveraging AI for velocity
The quality nightmare flywheel and scaling failures
Managing teams and stakeholders during product cuts
Handling layoffs, hiring, and team alignment
Roadmap prioritization and balancing support vs. new value
Mindset shift: from growth at all costs to sustainability
Final advice on hiring and closing remarks
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