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Your Search Partner for High Impact Technology and Leadership Talent

We recruit Technical Sales, Engineering, Architecture, Data, and Leadership talent for Cloud, SaaS, AI, and IT Infrastructure companies across North America. Our searches focus on cultural fit, long term performance, and identifying the best talent available in the market.
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Five-Year Replacement Program

If a placed candidate leaves or is terminated within five years, our replacement program ensures your investment is protected:

Year 1

Replacement at NO CHARGE

Immediate protection

Year 2

30% Discount on Original Fee

Shared investment

Year 3

25% Discount on Original Fee

Continued support

Year 4

20% Discount on Original Fee

Extended partnership

Year 5

15% Discount on Original Fee

Long-term trust

Why Clients Choose Us

If a placed candidate leaves or is terminated within five years, our replacement program ensures your investment is protected:
Aligned Descriptions
We understand technology-driven environments

We know the challenges technology companies face when scaling teams. Every search aligns with your technical needs, culture, and long-term goals.

We identify the best talent in the market, not just the applicants

We engage high-performing professionals who are fully employed, respected, and often not actively looking. Your shortlist reflects the strongest available talent.

We provide full transparency throughout every search

Two weeks into each engagement, you receive a clear report outlining outreach activity, engagement levels, market insights, and candidate responses. You always know exactly where the search stands.

We stand behind every placement

Our Five-Year Replacement Program reflects our commitment to long-term results, stability, and meaningful impact.

Our Search Process

Discovery and Alignment

We clarify expectations, competencies, success criteria, and cultural fit.

Market Research and Talent Mapping

We define the ideal candidate profile and map high-performing talent across the technology sector.

Outreach and Engagement

We engage both active professionals and high-performing individuals who are not actively seeking new roles.

Evaluation and Short List Development

We assess experience, capability, performance history, and cultural alignment.

Interview Support and Coordination

We manage scheduling, communication, and the feedback loop for alignment at every stage.

Offer Facilitation and Follow Up

We guide the offer process, assist with negotiations, and follow up to ensure long-term success.

Service Models

We partner with growing technology companies across North America, including Cloud, SaaS, AI, Data, and IT Infrastructure organizations. Clients choose us because we identify and engage the strongest talent available in the market and deliver candidates who perform and stay.

Contingent Search

Contingent Search is a performance-based option with no upfront financial commitment. It is designed for organizations that want to experience our process and results before moving into a long-term partnership, backed by our Ninety-Day Replacement Program and the same disciplined search methodology we apply to every engagement.

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Dedicated Search

Our Dedicated Search model is built for high-priority, confidential, or mission-critical hires where the right decision matters. A commitment-based engagement structure ensures focused partnership from day one, and every search is backed by our industry-leading Five-Year Replacement Program.

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TMaaS

TMaaS is our highest level of partnership, designed for organizations with ongoing hiring needs. Through an annual and volume commitment, clients receive priority access, preferred pricing, and full execution of our proven search methodology across multiple roles, with every placement backed by our Five-Year Replacement Program.

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Hiring Cost Comparison

Who We Partner With

We partner with growing technology companies across North America, including Cloud, SaaS, AI, Data, and IT Infrastructure organizations. Clients choose us because we identify and engage the strongest talent available in the market and deliver candidates who perform and stay.

We support high-impact hiring across:

Technical Sales Account Executives Business Development Software Engineering Infrastructure Engineering Principal Engineering Solutions Architecture Enterprise Architecture Data Engineering Analytics AI Positions Product Leadership Operations Leadership Technology Leadership Director Roles VP Roles C-Level Positions Technical Sales Account Executives Business Development Software Engineering Infrastructure Engineering Principal Engineering Solutions Architecture Enterprise Architecture Data Engineering Analytics AI Positions Product Leadership Operations Leadership Technology Leadership Director Roles VP Roles C-Level Positions
Technical Sales Account Executives Business Development Software Engineering Infrastructure Engineering Principal Engineering Solutions Architecture Enterprise Architecture Data Engineering Analytics AI Positions Product Leadership Operations Leadership Technology Leadership Director Roles VP Roles C-Level Positions Technical Sales Account Executives Business Development Software Engineering Infrastructure Engineering Principal Engineering Solutions Architecture Enterprise Architecture Data Engineering Analytics AI Positions Product Leadership Operations Leadership Technology Leadership Director Roles VP Roles C-Level Positions
Technical Sales Account Executives Business Development Software Engineering Infrastructure Engineering Principal Engineering Solutions Architecture Enterprise Architecture Data Engineering Analytics AI Positions Product Leadership Operations Leadership Technology Leadership Director Roles VP Roles C-Level Positions Technical Sales Account Executives Business Development Software Engineering Infrastructure Engineering Principal Engineering Solutions Architecture Enterprise Architecture Data Engineering Analytics AI Positions Product Leadership Operations Leadership Technology Leadership Director Roles VP Roles C-Level Positions

Testimonials from Our Clients

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

Ryan Smyth

EVP & CFO, Carbon60

I have worked closely with Scott on recruitment in 2 different companies. Many executive recruiters are focused on the short-term transaction at hand. Scott’s differentiator is that while he does meet and exceed the current needs of his clients, he does so with a view to creating long-term relationships and value.

