About CourtReserve

CourtReserve is a leading SaaS platform serving racquet sports clubs and organizations across North America. Our software acts as a full-suite operating system, helping clubs manage memberships, court reservations, programming, events, billing, communications, and more. As a private equity-backed, high-growth company, we’re focused on scaling our business while continuing to deliver exceptional experiences for our customers.

We’re building a modern finance organization that goes beyond traditional accounting. By investing in best-in-class systems, automation, and data, Finance serves as a strategic partner to the business—providing insights that help drive better decisions and support long-term growth.

Position Summary

We’re seeking an experienced and motivated Assistant Controller to join our growing Finance team. While this role is grounded in accounting and financial reporting, it extends well beyond the traditional Assistant Controller position.

Reporting to the Controller, you’ll work closely with Finance leadership on accounting, financial reporting, FP&A, financial systems, and strategic initiatives while partnering across Sales, Customer Success, Revenue Operations, and Operations. You’ll have meaningful exposure to executive decision-making and play a key role in helping build a scalable finance organization.

This role is ideal for someone who enjoys wearing multiple hats, leveraging technology to solve problems, improving business processes, and helping shape how finance operates in a modern SaaS company.

As we continue to grow, you’ll play an important role in modernizing our finance technology stack, including our transition from QuickBooks Online to Rillet, expanding our use of Snowflake for financial reporting and analytics, improving reporting capabilities, and identifying opportunities to leverage automation and AI to make Finance more efficient and scalable.

Key Responsibilities

Accounting & Financial Reporting

Assist with ownership of the monthly, quarterly, and annual close process.
Prepare and review journal entries, account reconciliations, and supporting schedules.
Ensure timely and accurate financial reporting in accordance with U.S. GAAP.
Assist in preparing monthly, quarterly, and annual financial statements and supporting schedules.
Support external audits, tax compliance, and regulatory reporting.
Maintain and improve accounting policies, internal controls, and close procedures.
Assist with technical accounting matters, including equity compensation, lease accounting, and other complex accounting topics as needed.
Support cash management and treasury activities.
Identify opportunities to improve the efficiency, scalability, and accuracy of accounting processes.

Financial Planning & Analysis

Assist with monthly ARR tracking and reporting
Assist with the annual budgeting process and periodic forecasts.
Prepare monthly financial reporting packages and budget-to-actual variance analyses.
Build and maintain financial models to support strategic decision-making.
Develop dashboards and KPI reporting for leadership.
Support Board, lender, and investor reporting.
Analyze SaaS operating metrics including ARR, MRR, bookings, churn, retention, customer acquisition, pipeline conversion, and profitability.
Partner with department leaders to improve financial visibility and support data-driven decision making.

Business Partnership & Revenue Operations

Partner closely with Sales, Customer Success, Operations, and Revenue Operations teams.
Support bookings, pipeline, revenue, and sales performance analysis.
Assist with commission calculations and sales reporting.
Participate in improvements to quote-to-cash and order-to-revenue processes.
Help improve reporting and data quality within Salesforce and related business systems.
Collaborate across departments to improve operational reporting and business performance.

Systems, Automation & Finance Technology

Support the implementation and ongoing optimization of Rillet as the company’s ERP and financial reporting platform.
Assist with the successful transition from QuickBooks Online to Rillet.
Help administer and optimize Ramp for corporate cards, expense management, and accounts payable workflows.
Partner with Finance, Revenue Operations, and other business teams to leverage data from Snowflake for financial reporting, KPI development, forecasting, and business analysis.
Help define and improve financial data models, reporting standards, and dashboards that enable better business decisions.
Collaborate with internal stakeholders to improve integrations between Rillet, Salesforce, Ramp, Snowflake, banking platforms, and other business systems.
Identify opportunities to automate recurring accounting, reporting, and operational processes.
Leverage AI-powered tools to improve documentation, financial analysis, reporting, and workflow efficiency while maintaining appropriate internal controls.
Evaluate emerging finance technologies and recommend improvements that increase scalability and operational effectiveness.

