- HRChroPeople
Explore top interview questions for Chief Human Resources Officers (CHROs), how to prepare for a CHRO interview, and tips for how to hire a fractional CHRO.
New York, NY, USA
I’m a business-first startup People Operations leader, fractional exec and former VC Operating Partner working (mostly) with Series A/B founders (though I've seen scale and have worked with orgs through series D) at crucial inflection points.
I do two things:
1) Build the People & Talent operating infrastructure (from scratch) that allows teams to scale with clarity, including:
- Stage-aligned talent acquisition strategy
- Clear org design and ownership
- Leadership effectiveness, performance ma…
Working w/ Natalie was transformative. From day 1, she operated as a true partner to me and the executive team, quickly diagnosing gaps and helping us remove roadblocks and scale smarter. She helped reset some of our teams and hire top talent, driving a high-performing team & culture! We credit Natalie for continuously resetting our thinking about talent and ensuring they are "stage-appropriate"! If you're leading through growth/change, you'd be lucky to have Natalie as your People Ops leader!
"I had the privilege of working alongside Natalie at Stash, where as VP of People, she expertly built & led the HR, Recruiting & Employee Experience divisions from scratch. Her leadership was instrumental in scaling from 27 to 350 in 2.5 yrs, while prioritizing a culture of DEIB. She not only strategized but executed on benefits, performance management and L&D initiatives that significantly enhanced our org effectiveness & EE satisfaction. Her impact was profound, leaving a lasting legacy. . ."
In the third installment of our HR Expert Series, we sit down with Natalie Ledbetter, fractional Chief People Officer, startup advisor, and consultant, to explore the role of HR in early-stage companies. Natalie shares why bringing HR in too late can create “people debt,” how hiring strategically early on can change the trajectory of a Series A or B startup, and why DEI is far more than a complian…
In this episode of The Ops Drop, we chat with Natalie Ledbetter. Natalie cut her teeth in the startup world as a Chief People Officer - she has also worked in VC, and has now brought her show on the road as a Fractional/Advisory CPO with Ledbetter Advisory.
When you're building a company - your first few hires matter the most - and figuring out the right fit can be daunting. Natalie has worked wit…
Natalie’s journey illustrates the multifaceted nature of HR roles in startups, which often require wearing multiple hats and spearheading initiatives from scratch. This conversation sets the stage for discussing the unique challenges and opportunities that people leaders in startups face
I contributed to this Fast Company article by Lars Schmidt, Founder of Amplify and Amplify Academy.
Will Bourne, Director of Consulting at Rekall Consulting, talks to Natalie Ledbetter! Natalie Ledbetter is a People Ops Leader and a former Operating Partner at Boldstart Ventures. She has built and scaled 3 early-stage through hyper growth tech startups (B2C and B2B), owning people operations end-to-end (HR, Talent Acquisition, Employee Experience/Culture, L&D). The thread that is woven through every role she has taken in her career is the desire to solve hard, unique, new "people problems."
Rocket Ship Founder Steve August Podcast May 2023:
This week's Rocket Ship Founder podcast features my first ever interview episode! I speak with Natalie Ledbetter, People Ops Exec, Startup Advisor, TedX Speaker and Former Operating Partner & Head of People at boldstart ventures in NYC.
We discuss:
• Natalie's fascinating international personal journey to and through the startup world
• The most common pitfalls for Seed Stage Startup Founders
• What you'd be surprised to know about how VC's operate
• Why People Ops is critical and how to nail it
As a talent professional and in my conversations with the founders and CEOs, stage appropriate hiring comes up 100% of the time. That is why I am so glad that we are covering this very topic as the first episode of the new 10 minute series. We had been running longer here, as the subject in question is so vast that myself and Natalie can hold a 2 day conference on this.
Natalie had been working as …
In this fantastic episode of the Organizational Health podcast, we have Natalie Ledbetter – a People Operations Exec, Startup Advisor, TedX Speaker, and Former Operating Partner & Head of People at Boldstart Ventures.
During her illustrious career, Natalie's insights on scaling organizational health in an early-stage company have influenced countless startups' success.
She is a veritable guru in…
Board of Advisors
Jan 2025 - Jan 2026
AI Roleplay Coaching That Makes Training Stick Virtual Sapiens is an AI Roleplay Communication Coach for mastering pitches, difficult conversations, and meetings, built by expert communication coaches & trusted by global teams. 90% of training is forgotten within days. Our AI Roleplays and patented, science-backed feedback reinforce real-world skills across body language, tone, and verbal content. Our Practice Portal provides immersive learning journeys that turn ‘soft’ skills into strategic superpowers.
Fractional CPO
Jan 2025 - May 2025
- Partnered with founders and executive leadership to assess organizational design, leadership capability, and team alignment, implementing talent and structural changes that restored execution velocity and supported scale. - Ran talent audits across Engineering and Product to identify (and fix) leadership and workflow bottlenecks impacting execution speed, delivery, and team effectiveness. - Implemented operational and policy changes to internal mobility practices, and team design to improve time to productivity. - Unraveled complex employee relations matters, led two investigations and partnered with Founders to rebuild employee trust amidst cultural toxicity, exiting performance and behavior risks that were slowing delivery and increasing attrition. - Managed and developed a six-person People Operations & Talent Acquisition function while strengthening management capability through training, coaching, and performance practices that increased accountability and team effectiveness.
Fractional People Operations Leader
May 2023 - Jun 2024
Wallaroo.AI empowers enterprise AI teams to operationalize machine learning (ML) to drive positive outcomes with a unified software platform that enables deployment, observability, optimization and scalability of ML in the cloud, in decentralized networks, and at the edge.
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Day one partner + true believer for enterprise infrastructure/SaaS founders
Advisor to the Head of People and People Operations Team
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AI for Sensitive Information
Vice President of People Operations
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Banking. Investing. Education. One seamless experience.
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Director Talent Acquisition
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Enabling product creation at scale is the core of Shapeways’ innovative technology platform.