Hardware Podcasts

Advice Line with Tope Awotona of Calendly

How I Built This · 29 Oct 2026 · 1h 00m

What this episode covers

Tope Awotona, founder of the scheduling platform Calendly, returns to discuss the company's evolution into an AI-powered meeting assistant called Cali and the lowered barriers to building software. He advises callers on specific hardware and business challenges: Dom Cotton of New Lane struggles with profitability and scaling his UK-made foldable bike helmet; Ivana Besseluck of Playfield seeks operational systems to maintain her modular dog walking bag business while preparing for childbirth; Danny of The Nail Room weighs expansion against family life using builder gel techniques; and Justin Kitridge of ISlide prioritizes channels for his customized footwear.

Most relevant to

early-stage companies and companies scaling up

Topics

Mentioned

Companies
Chewy, Fanatics, Regal Nails
Products
Calendly, Cali, New Lane, Playfield, The Nail Room, ISlide, Dry Bar, Nike, Adidas
Tools
Shopify, Lovable, Replit

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