Bespoke Partners, the largest retained executive search and leadership advisory services firm for software companies, announced today that Jenny Gray has been promoted to Partner and will play a key leadership role in the firm’s CEO Recruiting Practice.
“It’s been incredibly rewarding to grow with Bespoke over the past six years and help shape leadership teams that drive meaningful change,” Jenny said. “I’m honored to step into the Partner role and continue serving our clients with the same rigor, care, and commitment that define our firm. I’m excited to continue doing what I love most, helping companies find the leaders who will shape their future and guiding high potential executives into the next step in their careers.”
Jenny has been with Bespoke Partners since 2019, most recently serving as Senior Vice President in the CEO practice. In that role, she has led over 70 successful searches, specializing in placing high-impact CEOs and board members across private equity portfolio companies. Her work spans growth equity to buyout stages, with depth in B2B SaaS, Go-to-Market, and Chief Customer Officer roles.
She has been a trusted partner to firms such as Thoma Bravo, Insight Partners, Clearlake Capital, K1, PSG, and others—helping to identify, recruit, and place exceptional leaders who can drive value creation and growth.
In her expanded role as Partner, Jenny will continue working alongside Bespoke’s functional leadership team to scale the firm’s market-leading CEO search capabilities. Her promotion further strengthens Bespoke’s position as the go-to search partner for software companies seeking elite executive leadership.
“Jenny’s promotion to Partner is a testament to Bespoke’s commitment to developing exceptional talent from within. Since joining the firm in 2019, she has exemplified what it means to grow through performance, leadership, and impact,” said Eric Walczykowski, Bespoke’s Chief Executive Officer. “Jenny brings a rare blend of strategic insight, relentless work ethic, and deep care for both our clients and our team. She represents the best of what our internal leadership development model can produce: trusted advisors who consistently raise the bar for executive search.”
Before joining Bespoke, Jenny built a strong commercial foundation with experience in advertising and sponsorship sales at the Wall Street Journal in New York, followed by software and PEO sales at TriNet. She holds a BBA in Marketing & Consulting with a minor in International Business from Goizueta Business School at Emory University.
