Head of Finance and Accounting

About Jiffy

Jiffy is a pioneering company that has been operational for over ten years, dedicated to leveraging technology to deliver exceptional customer service with rapid delivery within the blank apparel, direct-to-film transfer, and custom apparel sectors. Beyond being a T-shirt company, Jiffy supports the creator economy, hobbyists, and small businesses to help millions achieve their visions. As a bootstrapped and profitable entity without venture capital influence or burn-rate concerns, finance serves as a fundamental truth and strategic advantage rather than just a back office function.

Role Overview

The Vice President/Head of Finance role represents the highest authority over accounting and finance functions. Responsibilities encompass ownership of the month-end close and general ledger, managing external audit and tax relationships, establishing scalable controls, and acting as a proactive financial partner to company leadership. The incumbent will ensure books are audit-ready and diligence-prepared, optimize and accelerate close processes, and implement forecasting and cost-to-serve analytics to reveal true profitability.

This is a comprehensive role combining technical accounting, FP&A, controls development, and innovative AI-driven automation. The Head of Finance is an accountable, hands-on builder who personally manages financial operations, rather than a detached CFO. Collaboration with the CEO is close and fast-paced, requiring automation over headcount expansion and proactive financial insights.

Key Responsibilities

• Manage the complete month-end close process including general ledger maintenance, journal entries, reconciliations, accruals, and detailed variance analysis; continue streamlining an already compressed two-day close schedule.
• Maintain a clean and reconciled general ledger with real-time processes to detect inconsistencies between actual transactions and system reports.
• Develop and present detailed monthly financial reports, including P&L breakdown by business units with granular line-item visibility.
• Collaborate with FP&A and General Managers to forecast monthly P&L and implement weekly margin and spending tracking metrics.
• Supervise inventory and cost accounting across distribution networks, manage valuation, reserves, shrinkage, obsolescence, and produce detailed cost-of-goods-sold and cost-to-serve reports segmented by product line, channel, facility, and order.
• Establish and maintain internal controls including approval workflows, spend limits, segregation of duties, and exception reporting, safeguarding company spend and card usage.
• Oversee the external audit process from scoping to final sign-off ensuring books remain audit-clean and ready for diligence.
• Coordinate tax compliance across multiple entities in the U.S. and Canada, liaise with external tax advisors, and prepare standalone entity financials.
• Lead transaction readiness activities including data room management, quality of earnings preparation, and financial modeling to support deal processes.
• Manage cash and treasury functions, ensuring transparency, controls, and dependable cash flow forecasts.
• Leverage AI and automation to enhance financial workflows such as reconciliation, data aggregation, anomaly detection, and month-end procedures, favoring tools like Sage Intacct.
• Build and nurture a lean, AI-forward finance team committed to rigorous controls and automation.

Operating Principles

• Uphold strict control frameworks with mandatory approvals, spend limits, and duty segregation; no expenditures without controls.
• Apply AI pragmatically to automate finance functions while recognizing its capabilities and limitations.
• Maintain a hands-on leadership approach with direct ownership of closing and control improvements.
• Ensure books remain perpetually audit-clean and prepared for transaction diligence.
• Maintain a single source of truth in the ERP/GL system (Sage Intacct or equivalent), with all financial data recorded therein.

Qualifications

• Bachelor's degree in Accounting or Finance; CPA certification strongly preferred.
• At least 8 years of progressively responsible experience in accounting and finance leadership, including personal accountability for month-end close and external audit management.
• Hands-on expertise in inventory and cost accounting within product-based, distribution, or e-commerce contexts.
• Proven track record in developing controls and financial processes from the ground up, rather than merely maintaining inherited practices.
• Demonstrable experience utilizing AI and automation effectively in finance tasks, balanced with sound judgment on their appropriate use.
• Experience managing multi-entity accounting structures, including preparation of standalone financial reports and intercompany accounting.
• Advanced proficiency with Excel and financial modeling; competence in P&L forecasting and detailed business unit reporting.
• A hands-on finance builder who prefers to fix and automate processes instead of increasing headcount unnecessarily.
• Excellent communication skills, able to interpret financial data for leadership and defend numbers with supporting evidence.

Preferred Experience

• Involvement in transaction processes including data room management, quality of earnings, and financial diligence.
• Familiarity with Sage Intacct ERP system.
• Experience in developing AI-driven workflows for data reconciliation and anomaly detection in finance.
• Partnership experience with FP&A teams and general managers on cost-to-serve and unit economics modeling.
• Background in ecommerce, apparel, or product distribution industries.
• Proven ability to build lean finance teams in fast-growing, bootstrapped, profitable companies.

Compensation and Benefits

The anticipated salary range for this position is $190,000 to $285,000 per year, with actual compensation determined by qualifications and fit. Total compensation may comprise base salary, performance bonuses, equity participation, and benefits tailored individually.

• Comprehensive medical, dental, and vision insurance with partial premium subsidization.
• 401(k) retirement savings plan.
• Annual wellness benefits supporting employee health and balance.
• Choice of MacBook or PC for optimal workflow and home office equipment.
• Annual $200 credit for Jiffy merchandise and frequent team apparel giveaways.
• Professional development stipend to encourage learning and career growth.

Equal Employment Opportunity

Jiffy commits to equal opportunity employment practices, prohibiting discrimination based on race, color, religion, origin, age, sex (including pregnancy), marital status, disability, genetic information, veteran status, gender identity or expression, sexual orientation, or any other protected characteristic. The company also considers qualified applicants with criminal histories in accordance with applicable laws.