[Hiring] Vice President of People @Ditto

Role Description

As our VP of People, you will be the architect of the employee experience at Ditto — from the moment someone accepts an offer to the day they become one of our greatest advocates. You'll partner directly with the executive team to build the people infrastructure that lets us grow fast without losing what makes us great. This is a hands-on leadership role for someone who has seen what "good" looks like at scale and knows how to build it from the ground up.

What You'll Do

• People Strategy & Leadership
  • Serve as a strategic thought partner to the CEO and leadership team on all things people, culture, and organizational design.
  • Build and lead a high-performing People team that supports a rapidly scaling workforce.
  • Anticipate the talent needs of the business 12–18 months ahead and build the roadmap to get there.
• Total Rewards
  • Design, implement, and iterate on a competitive and equitable total rewards strategy — including compensation philosophy, salary bands, equity, and benefits.
  • Conduct regular market benchmarking to ensure Ditto remains competitive at every stage of growth.
  • Build transparency and clarity into how employees understand and appreciate their compensation.
• Performance Management
  • Build and own the performance management lifecycle — from review cycles and calibrations to promotion frameworks and PIPs.
  • Create a culture of continuous feedback that complements formal review processes.
  • Equip managers with the tools, training, and frameworks to lead high-performing teams.
• Goal Setting & OKRs
  • Own the company-wide goal-setting process, partnering with leadership to cascade objectives from company to team to individual.
  • Ensure goal-setting is rhythmic, meaningful, and tied to business outcomes rather than a checkbox exercise.
  • Drive accountability and visibility into progress against goals across the organization.
• Talent & Culture
  • Partner with recruiting to build a talent acquisition strategy that supports headcount plans across all functions.
  • Protect and evolve Ditto's culture as we scale — identifying the rituals, norms, and programs that reinforce who we are.
  • Champion DEI initiatives that are embedded in how we hire, develop, and promote.

Qualifications

• 12+ years of progressive HR/People experience, with at least 3–5 years in a senior leadership role.
• Proven experience scaling a people function at a high-growth startup — you've navigated the journey from ~50 to 300+ employees (or similar) and know what breaks when.
• Deep hands-on experience building total rewards programs from the ground up, including compensation banding, equity design, and benefits strategy.
• Track record of designing and operationalizing performance management systems that are actually used and valued by employees and managers.
• Experience owning a company-wide goal-setting process (OKRs, MBOs, or similar frameworks).
• A builder's mentality — you're comfortable being both strategist and executor, and you don't wait for a team to get things done.
• Strong executive presence and the ability to influence at all levels of the organization.
• Data-driven approach to people decisions; you know how to use metrics to tell a story and drive action.
• Genuine care for people and a belief that a great employee experience is a competitive advantage.

Bonus Points

• Experience at a B2B SaaS or technology company.
• Familiarity with HRIS platforms (Rippling, Workday, Lattice, or similar).
• Prior experience as a first or early People hire at a startup.

Benefits

• Competitive salaries and meaningful equity.
• Health, dental, vision, life, and disability insurance in the US.
• 401(k) and flexible spending accounts.
• Flexible time off for all employees.
• Access to open offices in Atlanta and San Francisco for remote workers.

Equal Opportunity Employer

Ditto is proud to be an equal-opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristics. Ditto is committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. If you need assistance or an accommodation due to a disability, please let us know.