Kyle Boulay is a startup founder turned executive coach who doesn’t sugarcoat the founder journey. He’s been there: burned out, betrayed, blindsided, and still got up to build again. Today, he helps founders lead with clarity—not just charisma—and build companies that are both scalable and sane.

He’s a Professional Certified Coach (PCC) who doesn’t speak in corporate jargon or peddle productivity porn. Instead, Kyle brings grounded, systems-first thinking to the emotional chaos of startup life. His approach isn’t theoretical—it’s forged in the reality of debugging production failures at 3am, managing investor fallout, and rebuilding after internal breakdowns.

Kyle co-founded and led Bus.com, taking it from a sketch on a napkin to a venture-backed, 100-person company. He raised $30M+ from top-tier investors across Silicon Valley and Canada, built partnerships with Coachella and Special Olympics, and pioneered a real-time group transportation platform before the world was ready for it.Along the way, he went through Y Combinator (W16),, FounderFuel, and the Lazaridis ScaleUp Program, experiencing the full arc from hopeful beginnings to painful scaling and leadership reckoning.

Kyle coaches like someone who’s already lived through your worst-case scenarios—and figured out how to grow from them. His clients are often technical founders and CEOs stuck between early momentum and team dysfunction. He helps them untangle their cofounder relationships, reset failing cultures, and make the hard calls when strategy gets murky.