Senior Manager, Operations

Housecall Pro

7d • $96,000 - $120,000 • Remote

About The Position

As a Senior Manager, Accounting Solutions, you own the strategy and operating model for our full suite of small-business financial service offerings, including bookkeeping, payroll, and tax solutions, and shape what that ecosystem becomes. You are stepping into a position designed to challenge the status quo in an environment where our service division is growing quickly, the tooling landscape is changing fast, and we are betting on AI and automation to fundamentally reshape how comprehensive accounting and compliance workflows get delivered. We need a strategic leader who will lean into that change, reimagine how our business solutions functions operates, and bring a high-performing multi-disciplinary team through a period of rapid evolution. You set the vision for scalable, technology-enabled financial services, make deliberate bets on where to automate and where to invest in people, and translate an ambiguous, shifting environment into clear direction for your team. You partner across product, fintech, strategic operations, and go-to-market to align our business solutions with where the company and the market are heading, not just where they are today. Our team is passionate, empathetic, hard working, and above all else focused on improving the lives of our service professionals (our Pros). Our success is their success.

Requirements

• 8+ years leading operations, ideally within a scaling service-division environment focused on bookkeeping, payroll, tax, or unified small-business financial solutions
• Experience managing teams of 25+ members, including remote operational structures, with a proven ability to scale and transform multi-disciplinary service capabilities
• Proven experience driving team efficiency or output quality through the strategic use of AI tools and automation
• Track record of serving as a modernizing operations leader who establishes clear strategy within structural ambiguity rather than maintaining legacy procedures
• Broad working understanding of accounting principles, modern payroll compliance, and commercial tax workflows sufficient to guide sound operating process design
• Effective cross-functional collaboration skills required to smoothly align complex service workflows with broader product and platform roadmaps
• Bachelor’s degree in Business Administration, Accounting, Finance, or equivalent work experience

Nice To Haves

• Hands-on experience deploying modern automation or financial orchestration tools within an operational service context
• Experience working with home services professionals, contractors, or similar industry segments
• Strong analytical skills with a focus on cross-functional efficiency and data integrity
• Knowledge of industry best practices in integrated accounting platforms, tax systems, and modern payroll technology
• CPA, EA, or similar industry-standard professional financial certification is a plus
• A multi-dimensional background with a breadth of cross-functional interests or depth of specialized mastery
• Personal resilience to learn from scratch, and successfully thrive in ambiguity

Responsibilities

• Set the strategic roadmap for business solutions offerings, spanning bookkeeping, payroll, and tax services, to anticipate customer requirements and market shifts
• Reimagine how diverse financial services are delivered to small businesses by identifying where automation, AI, and specialized tooling can step-change delivery quality
• Establish advanced, scalable operating models for multi-functional service workflows, including financial reconciliation, tax preparation, and payroll distribution pipelines
• Lead, mentor, and grow a high-performing team of financial service professionals, driving the organizational adaptability needed to thrive amid evolving product capabilities
• Define the operational key performance indicators (KPIs) that matter for accuracy, multi-product retention, and customer satisfaction to make highly data-informed decisions
• Partner cross-functionally with product, marketing, and fintech teams to continuously co-develop and expand our integrated accounting software solutions
• Leverage the collective expertise of your team to solve complex accounting, tax, or regulatory compliance challenges faced by our users
• Steer internal operational changes across immediate business lines to ensure seamless, unified service experiences for customers utilizing multiple backend solutions

Benefits

• medical, dental, vision, life, disability, and 401(k)
• Paid holidays and flexible, take-it-as-you-need-it paid time off
• Equity in a rapidly growing startup backed by top-tier VCs
• Monthly tech reimbursements
• health care insurance (medical, dental, vision, disability)
• employee assistance program
• 401(K)
• flexible time off
• paid parental leave
• tech reimbursement

What This Job Offers

• Job Type: Full-time
• Career Level: Senior