James Dooley and Kasra Dash explain how to vet a fractional CTO because technical leadership defines whether a business scales or collapses under pressure. They show that a CTO must understand tooling, server logs, APIs and diagnostic systems because shallow crawler knowledge fails under real load. They argue that past case studies matter because repeated success in similar environments predicts reliable execution. They show how strong Sops and clear documentation improve internal teams because structured guidance turns audits into action. They highlight that pricing reflects value because a skilled CTO prevents outages, protects infrastructure and fixes issues that save significant long term cost. Where to Listen to This Episode Thinking of a Fractional CTO? Ask These Questions First! is available across all major podcast platforms. Choose your preferred platform below. Listen to Thinking of a Fractional CTO? Ask These Questions First! on Transistor Listen to Thinking of a Fractional CTO? Ask These Questions First! on Pocket Casts Listen to Thinking of a Fractional CTO? Ask These Questions First! on Amazon Music Listen to Thinking of a Fractional CTO? Ask These Questions First! on Entity Home Listen to Thinking of a Fractional CTO? Ask These Questions First! on Spotify Listen to Thinking of a Fractional CTO? Ask These Questions First! on Podverse Listen to Thinking of a Fractional CTO? Ask These Questions First! on Pod.link Listen to Thinking of a Fractional CTO? Ask These Questions First! on Truefans Listen to Thinking of a Fractional CTO? Ask These Questions First! on Castro Listen to Thinking of a Fractional CTO? Ask These Questions First! on Castbox Listen to Thinking of a Fractional CTO? Ask These Questions First! on Podcast Addict Listen to Thinking of a Fractional CTO? Ask These Questions First! on Deezer Listen to Thinking of a Fractional CTO? Ask These Questions First! on Rephonic Listen to Thinking of a Fractional CTO? Ask These Questions First! on Player FM Listen to Thinking of a Fractional CTO? Ask These Questions First! on Listen Notes Listen to Thinking of a Fract