Assistant Controller
Windward Risk Managers • Boca Raton, Florida • Full Time
Posted on Sat, Oct 17, 2026
*****NO RECRUITERS PLEASE*****
Assistant Controller (CPA Required) | Hybrid
Experienced Senior Accountants and Accounting Managers with an active CPA license are encouraged to apply. We are seeking professionals with expertise in budget preparation, leadership of month-end close processes, team management, and driving process improvement initiatives.
POSITION SUMMARY
Windward Risk Managers is seeking an experienced and detail-oriented Assistant Controller (CPA Required) to support the Controller in leading the organization's accounting and financial reporting functions. This highly visible leadership role is responsible for overseeing month-end close. financial reporting, budgeting, cost allocation, financial analysis, and accounting operations while providing guidance and mentorship to the accounting team.
The ideal candidate will have a strong foundation in financial reporting, budgeting, and process improvement, along with a proven ability to manage multiple priorities in a fast-paced environment.
Hybrid Schedule: This position offers a hybrid schedule of four days in the office and one day remote following the initial training period. During training (up to six months), the position is fully onsite five days per week.
ESSENTIAL FUNCTIONS
General Ledger and Financial Reporting
- Lead month-end closing and preparation of monthly internal financial statements and reporting packages.
- Review journal entries, balance sheet reconciliations, and reports.
- Work closely with the Commissions team to develop, analyze, and reconcile reports and statements.
- Support Accounts Payable and Claims Billing functions as needed.
- Train and mentor junior staff.
- Assist with annual audit preparations.
- Assist with system reviews and process improvements.
- Perform other duties as assigned.
Budgeting & Financial Analysis
- Lead the annual operating budget process in coordination with department heads.
- Maintain department-level budgets and support models.
- Prepare monthly budget-to-actual variance analyses.
- Partner with department leaders to review variances and support corrective actions.
- Ensure budgets align with organizational objectives and cost structures.
Cost Allocation & Expense Management
- Develop, document, and maintain cost allocation methodologies across departments, entities, and cost centers.
- Ensure cost allocations are applied consistently, accurately, and in accordance with internal policies.
- Collaborate with Accounting to reconcile allocated costs to the general ledger and resolve discrepancies.
- Assesses allocation methodologies periodically to ensure continued appropriateness and transparency.
Why Windward Risk Managers:
- Windward Risk Managers is proud to be recognized on Fortune’s Best Medium Workplaces list, ranking #28 among the Top 100 companies
- 100% employer paid health insurance for employees
- Up to 6% 401(k) match with immediate vesting
- Long-term and short-term disability insurance
- 3 weeks PTO to start + generous paid holidays
- Tuition reimbursement and continuing education support
- Collaborative and growth focused culture
Qualifications
REQUIRED EDUCATION AND EXPERIENCE
- Bachelor’s degree in accounting
- Active CPA License (Required)
- More than five years of progressive accounting experience, preferably in publicly traded and multi-entity environments
- Experience in budgeting, cost analysis, and cost allocation
- Experience leading month-end close
- Strong understanding of financial reporting and meeting deadlines
PREFERRED QUALIFICATIONS
- Strong analytical and problem-solving skills
- Advanced Excel skills, including complex formulas and financial models
- Solid understanding of general ledger accounting and expense structures
- Ability to communicate financial concepts to non-financial audiences
- Proven ability to collaborate across departments
- Highly organized with the ability to manage multiple priorities
Due to current business and operational considerations, we currently hire employees residing in the following states at this time: AL, AR, CA, CT, FL, GA, KY, MO, NC, NV, OH, SC, TN, TX, VA, and WI.
Work Authorization Requirement:
- This role requires permanent U.S. work authorization and does not offer employer sponsorship now or in the future.
WRM is committed to providing equal employment opportunities to all employees and applicants without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, disability, or veteran status. We take affirmative action to ensure that all employment decisions are based on merit, qualifications, and abilities.
Notice to Third Party Agencies: WRM does not accept unsolicited resumes from third party recruiting firms. Absent a signed Service Agreement by WRM’s Human Resources Department, WRM reserves the right to pursue and hire these candidates without financial obligation to recruiters or agencies.
AuditFriendly salary estimate
The employer did not post a salary for this role. Based on AuditFriendly's salary intelligence model (comparable live postings, role, seniority, and location), we estimate base pay of $84,000–$94,000 per year (median ~$94,000). This is an AuditFriendly estimate, not an employer-provided figure.
More live assistant_controller roles
- Assistant Controller at Johnson & Johnson — Caesarea, Haifa District, Israel
- Assistant Controller at Vertical Mechanical Group — Ashburn, Virginia, United States
- Assistant Controller at Charger Logistics — Brampton, Ontario, Canada
- Assistant Controller at SelectOne — Tonawanda, New York, United States
- Assistant Controller at Horn Management — Pasadena, Texas, United States
- Assistant Controller at L2 Brands — Hanover, Pennsylvania, United States
- Assistant Controller at Windward Risk Managers — Boca Raton, Florida, United States
- Assistant Controller at Glidewell Dental — Irvine, California, United States
- Assistant Controller / Office Manager at Mac Haik Auto Group — San Antonio, Texas, United States
- Assistant Controller at Nors Group — Vernon, Canada
- Assistant Controller at M.S. Walker — Norwood, Massachusetts, United States
- Assistant Controller at HighRes — Beverly, Massachusetts, United States
- Assistant Controller (Director) at RS&H Talent Acquisition (Remote)
- Assistant Controller/CPA at Mohenis Services — Petersburg, Virginia, United States
- Assistant Controller at TalentBridge — Trussville, Alabama, United States
- Assistant Controller at IFS — Nunspeet, Netherlands
- Assistant Controller at BearCom (Remote)
- Division Assistant Controller at Levy — Dearborn, Michigan, United States
- Assistant Controller - Financial Reporting & General Accounting, Upstream at Caturus Management Services — Houston, Texas, United States
- Construction Assistant Controller at SGH Redglaze Holdings — Omaha, NE, US
- Assistant Controller at Altitude Sports — Montreal, Quebec, Canada
- Assistant Controller at Ascera — St. Petersburg, Florida, United States
- Assistant Controller - Lexus / Honda of Serramonte at Sonic Automotive — Colma, California, United States
- Assistant Controller at Sonic Automotive — Colma, California, United States
- Assistant Controller at Innovative Engineering Systems — Bakersfield, CA, United States
- Assistant Controller at Paek Management Group — Irving, Texas, United States
- Assistant Controller at HighlightTA (Remote)
What the data says about this job
- Advertised pay for Assistant Controller: a median of $120,000 across 1,071 priced postings. Explore the market
Measured from employers' own postings and public filings. How we measure