Tiffany Sizemore
Partner | Marketplaces, Climate Tech & Manufacturing
US Founding Partner | Sales & GTM Leadership
Tiffany is the U.S. Founding Partner at Key Search, bringing 17 years of experience across executive search, in-house recruiting, and RPO. She specialises in placing senior Sales, Marketing, and Operations leaders for VC- and PE-backed companies, having partnered with SpeedInvest, Starship Technologies, Groupon, and Super.com.
Trusted by
Specialties
Industries
- Technology & SaaS
- Digital Platforms & Marketplaces
- Robotics & Automation
- Venture Capital & Private Equity Portfolios
Typical Roles
Key Search is trusted by teams
that rely on clarity
Articles by Tiffany Sizemore
Decision Paralysis in ClimateTech: Navigating Uncertainty in the Energy Transition
ClimateTech companies are sitting on some of the most urgent mandates in business history — and many of them are frozen. Not by a lack of ambition, but by the same hiring indecision that has quietly cost more organisations than any hiring mistake ever did. Here is how the best climate-forward leaders are cutting through it.
Why Parents Often Make Exceptional Executive Recruiters
Contents There's a pattern in executive search that doesn't show up on a CV. It's not a methodology. Not a network. Not a track record with a particular sector or function. It's something you tend to notice only after you've watched a lot of searches succeed — and fail. Many of the recruiters who consistently […]
2026 Executive Search Market Insights: EU + North America
Contents Every January, people ask the same thing in slightly different ways. Is hiring back? Is it still dead? Are we going to be “cautious” for another year? And what does any of that actually mean if you are the one who needs to hire a C-level leader yesterday? So yes, this is our 2026 […]
Hiring Under Pressure: 5 Essentials for Building Effective C-Level Teams in Robotics, IoT & Manufacturing
When a company faces crisis or C-level transformation, every leadership decision counts. Hiring under pressure isn't about finding the most impressive résumé — it's about identifying the people who can stabilize, rebuild, and inspire confidence when the stakes are highest. In restructuring or turnaround situations, the C-level suite plays a decisive role. Whether it's […]
Discovering the optimal Executive Search firm to guarantee success for your business
Contents Finding Your Perfect Executive Search Partner. Are you on the lookout for that perfect executive search firm? With a whopping 5,658 of them in the US as of 2022, I know the choice can be overwhelming. Whether it's a global giant or a cozy boutique firm you're after, I'm here to help you navigate […]
You should speak with Tiffany if…
- 1You are a VC/PE-backed founder building out your foundational U.S. leadership team.
- 2You need a partner who understands the nuances of the Chicago and broader U.S. tech venture ecosystems.
- 3You are looking to professionalize your executive hiring process and employer branding.
- 4You need a leader who can balance technical vetting with a deep understanding of team culture and mission.