Technical Program Manager

Whatnot

$190K — $250K *
Technical Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years leading complex technical initiatives
  • Ability to thrive in ambiguous environments
  • Hands-on experience with AI tools for efficiency
  • Skilled in data synthesis and decision-making
  • Experience with hypothesis-driven development
  • Demonstrated entrepreneurial drive in fast-paced settings

Responsibilities

  • Drive the engineering roadmap and strategy
  • Define requirements with cross-functional teams
  • Design and improve engineering processes
  • Communicate progress and insights to stakeholders
  • Unblock engineering teams to maintain momentum
  • Take ownership of major blockers to success
  • Lead strategic initiatives as needed

Benefits

  • Generous Holiday and Time off Policy
  • Health Insurance options (Medical, Dental, Vision)
  • Work From Home Support including setup allowance and monthly stipends
  • Care benefits including wellness, childcare, and family planning allowances
  • 401k with employer match and international pension plans
  • Monthly allowance for product usage (dogfooding)
  • 16 weeks paid parental leave with gradual return to work
Full Job Description
Role

We are looking for a strong Technical Program Manager who will work across our Engineering and Product teams to drive high-impact initiatives and help scale how we build and operate at Whatnot. From product to infrastructure to AI, you will play a key role working with engineering and product leadership on programs improving execution, alignment, and velocity across the organization.
  • Drive the engineering roadmap, strategy, and execution of critical cross-functional initiatives
  • Define requirements and technical roadmap with engineering, product, and cross-functional teams to launch programs at lightning speed
  • Design and improve engineering processes, planning rhythms, and execution frameworks
  • Clearly communicate roadmap, progress, and insights to key teams and stakeholders
  • Do whatever it takes to ensure engineering teams are operating effectively - unblock them and keep them moving at a rapid pace
  • Take ownership of any major blocker to the company's success
  • Drive strategic initiatives across the company as needed

You

People who do well at Whatnot tend to be comfortable figuring things out as they go, biased toward action, and genuinely curious about what they're building. They care more about outcomes than credit and stay close to the product and the people using it.

As our next Technical Program Manager you should have 5+ years of relevant experience, plus:
  • Experience leading complex, multi-disciplinary, and highly visible technical and operational initiatives across an organization
  • Ability to thrive in ambiguous environments, identify system and design tradeoffs, and make decisions with limited information in high-pressure situations
  • Demonstrated hands-on fluency with AI tools (e.g. Claude Code, Cursor) to reduce manual overhead, automate program workflows, and drive measurable efficiency gains
  • Proven ability to collect, synthesize, and interpret data to inform decisions and drive clarity
  • Experience with hypothesis-driven product and engineering development
  • Entrepreneurial drive to achieve stretch goals in an innovative, fast-paced environment
Compensation

For Full-Time (Salary) US-based applicants: $190,000/year to $250,000/year + benefits + stock options

The salary range may be inclusive of several levels that would be applicable to the position. Final salary will be based on a number of factors including, level, relevant prior experience, skills and expertise. This range is only inclusive of base salary, not benefits (more details below) or equity in the form of stock options.

Benefits
  • Generous Holiday and Time off Policy
  • Health Insurance options including Medical, Dental, Vision
  • Work From Home Support
    • Home office setup allowance
    • Monthly allowance for cell phone and internet
  • Care benefits
    • Monthly allowance for wellness
    • Annual allowance towards Childcare
    • Lifetime benefit for family planning, such as adoption or fertility expenses
  • Retirement; 401k offering for Traditional and Roth accounts in the US (employer match up to 4% of base salary) and Pension plans internationally
  • Monthly allowance to dogfood the app
    • All Whatnauts are expected to develop a deep understanding of our product. We're passionate about building the best user experience, and all employees are expected to use Whatnot as both a buyer and a seller as part of their job (our dogfooding budget makes this fun and easy!).
  • Parental Leave
    • 16 weeks of paid parental leave + one month gradual return to work *company leave allowances run concurrently with country leave requirements which take precedence.

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