
Insurtech
23 Placements
3 Board Directors; 8 GTM Execs; 13 Tech Execs
2013-2025 - 12 yr Partnership Grew from
$300M - $1.16B
Market Cap - $21B
Guidewire executives Success stories
20+ Placements at Guidewire 12-year partnership
3 Board Directors, 8 GTM Execs, 13 Tech Execs
→ scaled from $300M to $1.16B
Board Directors
2 Directors – 2014
1 Director - 2022
GTM Executives
Chief Cloud Officer
General Manager of Insurance Suite
Chief Customer Officer
Vice President Strategic Sales Americas
Vice President Major Accounts
Head of Global Brand & Corporate Marketing
Head of Business Development/Alliances
Head of Global Product Marketing
Technical Executives
Chief Product Officer
Chief Product Development Officer
Head of Product Mgmt & Strategy, Policy
Head of Product Mgmt, Claims
General Manager of Data & Analytics
Global Head Cloud Operations
VP Information Systems and Technology
VP Cloud Platform Engineering
Global Head of Security
SVP Global Engineering
Chief Architect
Vice President Analytics
More Insurtech Companies we have worked with!
2 Placements
President & GM North America
Chief Revenue Officer
Grew from $460M 2020 à 2025 Sold to Advent for $2.5B
3 Placements
CEO, CRO, SVP of Customer Services
Britecore and Trōv Executives Success stories
-
“Kate is an exceptional executive recruiter—thorough, strategic, and uniquely connected. I’ve been both a candidate and a client, most recently as CEO of BriteCore where she placed me and later our CRO. Her background as a software sales executive gives her rare access to top leaders who aren’t looking, and she digs well beyond résumés to assess character, drive, and cultural fit. Having worked with many recruiters, I can say with confidence Kate is truly elite.”
Ray Villenueve
BritecoreCEO & Board Director
-
“As soon as I met Kate I knew that she’d work harder and be more effective than any other recruiter in the Valley. Indeed she proved tireless, fearless, tenacious, and dove into her work with single-minded determination. She delivered multiple, very qualified candidates who were well vetted and prepped for our hiring process. And when we adjusted our expectations mid-stream, she graciously rolled with the changes bringing us a new slate of candidates equally qualified for the revised role. In the end, Kate found a remarkable contributor who has brought an immediate positive impact to our org. I cannot recommend Kate more highly.”
Scott Walchek
Trōv Founder, former CEO & Chairman
HEALTHTECH & FINTECH Companies we have worked with!
Chief Revenue Officer, North America
Grew from $1B àAcquired by Telus $2.3B
Chief Revenue Officer
$422M total funding
Lifeworks and Digital Asset Executives Success stories
-
“I partnered with Brennan Group while leading Global Integrated Health Solutions at LifeWorks. Kate and her team brought deep market knowledge and the ability to engage executives who weren’t actively looking. The process was thorough, strategic, and collaborative, and the quality of the slate was so strong we seriously considered multiple finalists. Brennan Group proved to be a trusted partner I’d recommend to any leadership team seeking world-class executive talent.”
Neil King
Former Global SVP at TELUS Health;
Former President & EVP Global Integrated Health Solutions, Former CCO at Lifeworks
-
“We met Kate through a trusted network and she quickly proved herself during our critical CRO search following our $120M raise. Even against a well-known firm, her energy, insight, and ability to deliver top candidates stood out immediately. She impressed us with her advice on the profile and made the hard part choosing between great options. Kate is a true strategic partner and our go-to for future executive searches.”
Yuval Rooz
Digital Asset Co-Founder & CEO
MORE NOTABLE Companies we have worked with!
3 Placements
EVP Global Sales, CMO, SVP of Products
Grew from $40M - Acquired by GE $915M
Acquired by PTC - $1.5B
EVP Global Sales
Grew from $25M - IPO $1.3B
Acquired by Thoma Bravo - $8B
Servicemax and Coupa Executives Success stories
-
"Kate is a force of nature, and I refer her to every CEO I advise. She placed our CRO, CMO & CPO before we sold ServiceMax to GE for $915M .”
Dave Yarnold
Former ServiceMax CEO
-
“I strongly recommend Kate for your most important leadership hiring. Filling special roles in your company requires relentless effort and focus. You can count on this from Kate.”
Scott Berg
Former ServiceMax Board, CEO & COO
-
“Kate goes beyond the resume and gets to the heart of whether someone is truly good and the right cultural match. She tells us the truth about a candidate, even if it isn’t what we want to hear. She exhibits the highest ethics and is a great human being to know. Making a career change can be an emotional process for a candidate and Kate is a huge asset in ensuring everything comes together successfully.”
Rob Bernshteyn
Former Coupa CEO & Chairman
WINNING THE UNRECRUITABLE
•Trusted by CEOs, CHROs, boards & investors
•70% of our placements aren’t looking (vs. 15% industry avg.)
OPERATOR RECRUITING OPERATORS
•Founder Kate Brennan – 20+ yrs tech sales (PTC, Siebel)
•Sold complex solutions to 2,000+ C-level execs
•Speak CEO-to-CXO, not recruiter-to-candidate
70% MORE ACCESS. 70% FASTER.
•Limited searches → focus + speed
•No hands-off restrictions in your sector
•Operator-led process hires top execs faster
BRENNAN GROUP ADVANTAGES
BRENNAN GROUP SEARCH METRICS
OUTPERFORMS THE INDUSTRY
"I wasn’t looking, but one Zoom with Kate changed everything.”
Tara Ryan - Tanium CMO - placed 5/1/25