Tailored Talent

Bespoke Partners
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Bespoke's CEO Eric Walczykowski interviews PE industry leaders for the latest insights and trends shaping the private equity talent landscape. Join us for an engaging quick-hit discussion on: macro trends in private equity, economy outlook, leadership in challenging times, go-to-market strategies, compensation trends, Step-up candidates, and strategic hiring. Listen in on this quick-hit  podcast to hear about their take on current market trends! Want to watch the full video episode? https://www.bespokepartners.com/tailored-talent-insights/--Learn more at bespokepartners.com

Episodes

  1. 2D AGO

    The CRO Who Wins Exits: What the Profile Looks Like Now

    Why the Go-to-Market Number Two Is the Most Important Hire in PE-Backed Software | Tailored Talent with Liz Moses The proven CRO is harder to find than ever. Experienced go-to-market leaders are leaving full-time seats for operating partner roles and board positions. PE-backed software companies are running searches into a tighter talent pool than at any point in recent memory.  So how do the best firms adapt?   In this episode of Tailored Talent, Bespoke Partners CEO Eric Walczykowski sits down with Liz Moses, Partner in our Go-to-Market practice, to get into what is driving the supply crunch, how the CRO role is evolving, and what a disciplined go-to-market placement process looks like when the old playbook no longer applies.   Topics covered:  - Why PE-backed software is hiring more product-leaning CEOs and what that means for the go-to-market function  - How the experienced CRO talent pool has contracted and where those leaders are going instead  - Why roughly 50 percent of Bespoke's go-to-market C-suite placements are first-time executives and why that is a deliberate strategy  - The data: searches open to a step-up executive close in approximately 93 days; searches holding out for a proven name stretch to 120  - How revenue operations infrastructure and go-to-market operating partners reduce first-timer placement risk  - The shift from new logo growth to NRR and GRR as the primary go-to-market performance lens  - Where the CSO and CCO split is emerging and at what ARR threshold it starts to make sense  - What PE boards are looking for in go-to-market leaders in 2026   Tailored Talent is the Bespoke Partners vodcast featuring candid conversations on the talent decisions shaping PE-backed software and technology companies.  Bespoke Partners is the leading executive search firm for PE-backed software and SaaS companies, with functional specialization across CEO and Board, Go-to-Market, Product and Technology, Finance, and HR and People practices.   Learn more: https://www.bespokepartners.com   Get deeper insights by downloading your version of our newest release of the Private Equity Talent Report, Talent Market Update: https://www.bespokepartners.com/private-equity-talent-report/

    13 min

  2. JAN 28

    How CEOs Are Thinking About Their Next Act

    What makes a CEO say yes today—and what makes them walk away?  CEO Eric Walczykowski joins Katherine Baker, Lead of Bespoke Partners’ CEO, Board, and P&L Practice, to explore how CEOs are thinking about timing, market conditions, compensation, and equity through the lens of both professional ambition and personal life stage.  With demand rising and supply tightening into 2026, this episode breaks down how sponsors and boards can align with CEOs who are choosing fewer, higher-conviction moments to charge the hill. Watch the episode here Get deeper insights by downloading your version of our newest release of the Private Equity Talent Report, Talent Market Update: https://www.bespokepartners.com/private-equity-talent-report/

    13 min

  3. JAN 7

    The New Math: The $1 billion Leadership Decision

    In Part 2 of this year in review, Eric Walczykowski, CEO of Bespoke Partners, is joined by Adam Boone, Chief Commercial Officer, to examine what the 2025 results made unmistakably clear. As executive turnover dropped by roughly 50 percent across private equity backed software companies, the leadership market tightened even further, raising the stakes of every hiring decision. This discussion breaks down how leadership gaps translate into real EBITDA leakage and lost enterprise value, why executive roles increasingly represent billion dollar decisions at exit, and how delays in filling critical seats compound risk. Drawing on data from hundreds of placements and proprietary market analysis, Eric and Adam explain why executive search has become a capital allocation decision and what sponsors must understand as deal activity accelerates into 2026. Learn more about Bespoke Partners and leadership strategy for private equity backed software companies: https://www.bespokepartners.com  Get deeper insights by downloading your version of our newest release of the Private Equity Talent Report, Talent Market Update: https://www.bespokepartners.com/private-equity-talent-report/

    22 min
  • 3 Episodes

About

Bespoke's CEO Eric Walczykowski interviews PE industry leaders for the latest insights and trends shaping the private equity talent landscape. Join us for an engaging quick-hit discussion on: macro trends in private equity, economy outlook, leadership in challenging times, go-to-market strategies, compensation trends, Step-up candidates, and strategic hiring. Listen in on this quick-hit  podcast to hear about their take on current market trends! Want to watch the full video episode? https://www.bespokepartners.com/tailored-talent-insights/--Learn more at bespokepartners.com

Information

  • Creator
    Bespoke Partners
  • Years Active
    2024 - 2026
  • Episodes
    3
  • Rating
    Clean
  • Copyright
    © 2026 Tailored Talent