The future of business transfers is owner-driven.

Optionality didn’t start as an idea.

It started as a story.

When Simon sold his companies, he saw how uneven the process was for business owners.

Too much noise, too little visibility, and not enough control.

Optionality is his way of changing that story for every founder who comes next.

Because the story you’ve built deserves an ending worthy of it's effort.

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Built by entrepreneurs,
dealmakers & AI engineers

Optionality is built by people who’ve been through it —entrepreneurs who exited,
bankers who closed deals, and AI builders who ship.

Leadership

We believe technology should simplify, not complicate, and our mission is to create tools that help online businesses thrive.

Simon Leroux

CEO

Four-time founder with three exits, including a sale to Private Equity firm KKR. Built Optionality after going through the exit process firsthand and seeing how early planning and better data change outcomes.

Maxime Martineau

CTO

Experienced technical leader in data and AI platforms. Formerly at Nexalogy, acquired by Datametrex. Leads Optionality’s architecture, security, and AI infrastructure.

Dean Mendes

Head of Product

Product leader with experience scaling AI-driven platforms. Previously at Gazelle.ai, acquired by KKR and later Lightcast. Focused on simplifying complex M&A and valuation workflows.

Advisors

We believe technology should simplify, not complicate, and our mission is to create tools that help online businesses thrive.

Eric Cardinal

M&A Advisor

25+ years of M&A experience in Canada and internationally. Senior VP at M&A Club and founder of Cardinal M&A.

Drew Dorweiler

Business Valuation Advisor

International valuation expert across Canada, the US, the UAE, and Singapore. CPA and Fellow of the CBV Institute, aligned with global valuation standards.

Archit Kalani

M&A and Private Equity Advisor

10+ years in M&A and private equity. Partner at May Davis Partners (New York) and active with Duke University Capital Partners.

Omar Kabir

Investment Banking Advisor

5+ years in Investment Banking. Ex-Bank of America Merrill Lynch, J.P. Morgan. Co-founder at Dragonfruit Ventures and Orvyn.

Management

We believe technology should simplify, not complicate, and our mission is to create tools that help online businesses thrive.

Akiva Bacovcin, PhD

AI Researcher

Leads applied AI research focused on valuation, financial, and strategic decision intelligence.

Valery Giasson

Head of Operations

Leads operations and finance, ensuring disciplined execution and a strong client experience.

Kasper Pater, MBA

Head of Sales

Leads go-to-market execution and advisor partnerships.

Aymeric Freymond

Head of Growth

Leads growth strategy, demand generation, and experimentation across channels.

Every exit should honour
the story behind it.

Most business owners find out too late what they could have done earlier.

We believe every entrepreneur deserves to understand their worth before someone else defines it for them.
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We believe legacy isn’t built in spreadsheets, it’s built in decisions made with courage and clarity.

We believe preparation is power and dignity is part of the deal.

We believe data should serve people, not the other way around.

We believe exits should honour the builders.

Always.

Optionality is an AI-powered platform created for Entrepreneurs and their Advisors to help them navigate through the biggest deal of their life.
Backed and used by leaders in M&A and AI.