Natalie Ledbetter

Fractional People Operations Leader in Early-stage startups,

With over a decade as a People Operations & Talent Leader in dynamic startups and high-growth companies (B2B and B2C), and three game-changing years as an Operating Partner at Boldstart Ventures, I specialize in building HR, Talent Acquisition, Employee Experience, and development programs from the ground up. Often the first People Operations hire, I am brought in to build from scratch or drive business transformations through change management and talent audits.

My work is fueled by a deep …

Natalie Ledbetter


  • "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. . ."

    Ed Robinson

    Ed Robinson

    Founder/CEO, Stash
  • Eliot Durbin

    Eliot Durbin

    General Partner, Boldstart Ventures



  • Wallaroo.AI


    Fractional People Operations Leader

    Jun 2023 - Present

    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.

    • Partnered with the Founder/CEO to drive large-scale talent changes, creating a leaner, more focused organization with the right people in the right roles.
    • Trained the entire company on, built and ran an engagement survey to identify organizational issues, shift culture and build new company-wide programs for retention.
    • Built end-to-end interview processes for every open role, closing candidates in Sales and Solutions Engineering.
    • Worked as a thought partner to Founder/CEO
  • Boldstart Ventures

    Boldstart Ventures

    Operating Partner, Head of People and Platform

    Nov 2019 - Present

    Day one partner + true believer for enterprise infrastructure/SaaS founders

    • Harnessed pattern recognition from scaling three early-stage startups to hyper-growth, building "People Ops as Service."
    • Architected bespoke People Ops programs covering the entire employee lifecycle, from attraction to separation.
    • Worked with founders to develop their "employer brand," codify values, and design employee value propositions to hire top talent globally.
    • Created scalable, structured, and equitable recruitment processes; trained portfolio co. teams on interviewing, negotiating offers, and using data to measure recruitment effectiveness.
    • Introduced executive talent, saving companies over $2.7M.
    • Built total rewards systems, including compensation bands, leveling, equity grants, and strategic benefits (relocation, mental health, education stipends, compassionate leaves).
    • Ensured the development of DEIB programs to engage and retain employees.
    • Developed toolkits for internal and external communications on COVID, RIFs, terminations, employee deaths, sexual harassment, and other ER scenarios.
    • Counseled founders on codifying cultures and threading values through feedback, hiring, performance reviews.
    • Drove strategic organizational design exercises to enhance team velocity and effectiveness.
    • Acted as a sounding board for 30+ founders, providing People Ops support and actionable feedback.
    • Drove strategic organizational design exercises to enhance team velocity and effectiveness.
    • Acted as a sounding board for 30+ founders, providing People Ops support and actionable feedback.
    • Built and ran thought leadership events, offering founders access to C-suite executives and stage-specific content (e.g., freemium models, pricing strategy, scaling mindset, DevRel). Presented to LPs on enhancing portfolio companies
    • Presented yearly at the Annual General Meeting, which included 90+ LP's, founders and potential investors
  • Stash Invest

    Stash Invest

    Vice President of People Operations

    May 2023 - Jun 2019

    Banking. Investing. Education. One seamless experience.

    • Built the HR, Talent Acquisition, Employee Experience, L&D and Facilities functions from the ground up, represented the people function on the Executive team and in board meetings
    • Owned and forecasted (with CFO) people ops budget annually, ensuring transparency into people and spending
    • Lead a team of seven HR, Recruiting and Facilities professionals, owning strategy and execution for all People Ops initiatives at Stash
    • Scaled the company from 27 people by over 750% to nearly 300 in 2.5 years while staying highly focused on diversity, inclusion, equity and belonging (ask about this!)
    • Benchmarked and built benefits offerings and policies for all Stash employees--medical, dental, equity in the company, 401k, FSA, Commuter, flexible time off, parental leave, education stipends, catered lunches etc.
    • Leveled the org and developed comp banding and career ladders for every role in the org
    • Built performance management including bi-annual performance reviews and a separate bi-annual compensation review process, running company-wide trainings prior to each launch
    • Developed end-to-end interviewing processes for every role, across every team at the company and all interview training (responsibility of all recruiters on my team) including a required kick off meeting and candidate profile intake with hiring managers
    • Built and scaled a 2 day onboarding process for all new employees with all department heads presenting and familiarizing new teammates with the history, vision, strategy and all key members of the executive team
    • Built all processes/policies and executed trainings (when needed) for OKR's, All Hands, promotions, comp adjustments, employee referrals and bonuses, sexual harassment, visa sponsorship, team building events, 30 and 60 day check-ins with new hires etc
    • Owned L&D, including introducing required manager bootcamp (LifeLabs) for all people managers
    • Moved two offices and project managed a move and 8-month build out of a custom space for Stash
    • Presented people strategy to BoD
  • Text Iq (acquired by Relativity)

