Software Developer To CTO: AMA! (Ask Me Anything!)
summary
A checklist of non-code risks and tradeoffs: company runs ~200 people with ~11 in IT and treats every architecture choice as a purchase order, so a vendor migration becomes vendor migration avoided costly auto-renewal instead of a feature decision; prioritization favors fixing exposures over shipping revenue features; hiring often needs six months to pay off but a single hire can rewrote frontend in four weeks; watch unused paid seats and orphaned accounts, CVEs, and single-point payment processors; prefer T-/M-shaped career paths.
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chapters (15)
- 0:00Introduction
- 1:12Coding to leadership challenges
- 3:19Leadership stress insights
- 5:23Business priorities shift
- 7:06Product road maps
- 9:35Competing demands
- 14:28Hiring the right people
- 16:57Career growth skills
- 20:11Software licensing costs
- 21:56Cybersecurity risks
- 24:02Hidden risks
- 25:06Business success drivers
- 25:47Q&A: Big tech vs small
- 26:30Q&A: Budgeting
- 27:15Q&A: Workplace drama
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