VP, Payroll Operations and Services

Irvine, CA / Silicon Valley Region / SF Bay Area/Northern California / Denver, CO / Austin, TXCustomer Success – Customer Success Management /Full Time /HybridRestaurant365 is a SaaS company disrupting the restaurant industry! Our cloud-based platform provides a unique, centralized solution for accounting and back-office operations for restaurants. Restaurant365’s culture is focused on empowering team members to produce top-notch results while elevating their skills. We’re constantly evolving and improving to make sure we are and always will be “Best in Class” ... and we want that for you too!***This role requires a hybrid work schedule based out of one of our office locations: Austin, TX; Irvine, CA; Bay Area, CA; Denver, CO; or Akron, OH. ***Restaurant365 is one of the fastest-growing SaaS platforms in the restaurant industry, and our payroll operations are scaling to match. We’re looking for a Vice President of Payroll Operations and Services to own the end-to-end infrastructure that keeps payroll running accurately, compliantly, and reliably for thousands of restaurant operators nationwide.This is a high-impact, high-visibility leadership role. You’ll build and refine the operational systems, compliance frameworks, and team structures that protect our customers and enable the company to scale. You’ll work closely with Product, Finance, Legal, and Customer Success — and serve as the primary customer voice for payroll operations, ensuring our clients experience the reliability, transparency, and service quality they depend on.If you’ve spent your career building payroll operations at scale in a SaaS environment and you’re ready to own the whole function, this role was built for you.How you'll add value: Operational ExcellenceYou’ll oversee the full delivery of payroll and financial operations — accuracy, timeliness, client satisfaction — and continuously raise the bar. That means streamlining workflows, automating wherever possible, and building KPI frameworks that keep the team accountable and ahead of issues before they become problems.Financial Controls & Fiduciary OversightYou’ll own everything related to payroll funds: proper segregation, secure movement, accurate funding, and daily reconciliations. You’ll ensure timely and compliant payroll tax filings across all federal, state, and local jurisdictions — including year-end reporting — and maintain the internal controls (approval workflows, audit readiness, GL alignment) that protect our clients and the company.Compliance & Regulatory ManagementYou’ll be the executive point of escalation for tax authority notices, audits, and compliance matters. You’ll monitor regulatory changes across jurisdictions, update policies and procedures proactively, and develop training programs that embed compliance awareness across the organization.Strategic GrowthYou’ll partner with the executive team to shape the strategic direction of the function — identifying market trends, managing cost-to-serve, and building the organizational infrastructure needed to support a rapidly growing client base.Client & Vendor RelationshipsYou’ll build trusted partnerships with our clients and with the financial institutions and technology vendors that support our operations — ensuring that every relationship is anchored in transparency, reliability, and regulatory soundness.Team LeadershipYou’ll lead, mentor, and grow a high-performing team. That includes recruiting top talent, building career paths, and creating a culture where accountability and continuous improvement aren’t just values — they’re how work gets done.What you'll need to be successful in this role: What Success Looks Like in Year OnePayroll operations are running with measurably improved accuracy, speed, and compliance consistency across all client accountsA scalable compliance and internal controls framework is in place and audit-readyKey operational KPIs are defined, tracked, and trending in the right directionThe team has a clear organizational structure with strong second-line leaders developing beneath youCross-functional relationships with Product, Finance, and CS are functioning as true partnerships, with payroll operations embedded into the product roadmap processWhat You’ll Bring12+ years of progressive leadership in payroll and financial operations, with substantial experience in a SaaS-based payroll or payroll services organization supporting multi-entity, multi-state clients5+ years of direct ownership over payroll tax compliance — federal, state, and local — including filings, remittances, wage and hour adherence, and audit response in complex, multi-jurisdiction environmentsDemonstrated ability to build and scale high-performing operations teams, including QA frameworks, compliance programs, and structured process improvementStrong financial management skills: payroll liabilities, funding models, reconciliation, margin performance, and cost-to-serve within a recurring revenue businessExperience overseeing payment operations and banking relationships, including ACH processing, NACHA compliance, funding risk management, and fraud mitigationHands-on familiarity with payroll platforms, tax engines, accounting systems, and treasury workflows — with enough technical fluency to be a meaningful partner to Product and EngineeringExceptional communication and executive presence; the ability to translate complex regulatory requirements into clear operational and client-facing strategiesBachelor’s degree in Finance, Accounting, Business Administration, or related field requiredMBA, CPA, CPP, or equivalent professional certification preferredPrior experience in banking, financial services, or regulated payment environments is a plusExperience supporting the hospitality or restaurant industry is a strong plusR365 Team Member Benefits & Perks Comprehensive medical, dental, and vision coverage401k + matchingEquity Option GrantUnlimited PTO + Company holidaysWellness initiativesInternal Employees - R365 is committed to growing talent from within. If you see a role that excites you and you meet the qualifications, we encourage you to apply -regardless of your current location or work arrangement. Reach out to your People Business Partner if you have questions.Why join our amazing team? We’re a product-led company that takes operations seriously. Our platform is the back-office backbone for restaurants across the country — and payroll is one of the most critical services we deliver. The team you’ll lead does work that matters to real businesses and real people every day.We’re committed to building a culture where strong performers thrive, careers grow, and the best ideas win — regardless of where they come from.#BI-Remote$200,000 - $260,000 a yearInternal Employees - R365 is committed to growing talent from within. If you see a role that excites you and you meet the qualifications, we encourage you to apply -regardless of your current location or work arrangement. Reach out to your People Business Partner if you have questions.DYN365, Inc d/b/a Restaurant365 is an equal opportunity employer.We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.