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