Controller

Trust & Will

14h•$165,000 - $185,000•Remote

About The Position

Trust & Will is hiring a Controller to oversee financial operations during a period of growth. Reporting to the CFO, the Controller will own accounting for Trust & Will and its subsidiaries, oversee financial reporting and the accounting team, design and implement internal controls, and help evolve the company’s accounting function. The role supports financial health, compliance, and scalable operations in a dynamic environment. The Controller will lead accounting operations, including the month-end close, tax compliance, accounts payable and receivable, audits, and reconciliations. They will manage and optimize the accounting technology stack, collaborate with FP&A on systems integration and cost analysis, partner with the CFO on financial strategy and planning, and oversee vendor relationships and compliance with company policies. The position also involves applying AI and automation to accounting workflows and establishing controls for automated or AI-assisted processes. This is a remote-first role available only to candidates residing in California, Colorado, Florida, Georgia, Idaho, Illinois, Maryland, New Jersey, New York, North Carolina, Pennsylvania, Texas, Vermont, Nevada, or Utah. A collaborative co-working space in San Diego is available but optional. The role offers a salary range of $165,000–$185,000 plus equity and benefits.

Requirements

At least 10 years of accounting experience.
At least 4–5 years in a Controller or similar leadership role within a high-growth environment.
Proven track record in financial reporting, compliance, and implementing financial controls.
Hands-on experience applying AI or automation to accounting workflows, such as LLM tools, reconciliation or close-management software, or scripting.
Experience designing internal controls for automated or AI-assisted processes.
Proficiency in accounting software such as Ramp and Rillet, as well as Google Sheets and Excel.
Familiarity with financial regulations and reporting requirements, particularly those relevant to startups and IPO preparation.
Proven experience managing and developing direct reports.
Excellent communication and interpersonal skills, including the ability to explain complex financial information to non-finance stakeholders.
Strong analytical skills and a strategic mindset to contribute to business strategy and support decision-making.
Must reside in one of the listed eligible states: California, Colorado, Florida, Georgia, Idaho, Illinois, Maryland, New Jersey, New York, North Carolina, Pennsylvania, Texas, Vermont, Nevada, or Utah.

Nice To Haves

CPA certification.
Prior experience at a Big Four accounting firm.
Prior experience in a VC-backed startup or D2C company.

Responsibilities

Own accounting for Trust & Will and its subsidiaries.
Manage the month-end closing cycle, tax compliance, and accounts payable and receivable, ensuring accurate and timely financial data.
Develop and maintain internal controls to safeguard assets and support scalable operations.
Lead audits and account reconciliations.
Manage and optimize the accounting technology stack, collaborating with FP&A to maintain integrated and efficient financial systems.
Partner with the CFO on financial strategy and planning.
Work with FP&A to analyze costs and expenditures and identify opportunities for optimization.
Oversee vendor relationships and ensure compliance with company policies.
Lead and develop direct reports.
Apply AI and automation to accounting workflows and design internal controls for automated or AI-assisted processes.

Benefits

Salary of $165,000–$185,000 plus an employee equity package.
Flexible time off encouraged for employees to use.
Generous paid company holidays and breaks.
Monthly friends and family day.
Paid time off to volunteer in the community.
Medical, dental, vision, life, and disability insurance; the company covers 100% of premiums for employees and dependents on medical coverage.
Mental health support through Spring Health and access to One Medical for primary care.
Unlimited one-on-one sessions with a UBS financial coach.
Employer-sponsored 401(k) with up to 4% company match.
Flexible work schedule and hours.
Up to $1,000 annually in learning and development reimbursement.
Optional company-sponsored events and travel throughout the year.
$500 work-from-home stipend and Apple accessories.
Optional access to a collaborative co-working space in San Diego.