Head of Operations

This is a remote position.

About Our Client

Our client is a venture-backed technology company executing an aggressive roll-up strategy in the accounting services space. Having completed two acquisitions and with 5–8 more targeted this year alone, they are building the operational backbone that will support a firm projected to scale rapidly. This is an organization that moves fast, invests in its people, and is building something genuinely differentiated in a fragmented industry.

About the Role

This is a ground-floor leadership opportunity with direct access to the Founder and a clear, intentional path to becoming COO as the organization grows.

This seat carries three pillars of responsibility in parallel: owning the full delivery organization, leading the integration of acquired firms, and driving the operational infrastructure that holds everything together as the company scales. CPAs leading business units report directly into this role. This is not a behind-the-scenes operator position. It requires someone who can be the visible authority through hard transitions, earn trust across every level of the organization, and carry all three pillars simultaneously.

This role sits at the intersection of accounting operations, people leadership, and technology influence. You will serve as the diagnostic engine between the accounting practice and the internal product team — not selecting tools, but identifying the problems worth solving and driving the feedback loop that shapes what gets built.

Responsibilities

Delivery & Organizational Leadership

• Own the full delivery organization, with CPAs leading business units reporting directly into this role
  

• Ensure that all accountants across acquired firms are performing to standard — work is completed accurately, on time, and at the quality level clients expect
  

• Actively monitor client responsiveness and delivery timelines across the portfolio
  

• Assess the quality of CAS and tax work at the engagement level, with the ability to identify and address gaps directly
  

• Be the visible authority and decision-maker through transitions — not a support function, but the operational leader the organization runs through
  

Integration & Change Management

• Lead the human side of firm integration — bringing staff through transitions in tools, processes, and operating models with clarity and buy-in
  

• Build and manage onboarding and training programs that allow acquired staff to ramp quickly and perform consistently
  

• Own the hiring and development of replacement or backfill talent as the portfolio grows
  

• Drive change because it makes the work better, and bring people along in the process
  

Operational Excellence & Scale

• Drive process improvement across the practice — identifying inefficiencies, standardizing workflows, and maintaining operational performance through multiple concurrent acquisitions
  

• Act as the primary diagnostic voice for the product team: your job is not to select software — it is to identify the problems worth solving. The internal team will build and iterate on the tools that address what you surface
  

• Own the feedback loop between the accounting practice and the product team — continuously translating field reality into product direction and ensuring that what gets built actually gets adopted
  

• Significant experience in accounting services delivery in an operational leadership capacity, with senior practitioners having reported directly to you
  

• Demonstrated ability to assess the quality of CAS and tax work at the engagement level in a public accounting environment
  

• Track record of leading and developing accounting teams, including hiring and building training programs
  

• Comfortable operating in a technology-forward environment and engaging substantively with product teams on workflow and tooling decisions
  

• Prior exposure to M&A, firm integration, or multi-entity operations
  

• Highly organized with the ability to manage complexity across multiple firms and workstreams simultaneously
  

• Resilient and adaptable in a fast-moving startup environment — someone who earns trust at every level and leads through change with authority and clarity
  

• Degree in accounting or relevant field
  

• CPA preferred, not required
  

• $250,000 – $350,000 year one cash compensation plus equity in this VC-backed accounting firm roll-up
  

• Comprehensive and negotiable benefits package
  

• Fully remote work arrangement