Will Stahl

CEO, Offworld Industries

As a video game studio that has been a close partner with Pinnacle Search for some time now, we would categorically recommend them to any future clients considering utilizing them. They have done an exceptional job at diving into an industry unfamiliar to them and becoming experts to help support us, filtering out and finding candidates who are well fit into the roles

Robert Buckley

CEO, Tecklinx

I highly recommend Scott and his team. As a candidate seeking a new position, they provided exceptional guidance and assistance, ultimately leading to my placement as the CEO of Echo Communications. Now on the client side, they continue to deliver outstanding service by partnering with our organization and effectively addressing our recruitment

Douglas Stetson

CEO, FreeFall Aerospace Inc

Calderwood Search has proven to be an exceptionally professional and thorough executive search partner. Scott was able to blend our challenging technical and managerial requirements into a concise and accurate profile, and he then did all the legwork to narrow down to only the most outstanding candidates. They came to us fully vetted and informed

Video Resources for Clients and Candidates

Winning the War for Talent

To secure and retain top talent in your organization, review these specific tips for successful candidate attraction. We are pleased to offer this video to our clients and candidates as part of our search process.

Client Interview Preparation

This video provides quick tips for hiring managers to ensure an effective candidate interview. We are pleased to offer this video to our clients and candidates as part of our search process. Our recruiters are always available as a resource to you.

Successful Candidate Onboarding

To secure and retain top talent in your organization, review these specific tips for successful candidate on boarding. We are pleased to offer this video to our clients and candidates as a part of our search process.

Components of Relocation

As your recruiter, we will walk through each step of this with both you and a prospective hire, but this video can be shared with others on the team involved in the hiring process so they also understand the granular details of relocation.

Effective Resume Preparation

This 5-minute video will help you create an effective resume. A great resume won’t land you your next position, but a poorly written one could prevent you from even being considered.

Interview Preparation

This 10-minute video will help ensure you have an effective interview. These best practices are designed to keep the decision for next steps in your hands.

Resignation Preparation

This 12-minute video will help you create a smooth resignation process. We are pleased to offer this video to our clients and candidates as part of our search process. Our recruiters are always available as a resource to you.

Your First 30 Days

Prior to your start date, review this video designed to accelerate your onboarding process and quickly establish rapport and credibility. Our recruiters are always available as a resource to you.

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. 
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Contingent Search

Contingent Search is a performance-based engagement designed for organizations seeking to begin a relationship with Calderwood Search. It delivers our disciplined, exclusive search methodology without an upfront engagement fee, making it a practical starting point for select hiring needs.

How It Works

  • No upfront engagement fee
  • Exclusive search conducted by Calderwood Search Partners
  • Success-based fee structure
  • Focused execution on approved roles
  • Every placement backed by our Ninety-Day Replacement Program

Why Organizations Choose Contingent

Ideal for companies exploring a new search partnership
A starting point before transitioning into Dedicated Search or TMaaS Pricing
Lower initial commitment while maintaining professional search execution
Success-based fee calculated as twenty-eight percent of the first year's base compensation
Appropriate for individual hires that are not high but not confidential, executive-level, or mission-critical
No upfront financial commitment

Dedicated Search

Dedicated Search is designed for high-priority, confidential, and mission-critical hires where the right decision has a lasting impact. Through a commitment-based engagement, we apply focused market intelligence, proactive outreach, and disciplined evaluation to secure exceptional talent that aligns with your leadership, culture, and long-term objectives.

How It Works

  • Commitment-based engagement structure that ensures priority execution
  • Targeted outreach to top-performing professionals, including those not actively seeking a new position
  • Rigorous Rigorous evaluation for capability, cultural alignment, and long-term retention for capability, cultural fit, and retention potential
  • Exclusive focus on your search until successful completion
  • Every placement backed by our Five-Year Replacement Program

Why Organizations Choose Dedicated Search

Greater precision and accountability for senior, technical, and hard-to-fill roles
Access to talent not reachable through internal teams or job postings
Confidential handling of sensitive leadership transitions
Proven methodology for complex or strategically significant positions

Pricing

  • Engagement fee applied toward the total investment
  • Success-based fee calculated as twenty-five percent of the first year's base compensation

Talent Management as a Service (TMaaS)

TMaaS is our highest level of partnership, built for organizations with ongoing hiring needs and long-term growth plans. Through an annual and volume commitment, Calderwood Search operates as a scalable extension of your leadership team, delivering disciplined, full-service search execution across multiple roles throughout the year.

How It Works

  • Annual and volume commitment structured across twelve months
  • The right recruiter is assigned to each search based on role complexity and market expertise
  • Scalable execution that matches your hiring demand throughout the year
  • Priority handling of confidential, executive-level, or mission-critical searches
  • Every placement is backed by our Five-Year Replacement Program

Why Organizations Choose TMaaS

Strategic alternative or supplement to an internal talent acquisition function
No fixed internal overhead or underutilized recruiting salaries
Specialized expertise applied to each search rather than a generalist handling every role
Seamless integration with your culture, leadership, and growth strategy
Annual investment structured evenly across twelve months
Preferred fee structure aligned with long-term partnership and hiring volume pricing
Designed for organizations committed to a long-term recruitment partnership

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