    Text Iq (acquired by Relativity)

    Advisor to the Head of People and People Operations Team

    Aug 2019 - Jul 2021

    AI for Sensitive Information

    • Mentored the People Operations team to uplevel the existing talent, provide thought partnership with the Head of People and drive strategic programs
  • Curalate (Acquired by Bazaarvoice)

    Curalate (Acquired by Bazaarvoice)

    Director of Talent Acquisition

    Dec 2014 - Nov 2016

    Curalate is a marketing and analytics suite for visual social media platforms.

    • Built Curalate’s recruiting organization and all programs and processes around hiring from the ground up, as the company entered hyper growth
    • Scaled the company by over 240% in 1.8 years across New York, Philadelphia and Seattle offices
    • Lead all strategy around employer branding, marketing and positioning in the marketplace, including thought leadership pieces, speaking engagements and events
    • Maintained an 83% positive candidate experience rating based on survey results sent to all candidates interviewing at the company (Greenhouse benchmark is 73% positive rating); integrated a “white glove” policy for bringing candidates through the intervie
    • Developed all interviewing processes for every role, across every team (45+ unique positions); provided all goals, competencies and lines of questioning for every interviewer
    • Drove process around running effective kick off meetings with hiring managers to hone in on desired qualities and competencies and developing candidate personas
    • Implemented highly data-driven method of hiring, utilizing Greenhouse reporting, slicing and analyzing pipelines, identifying and rectifying process bottlenecks
    • Established KPI’s for the People Ops Team of 5 holding weekly 1:1’s and bi-weekly team meetings, providing continuous coaching, running role-plays, negotiation scenarios
    • Unveiled surveying of new hires (by their managers) at 90 days ensuring employees are set up for success, identifying management/training issues and continuously improving our hiring processes; current metric: What is the probability that you would hire t
    • Made all key senior hires and managed a company-wide push to up-level our existing team; senior hires included CFO, VP of Client Success, VP of Product Management, Director of Demand Generation, Director of Sales Development, Director of Enterprise Sales,
  • Shapeways


    Director Talent Acquisition

    May 2013 - Nov 2014

    Enabling product creation at scale is the core of Shapeways’ innovative technology platform.

    • (Company IPO 2021) • Led all recruitment strategy and execution efforts for all roles at Shapeways NYC--as only member of HR/Recruiting team--from end to end. Growing the team from approximately 80 to 200, with two disparate populations: knowledge/corporate workers, and manufactering employees. • Owned all employer branding strategy including managing budgets, execution of plans and outside vendor relationships • Acted as main HR point of contact (until I brought on an HR Manager) on ER issues, terminations, foreign visas, discrimination claims, on-boarding of new employees and HR policies and procedures • Helped devise all company retention strategies and employee engagement initiatives including the roll out of the company's first engagement survey via Culture Amp • Cultivated relationships with our VC funds, fund portfolio organizations, city and county organizations, universities, professors, consultancies etc. to help build our talent funnel • Orchestrated deal to scale manufacturing services and packing for Google: Made With Code partnership
  • Galileo Global Advisors

    Galileo Global Advisors

    Director of Human Resources and Talent Acquisition

    Sep 2007 - Apr 2013

    galileo global advisors llc includes a team of seasoned professionals with multilingual and multicultural backgrounds and many decades of experience in mergers and acquisitions, capital raising and strategic advice. we are dedicated to helping globally ambitious clients succeed, and we make that happen through our extensive knowledge of global capital markets and business savvy, as well as through a unique network of relationships with decision makers around the world.

  • Cyrus Knits

    Account Executive

    Sep 2004 - Nov 2005

  • Time out Group

    Time out Group


    Jan 2004 - Mar 2004

    The best of the city

  • Marcus Evans Group

    Event Producer

    Aug 2002 - Feb 2003

    marcus evans is an international business events and information company with five main principle areas of business activity

    • (Closed their production office in Houston in March 2003 and laid off entire staff)

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