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.

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.

Our Service Models

Contingent
Dedicated
TMaaS
Pricing
28% of salary, no engagement fee
25% of salary (engagement applied to final fee)
14% of salary, fixed monthly service charge.
Best For
One-off roles for first-time partnership
Priority search for confidential or mission-critical roles
Ongoing hiring across multiple roles
Partnership
Search support as needed
Focused, dedicated search team
Dedicated hiring team + active candidate pipeline
Replacement Policy
90-days
5-year
5-year

Hiring Cost Calculator

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

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

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.

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.