About Ditto:
Ditto is redefining how data moves at the edge. Our mission is to make it seamless for developers to build resilient, real-time applications, regardless of network conditions. Whether you're in a stadium, airplane, or remote military base, Ditto's peer-to-peer sync engine ensures devices stay connected and data stays consistent, even without internet. With more than $145 million in funding and trusted by organizations like Chick-fil-A, Delta Airlines, and the U.S. military, Ditto powers mission-critical experiences across aviation, retail, travel, hospitality, defense, and more. As a globally distributed, fast-growing startup, we’re committed to building a diverse and inclusive team that reflects the wide range of perspectives needed to solve the world’s hardest connectivity problems.
The RoleAs 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 DoPeople 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
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
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
Remote: Washington D.C., Atlanta, San Francisco
The Benefits of Building with UsWe offer competitive salaries and meaningful equity. We believe everyone on the team should have a stake in what we’re building. Benefits vary by region to make sure you're covered in the ways that matter most. In the US, that includes health, dental, vision, life, and disability insurance, plus a 401(k) and flexible spending accounts.
Regardless of where you live, everyone at Ditto can utilize flexible time off. And while we work remotely, our Atlanta and San Francisco offices are open if you ever want a place to work or meet up with teammates.
Apply AnywayAt Ditto, we know game-changers don’t always come wrapped in a “perfect” resume. Years of experience? Every single bullet point checked? Meh. That’s not what drives us.
What does matter?
Grit.
Curiosity.
Adaptability.
And a genuine spark for what we’re building.
So if you’re fired up about our mission but not sure you tick every box - hit that apply button anyway. Use your application to show us how you’ll make an impact here.
We’re always on the lookout for exceptional humans who want to grow, stretch, and build something meaningful with us.
Equal Opportunity EmployerDitto 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.
Skills Required
- 12+ years of progressive HR/People experience
- 3-5 years in a senior leadership role
- Experience scaling a people function at a high-growth startup
- Building total rewards programs
- Designing and operationalizing performance management systems
- Owning a company-wide goal-setting process
- Strong executive presence
- Data-driven approach to people decisions
Ditto Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Ditto and has not been reviewed or approved by Ditto.
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Fair & Transparent Compensation — Postings publish explicit, location-based salary ranges for roles, and mirrored ranges plus third-party submissions indicate market-aligned compensation for U.S. tech roles. Structured compensation practices are signaled by clearly defined bands across markets.
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Healthcare Strength — Public job descriptions consistently include medical, dental, vision, and life/disability coverage for U.S. employees. This breadth of core health coverage is repeatedly referenced across recent postings.
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Leave & Time Off Breadth — Listings describe flexible or unlimited PTO within a remote-first setup. Time-off flexibility appears to be a standard part of the package.
Ditto Insights
What We Do
We are redefining the eyewear shopping experience to make it simple, personal and a little bit magical. With our industry-leading eyewear recommendation and virtual try-on technology platform, we are fundamentally changing the way eyewear is bought and sold globally for over 50 million customers each year. Computer vision and machine learning power our technology. We license this platform to eyewear retailers who embed it into their web, mobile and in-store experiences to fundamentally shift how they sell eyewear. Our technology is being used by over 10M users a month around the world by some of the world’s best forward-looking eyewear retailers. We provide a unique opportunity to work alongside a talented team of software engineers, business leaders, creatives, physicists and researchers to bring state of the art computer vision and machine learning technologies to market at scale. Come be apart of the fun at Ditto and join our team today!








