
Four Canadian founders told a Startupfest crowd how they survived investor pullouts and pricing mistakes. The takeaway for markets: operational risk is the silent killer in venture-backed tech.
Four Canadian founders laid out their worst days as startup leaders at Startupfest in Montréal on Wednesday, a session that turned into a catalog of the operational risks that kill young companies.
The session, part of the annual Startupfest conference in Montréal, drew a crowd of founders. The knowing smiles and nods of agreement created a palpable sense of relief among them. If these successful CEOs had moments like this, they weren't alone.
Vishar Yaghoubian, founder of Toothpod, developed a portable, chewable tablet to clean teeth without water or a toothbrush. Years of research and development with dental experts couldn't wash away the embarrassing moment of accidentally sending typed notes on an email thread to everyone from an important client call. She said with a laugh that AI takes her notes now.
Andrew Lockhead, the CEO of travel tech company Stay22, shared how he pulled his company back from the brink of death. The pandemic shutdown caused investors to pull out just a month after Lockhead had assured his team the funding would sustain them. "Definitely regret that," he said, shaking his head. The company came back stronger, building AI into its workflows and securing a $122-million USD investment.
Laura Lalonde, CEO of user-generated video app GridBank, said her worst day as a founder came before she had ironed out her pricing model and was struggling to onboard customers without losing money. "My dad looked at me [and] he was like, 'If you can't make money, maybe it's not a business,'" Lalonde said. "It sent a chill down my spine." The founder figured out pricing the hard way, by doing more than 200 individual consults with customers. Now, Lalonde says the startup has thousands of paying customers and more than a quarter of a million videos uploaded to its platform.
Rene Caissie, CEO of Medeloop, a former surgeon who sold his first company to Telus, told the crowd he has been through near-bankruptcy and running out of money the day before payroll. He also got caught not knowing the meaning of EBITDA (earnings before interest, taxes, depreciation, and amortization). He assured the crowd the best founders don't let those obstacles dissuade them. "When you start listening to very successful founders, you find out that this is normal," he said. "You just have to grind through it on a daily basis."
The panel, moderated by Storytime Capital managing partner Neil Grunberg, drew nods of recognition from the founder-heavy crowd. The message for investors tracking venture-backed portfolios is that operational risk, specifically pricing and cash management, is the common thread in startup failures, the panel suggested.
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