How Startups Close Enterprise Deals Through Cybersecurity

Join OTH Security during Toronto Tech Week for a curated happy hour focused on one of the hardest parts of scaling a startup: selling into enterprise. Cybersecurity is often treated as a hurdle late in the sales cycle, or overlooked entirely until it starts slowing deals down. This is a relaxed, small-group gathering designed to bring together founders and senior leaders for candid conversations on how to approach security in a way that supports growth and builds trust with larger customers. You will have the opportunity to connect directly with: A former Fortune 500 Head of Procurement from one of the world’s most recognized brands, sharing firsthand insight into how large organizations evaluate and select emerging technology vendors. Jeff Taylor, Co-Founder & CEO of OTH Security, who has helped early-stage companies build security programs from scratch and navigate enterprise sales Conversations will centre around topics like: What enterprise buyers and third-party risk management teams (TPRM) actually look for during vendor reviews Where startups commonly get stuck in procurement, compliance, and data security requirements How security influences deal velocity and outcomes Practical ways to build credibility without slowing down your team This is a small, curated gathering designed to encourage meaningful discussion and connection. It is best suited for founders and senior leaders actively selling into mid-market or enterprise customers. Drinks and light refreshments will be provided. Requests are reviewed and approved to help create an engaging and high-quality discussion for all attendees. OTH Security - With over 60 years of collective cybersecurity expertise, our seasoned team provides hands-on, comprehensive guidance and services for highly-regulated industries — finance, healthcare, and beyond. Motivated by excellence, innovation and partnership, we deliver exceptional client experience, forming the cornerstone of our innovative cybersecurity solutions. Toronto Tech Week is a citywide celebration of the people building what’s next. From May 26–29, 2026, founders, investors, and builders come together for hundreds of community-led events across Toronto, connecting tens of thousands of people around Canadian tech. Torontotechweek.com. Notice of Filming and Photography: Please note that this event will have photo and video recordings which may be used in future promotional materials