Government technology has failed citizens, public servants, and service members for decades.
Kaizen powers America’s application layer. We replace the legacy systems federal agencies run on with modern software, built with craft. The ticketing platform a resident uses to visit a presidential library. The marketplace DoW uses for counter-drone procurement to protect lives and critical infrastructure. The system a Veteran uses to access benefits. We build systems of record, of national consequence. Our AI-native modules and harness allow us to do so in weeks and months, not years.
This year, our revenue has grown 35x. Next year, our software will serve over 100 million Americans across dozens of federal agencies.
Founded in 2022 and based in New York City and DC, Kaizen has raised $35 million from NEA, a16z, Accel, 776, and Carpenter Capital.
The Role
The Kaizen team is growing and the back-office and people infrastructure that got us here (onboarding, payroll, benefits, compliance, office ops) is ready to scale. This is the first dedicated People Operations hire at Kaizen. You'll take ownership of the function, build the processes that grow with the company, and be the person employees and managers turn to across every stage of the employee lifecycle.
What You'll Do
Own onboarding and offboarding end-to-end: offer letters, I-9 verification, background checks, tools provisioning, system access setup, HM coordination, 30/60/90 check-in process, and a clean, documented exit process every time
Run payroll operations - adding new employees, processing changes, troubleshooting issues, and ensuring every run is accurate and on time
Manage the benefits program day-to-day: open enrollment, carrier coordination, employee questions, a potential PEO migration, stipend maintenance, usage tracking, and feedback loops
Own people compliance across all active states: SOS registrations, unemployment insurance, quarterly and annual filings, employee records, handbook maintenance, and working fluency with tools like Mosey, Corpnet, and AbstractOps
Own employee engagement including pulse surveys, feedback initiatives, and sentiment tracking across a distributed team. Surface themes to leadership and turn feedback into actionable improvements
Support performance management cycles: mid-year and end-of-year reviews, manager check-ins, scorecard coordination, and keeping feedback loops tight without adding unnecessary process
Coordinate and manage office gatherings, employer branding events, and more intimate team outings
Spearhead future office relocation efforts including broker relationships, touring spaces, coordinating buildouts, and ensuring seamless move-in processes
Administer equity in Carta, partnering with the CoS and Finance on option grants, termination processing, and cap table hygiene
Partner with COO and Recruiting Lead on headcount planning, leveling, and compensation frameworks
Partner with Recruiting Lead on candidate experience and recruiting operations including interview coordination, offer letter workflows, ATS hygiene, and keeping the recruiting-to-people handoff clean
Use AI tools actively to automate repetitive workflows, draft communications, and build more scalable processes — this is an expectation, not a nice-to-have
What You'll Bring
4+ years of experience in People Operations, HR Operations, or related program management roles
Experience at one or more scaling startups where you operated without a full HR team behind you
Hands-on fluency with the core People Ops toolset: Gusto or Rippling, Carta, PEOs such as Sequoia or equivalent, and compliance platforms like Vanta, Mosey, or AbstractOps
Ownership mentality: you've run a people ops or back-office function yourself, not just supported someone who did
Comfort operating across people, finance, and admin functions without needing clean lane boundaries — this role crosses all three
Clear, direct communicator who can navigate sensitive employee and manager conversations with judgment and empathy
Fluency with AI tools as a genuine part of your workflow. you use them to move faster, write better, and build processes that don't require headcount to scale
Strong Candidates May Also...
Have supported or led a PEO migration
Have familiarity with federal contracting compliance from a people/HR perspective
Have worked with SOC 2 or similar security frameworks in a people ops context
Don't Apply If...
You've only worked in large orgs with a full HR team.
You're a strategist who hands off execution. At Kaizen, you define the process and then you run it.
You can't get excited about the mission. The agencies on our platform serve tens of millions of people. The infrastructure you build here matters to them.
You need a detailed ticket to know what to work on next
You get overwhelmed when the path forward isn't clear
You think AI tools are a productivity gimmick rather than a core part of how modern operators work
What Kaizen Offers
Health & Insurance
100% coverage across the board: medical through Oxford/United (Gold and Platinum PPO plans), dental through Guardian PPO, and vision through Beam — all fully covered for employees, with 100% coverage for dependents.
$100,000 in fully paid life insurance. FSA and Dependent Care FSA.
One Medical membership, on us — same-day primary care, 24/7 virtual visits, and offices all over the city.
Fertility and family-building support through Carrot.
401(k) through Guideline, with a 2% company match.
Family & Time Off
16 weeks of fully paid parental leave for birthing parents. 10 weeks fully paid for non-birthing parents.
Unlimited PTO, with a two-week minimum (we mean it when we say take time off!)
Closed for all federal holidays.
Company-wide winter break the week of Christmas.
Company offsites throughout the year.
Office & Remote Setup
Up to $750 one-time home office or desk setup stipend for NYC-based employees. $500 for remote employees.
$50/month commuter benefit (company contribution).
Expensed lunch while in the office.
Company-provided laptop of your choice.
Wellness
Fully covered gym membership at Grindhouse — right across the street from our office at 47 W 17th St (and in Williamsburg). A $225/month value, on us. For remote employees, $100/month dedicated to gym or physical fitness reimbursement.
Stipends
$100/month utility stipend.
$500/year professional development.
$250/year recreation.
$300/quarter pet care stipend.