What it's like to be a CIO at a startup | Interview with Jahn Karsybaev from myBasePay Assurance IT 1.7K subscribers Subscribe

Jahn Karsybaev on Cyber Resilience, IT Talent, and Digital Transformation

In this episode of 10 Questions to Cyber Resilience, Assurance IT’s co-founder Luigi Tiano sits down with Jahn Karsybaev, CIO at myBasePay—a fast-growing startup that has raised $60 million in funding and is on track to close the year with $50 million in revenue.

Topics Covered:

1. The challenge of attracting IT talent as a startup & how Jahn navigates it
2. Defining cyber resilience
3. Implementing digital transformation—tips & common myths debunked
4. Jahn’s top tip for staying up-to-date with the tech industry (we’re definitely stealing this one!)
5. What keeps Jahn up at night
6. What Jahn looks for in a potential acquirer of myBasePay

Resources:
🔗 Jahn Karsybaev on LinkedIn
🔗 myBasePay
📖 The book Jahn recommended on business experiments
🔗 Luigi Tiano on LinkedIn
🔗 Assurance IT

About Jahn Karsybaev

Jahn Karsybaev is a seasoned technology executive who has led IT teams for Fortune 500 companies. Currently, he is the Co-Founder and CIO at myBasePay.

Beyond his leadership role, Jahn has co-founded, launched, and successfully exited multiple startups—while also experiencing the lessons of failed ventures. He is an active angel investor and serves on the boards of several tech startups. Passionate about fundraising, growth hacking, and startup scaling, he has successfully raised nearly $70 million for various ventures.

About 10 Questions to Cyber Resilience

A bi-monthly podcast featuring insights from IT leaders on strengthening cybersecurity practices. Each episode explores 10 key questions that bring you one step closer to cyber resilience. Subscribe to stay informed on the latest trends in cybersecurity.

About Assurance IT

Since 2011, Assurance IT has specialized in data protection and privacy for mid-market businesses in Canada. Based in Montreal, their unique PPR Methodology—Prepare, Protect, and Recover—helps organizations achieve cybersecurity and compliance goals with industry best practices.