Head of PMO

Doss

$150K — $180K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years in consulting, operations, technical program management, or product operations at a tech company
  • Experience in managing and developing a team
  • Systems thinking capabilities to connect people, process, and technology
  • Thrived in high-pressure environments like startups or consulting
  • Technical mindset, able to handle complex engineering and logic issues
  • Strong analytical instincts, SQL knowledge a plus
  • Customer-centric, building strong relationships with stakeholders

Responsibilities

  • Own the customer lifecycle from discovery to go-live in complex accounts
  • Lead and develop the PMO team, fostering a culture of accountability
  • Build new product capabilities to bridge gaps as Doss enters the enterprise market
  • Set operational standards and identify process improvements
  • Collaborate cross-functionally with Sales, Product, and Engineering teams
  • Implement AI-driven solutions to enhance delivery speed and quality

Benefits

  • Competitive salary + meaningful equity
  • 100% coverage for individual premium medical, dental & vision
  • 401(k) with immediate eligibility
  • In-office lunch five days a week and dinner as needed
  • Flexible/unlimited PTO
  • Commuter and equipment stipends
  • Wellness and fitness stipend
  • Generous parental leave
  • Relocation assistance available
  • Strong in-office culture in San Francisco
Full Job Description
About the Role

The PMO team is Doss's core delivery engine. Every customer win runs through it.

This role sits at the intersection of product, operations, implementation, and customer partnership. You'll own the end-to-end post-sales lifecycle for our largest clients while simultaneously building the capabilities and processes that scale the team as Doss moves upstream into upper mid-market and enterprise.

This is a player-coach role. You'll carry a book of 1-2 strategic accounts while leading a team of PMO managers and building the function.

What You'll Do
  • Own the customer lifecycle. You're accountable for discovery, product design, build, UAT, and go-live across our most complex accounts. Success means clients achieve measurable value from Doss and become advocates.
  • Lead and develop the PMO team. You'll manage a team of PMO managers, set standards, drive calibration, and build a culture of ownership and accountability. You'll raise the floor and ceiling of the function.
  • Build new product capabilities. As Doss pushes into ENT, you'll identify gaps and build solutions within the platform. Part operator, part product thinker.
  • Set the standard for how the team works. You'll own best practices, process improvements, and tooling decisions across discovery, configuration, and go-live. If the team is doing something repetitive, you're thinking about how to automate or systematize it.
  • Partner cross-functionally. You'll work closely with Sales, Product, and Engineering. Deep-dive into customer orgs to map workflows, translate them into product design, and collaborate with technical teams on integrations and data migrations.
  • Drive AI-native operations. Doss is an AI-first company. You'll be expected to find and deploy AI and automation to improve delivery speed and quality across the team.

What We're Looking For
  • 7+ years in consulting, operations, technical program management, or product operations at a technology company. ERP experience is a plus, not a prerequisite.
  • Experience managing and developing a team. You've built something before, not just contributed to it.
  • Systems thinker. Our business is highly interconnected across people, process, and technology. You see how it fits together and know how to untangle it.
  • High-intensity operator. You've thrived in high-pressure environments like startups, consulting, or finance. That's a real preference, not a stated one.
  • Technical from first principles. You can work through hard engineering and logic problems from intuition. You don't need to be an engineer, but you can't be intimidated by one.
  • Strong analytical instincts. SQL is a plus. The ability to get to the right answer fast is required.
  • Customer obsession. You build real relationships with client stakeholders and treat their outcomes as your own.
What You'll Get
  • Competitive salary + meaningful equity
  • 100% Coverage for individuals Premium medical, dental & vision coverage
  • 401(k), immediate eligibility
  • Lunch in-office 5 days/week (and dinner when needed)
  • Flexible/unlimited PTO
  • Commuter (BART/MUNI/CalTrain) and equipment stipends
  • Wellness & Fitness stipend
  • Generous parental leave
  • Relocation assistance available
  • In-office culture in San Francisco

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