I Hired the Wrong CTO Twice — Here’s What Saved the Company | #1355

from Sales Secrets · host Brandon Bornancin

Startup journeys are rarely clean. In this episode, Brandon shares the behind-the-scenes story of hiring the wrong CTO twice, discovering betrayal at the worst possible moment, and betting everything on a third leader with a 90-day rebuild plan. You’ll hear how Seamless survived by moving 1,000 paying customers to manual services just to stay alive, why leadership resilience matters more than perfect hiring, and the real lesson: mistakes are inevitable — survival and courage are optional. This episode is about grit, trust, and the moments that determine whether your company dies… or scales.

Episode metadata supplied by the publisher feed · Published Feb 27, 2026

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After two failed CTO hires — including one who secretly worked another full-time job while taking the company’s last $100K — Brandon faced a defining leadership moment. In this episode, he shares the 90-day rebuild that saved Seamless and the lesson about resilience, trust, and survival.

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I Hired the Wrong CTO Twice — Here’s What Saved the Company | #1355

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This episode was published on February 27, 2026.

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