CTO Insights Podcast CTO Insights Podcast

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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