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Michael Koenig

Title

COO @ Tucows. Formerly COO @ Time Doctor, Sweet.

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https://www.linkedin.com/in/michael-koenig514/
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cONference 2025 Speaker or Moderator
Speaker
cONference 2025 session Day 1
The Arrival Fallacy: what happens after you “make it”
cONference 2025 session type
Featured Session
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I’m a three-time COO and President with extensive experience scaling B2B SaaS, IT infrastructure, and tech-enabled services companies through GTM execution, AI-driven automation, and operational efficiency. In my recent role as COO at Tucows (currently $362M ARR), I led business operations, GTM strategy (serving as CRO), IT infrastructure, data science, information security, HR, procurement, and other G&A functions.

I’ve had the privilege of partnering with visionary CEOs and founder-led teams to transform ambitious ideas into scalable, high-performing realities. I specialize in supporting VC-funded, early to growth-stage, private equity-backed, and public organizations—helping them achieve capital-efficient scaling.

Earlier in my career, I was an early team member at Automattic (WordPress) via acquisition of a 2007 Boulder Techstars company. I was fortunate to help Automattic scale past $100M ARR and contribute to its multi-billion-dollar valuation. I have also served as CRO and CEO at other companies, gaining a broad perspective on revenue generation, R&D, and operational transformation.

I take pride in bringing in AI-driven automation, enhancing G&A and GTM efficiency, and supporting comprehensive operational transformation—while fostering collaboration and a commitment to continuous improvement.

Whether mentoring startups through Techstars or hosting Between Two COOs, where I learn from and engage with top operators on scaling strategies, I bring a blend of strategic vision, data-driven decision-making, and hands-on leadership.

Let’s connect if you want to discuss executive leadership, SaaS growth, AI-driven automation, private equity transformations, venture funding, or ways to streamline operations.

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