INSURTECH
23 Placements
3 Board Directors; 8 GTM Execs; 13 Tech Execs
2013-2025 -> 12-yr Partnership Grew from
$300M -> $1.16B Revenue
$2B -> $21B Market Cap
Guidewire executives Success stories
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“Kate evinces all the most important qualities for a great executive recruiter: creativity, persistence, persuasion, and detail orientation. She did an excellent job on several important searches for Guidewire. In each case, she undertook copious research and background work and delivered outcomes considerably faster than expected.”
Marcus Ryu
Guidewire Software Chairman & Co-Founder, and former CEO -
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“I’ve had the pleasure of working with Kate on several executive searches, all filled quickly and with top-caliber talent. She taps into her trusted network with creativity and precision, delivering results that stand out. I’m thrilled to have met someone so unique and impressive in her craft.”
Priscilla Hung
Former Sr. Advisor & President/COO at Guidewire Software -
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“I’ve worked with Kate both as an employer filling key roles and as a professional exploring new opportunities. She is diligent, relentless, and always exceeds expectations with her follow-through and creativity. Integrity defines her work—she ensures matches are a true win-win for company and candidate. I would unconditionally recommend Kate and the Brennan Group for any senior executive search.”
Ali Kheirolomoom
Guidewire Software Former Chief Product Officer -
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"Kate is the best "boutique" executive search professional I've worked with. Interestingly she had a long sales career in the software industry before starting a search firm. What distinguishes her from larger Agency firms is her sole focus on only your search, first-hand knowledge of the software space, and ability to get through to literally anyone in the world.”
Craig Conway
Salesforce, Nutanix & Paylocity Board; Former Guidewire Board -
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"I have known Kate since early 2000 as a Client, Candidate, and Partner. I have referred Kate to several companies I work with, and the feedback is amazement at her ability to find candidates that others can’t find while ensuring a strong cultural fit."
Andy Brown
Board at Zscaler, Pure Storage, Digital Asset, Former Board at Guidewire
23 Placements over 12-year partnership
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 placed in 2021
Chief Revenue Officer Placed in 2022
Grew from $382M 2020 -> 2025 $576M
Sold to Advent for $2.5B
3 Placements
Chief Executive Officer
Chief Revenue Officer
SVP Customer Services
Head of Product
Britecore and Trōv Executives Success stories
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“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
Acquired by Telus $2.3B
Chief Revenue Officer
$422M total funding
Lifeworks and Digital Asset Executives Success stories
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“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 AssetCo-Founder & CEO
MORE NOTABLE Companies we have worked with
3 Placements
EVP Global Sales, CMO, SVP of Products
$40M -> Acquired by GE $915M
Acquired by PTC -> $1.5B
EVP Global Sales
$25M Revenue -> IPO $1.3B
Acquired by Thoma Bravo -> $8B
Servicemax and Coupa Executives Success stories
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"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
We help CEOs map their LEADERSHIP BLUEPRINT — defining the right C-suite and board profiles and the right timing to bring them on.
70% OF OUR PLACEMENTS WEREN’T LOOKING
• That’s not luck. It’s operator-to-operator trust and access
• 15% is the industry average
OPERATOR RECRUITING OPERATORS
• 20+ years in enterprise tech sales (PTC, Siebel),
selling to 2,000+ C-suite leaders.
• Hired by four CEOs and served on an executive team.
• Speak Founder-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 SEARCH METRICS
OUTPERFORMS THE INDUSTRY
80% of candidates weren't looking
→ 40 of the 49 interviewed
→ 8 of the 10 presented to Dan Streetman
CMO Search
Placed as Tanium CMO
Former Saviynt, Coupa, Proofpoint, Zebra, and Netsuite CMO
Her approach resonates on a completely different level. It’s not surprising that most of her candidates aren’t looking—because I wasn’t either. I loved my role and my team. But after one Zoom with Kate, I found myself genuinely excited about the opportunity. Her knowledge of the client—the culture, product, people, value proposition, and ROI—was unmatched. Her enthusiasm for Tanium’s CEO, Dan Streetman, and the market readiness was infectious.