Nikos Dritsakos

Currently building in stealth in Toronto + San Francisco.

About

I was born in Hamilton, Ontario in 2002. My family moved to Greece when I was young, and I spent my childhood between two cultures before returning to Canada.

I studied Computer Science at Brock University, graduating with First Class Honours in 2024. During my time there, I discovered my passion for building things that solve real problems.

I'm fundamentally a problem solver at heart. I live for complex problems where the solution isn't apparent - the kind that absorb you completely. There's nothing more fun to me than sitting with something impossible, pulling at the threads, and implementing a novel solution that nobody saw coming. I love pulling off what “can't be done” or what “hasn't been done.” I truly breathe for this stuff.

That drive led me to start multiple companies while still in school. From an appointment-setting agency serving international clients, to an AI-powered sales coaching platform that I founded and eventually sold. Each venture taught me something new about what it takes to build something that matters.

Today I'm based between Toronto and San Francisco, building my next venture in stealth.

Experience

2026

Stealth

Building in stealth in Toronto and San Francisco.

2025 – 2026

FliteHouse — VP of Technology & Product

Joined post-acquisition as VP of Technology, role evolved into VP of Technology & Product. Managed a team of 5 direct reports. Shipped major product updates including Agentic Roleplay — a conversational AI that simulated real prospects for sales teams to practice with — plus an AI-powered LMS and CMS. Worked cross-functionally with GTM and Sales, making strategic contributions across the business.

2023 – 2025

SalesBop — Founder & CEO

Founded an AI-powered sales coaching platform that analyzed sales calls and delivered personalized coaching at scale. Co-founded with Sarah Simionescu and Jason Huang. Built the product, ran outbound, acquired customers, and managed operations. Core feature was an AI scorecard that evaluated calls against a company's best practices, shifting coaching from reactive to proactive. Sold the company for $500K to SellWell in February 2025.

2023 – 2025

The Forge - McMaster Startup Incubator

Member of The Forge, McMaster University's startup incubator program.

2024

RippleX Fellowship

Selected as a fellowship member of the RippleX Fellowship.

2021 – 2023

Guardian Marketing

Built and ran an appointment-setting agency serving international clients.

2019 – 2024

Bright Idea Films

Built the go-to-market strategy from scratch and grew the business to six-figure revenue.

2022

MagicCard

Launched an NFC-powered digital business card product. Ultimately shut down.

2018

Gymthusiast

First entrepreneurial attempt. Never fully launched.

Education

2020 – 2024

Brock University

BSc Computer Science, First Class Honours

My Notes on Startup Success

These are my personal notes, observations, and opinions on building startups. They're informed by my own experiences founding and selling a company, working with other founders, and studying what separates companies that succeed from those that don't. This is a living document - I add to it as I learn.

Contact

Reach out at nikosdritsakos@gmail.com

© 2026 Nikos Dritsakos