Built on precision. Guided by fit. Proven by time.

We are more than recruiters. We are headhunters who deliver cultural alignment,
long-term retention, and measurable impact.
Our Five-Year Replacement Policy backs every search, because the right hire should make a lasting impact.

We Specialize in Sourcing Talent for Small to Mid-Sized Technology Companies

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Technology professionals across North America in our network
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Offer acceptance rate in competitive tech markets
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Three-year retention rate on leadership hires
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Average time from kickoff to first vetted candidates

Focused on Fit. Driven by Results

Calderwood Search helps Cloud, SaaS, AI, and IT Infrastructure companies hire smarter and faster. We combine deep market insight, proven search methodology, and human judgment to deliver talent that aligns with your technical goals, culture, and growth vision. 

We think like partners and perform like headhunters

The best talent isn’t always looking, which is why we search the entire market to find the right fit.

At Calderwood Search Partners, we don’t rely on job postings or resume databases. When companies advertise roles or rely on their internal networks, they often hire from the pool of people who are actively seeking new positions, rather than from the broader market of top performers who may be open but not actively applying.

That’s where we come in.

Our role is to look across the entire market to identify and engage the people who are best suited for your role, whether they’re actively exploring new opportunities or simply open to the right one. This approach gives our clients the confidence that they are choosing from the very best talent available in the market — professionals who can take their business forward and make every hiring investment count.

With decades of combined experience in executive search and business leadership, we understand what a poor hire costs in time, trust, and traction. That’s why every candidate we present is proven, pre-qualified, and aligned with your culture and objectives.

To stand behind that work, every placement is backed by our Five-Year Replacement Policy, because the right hire should make a lasting difference.
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Testimonials

Calderwood Search has proven to be an exceptionally professional and thorough executive search partner

Let’s Build What’s Next — Together.

Calderwood Search helps Cloud, SaaS, AI, and IT Infrastructure companies hire smarter and faster. We combine deep market insight, proven search methodology, and human judgment to deliver talent that aligns with your technical goals, culture, and growth vision. 

Technical Experts

Sales & Sales Support

Leadership