Qualifications

Required

Bachelor’s degree in Accounting or Finance.
5–8+ years of progressive accounting and finance experience.
Strong understanding of U.S. GAAP and financial reporting.
Deep understanding of annual recurring revenue.
Experience managing or participating in the monthly, quarterly, and annual close process.
Strong Microsoft Excel skills, including financial modeling and data analysis.
Excellent analytical, organizational, and problem-solving abilities.
Strong written and verbal communication skills.
Demonstrated ability to thrive in a fast-paced, evolving environment while balancing strategic initiatives with day-to-day execution.
Curiosity and a desire to continuously improve processes through technology, automation, and data.

Preferred

CPA designation strongly preferred. Candidates actively pursuing their CPA or with equivalent experience in high-growth SaaS environments will also be considered.
Public accounting experience (Big Four or regional firm) is a plus.
Experience in SaaS, software, or subscription-based businesses.
Experience in private equity-backed or other high-growth companies.
Exposure to FP&A, budgeting, forecasting, and financial modeling.
Experience supporting external audits.
Experience implementing or working with modern cloud ERP platforms such as Rillet, NetSuite, Sage Intacct, or similar.
Experience with QuickBooks Online.
Experience using Ramp or similar spend management platforms.
Familiarity with Salesforce CRM.
Familiarity with cloud data platforms such as Snowflake.
Experience with business intelligence or data visualization tools such as Power BI, Tableau, Sigma, or Looker.
Basic SQL skills or the ability to work effectively with large datasets is a plus.
Demonstrated curiosity about leveraging AI and automation to improve finance processes, reporting, and productivity. Experience using tools such as ChatGPT, Microsoft Copilot, Claude, or similar is a plus.
Experience automating workflows using no-code or low-code tools is a plus.

Technology You’ll Work With

Our finance technology stack is evolving, and you’ll have an opportunity to help shape it.

Current and planned technologies include:

Rillet – ERP and financial reporting
QuickBooks Online – Legacy accounting system (transitioning to Rillet)
Snowflake – Enterprise data warehouse
Ramp – Corporate cards, expense management, and AP workflows
Salesforce – CRM and Revenue Operations
Microsoft Excel & Microsoft 365
AI productivity tools – ChatGPT, Claude, and similar technologies

What Makes Someone Successful

The ideal candidate:

Has strong accounting fundamentals and enjoys producing accurate, high-quality financial reporting.
Is intellectually curious and enjoys solving business problems.
Can comfortably move between detailed accounting work and strategic financial analysis.
Takes ownership, demonstrates initiative, and follows through on commitments.
Enjoys partnering with teams across the organization and building strong working relationships.
Is excited by implementing new technology and improving business processes.
Looks for opportunities to automate repetitive work rather than simply accepting existing processes.
Has a continuous improvement mindset and enjoys building scalable finance processes.
Is interested in how AI and automation can improve finance while maintaining strong governance and internal controls.
Thrives in a collaborative, fast-growing company where responsibilities evolve over time.

Growth Opportunity

This role is designed for someone who wants to grow beyond traditional accounting.

You’ll gain hands-on experience across accounting, FP&A, financial systems, data analytics, Revenue Operations, and strategic finance while working directly with the CFO and executive leadership team.

For the right candidate, this position offers a clear path toward increased leadership responsibility, with the opportunity to develop into the Controller role as CourtReserve continues to scale.

Why Join CourtReserve?

Finance at CourtReserve is more than a reporting function, it’s a strategic partner to the business.

You’ll have the opportunity to help build a best-in-class finance organization while implementing modern technology, improving business processes, and delivering insights that influence key decisions across the company.

If you’re looking for a role that combines accounting excellence with financial analysis, technology, business partnership, and meaningful opportunities for growth, we’d love to hear from you.

Apply

View All Jobs