Controller Jobs in Madison, WI

Assistant Controller

MGT Insurance is seeking an Assistant Controller to lead our accounting operations. As MGT continues to scale we are hiring an Assistant Controller who will take ownership of the monthly close, accounting controls, financial controls and external audit.

In this role, you will oversee the close and reporting process across five consolidated entities under both GAAP and statutory accounting requirements. You will lead and develop the accounting team, strengthen our control environment, and serve as the primary relationship owner for our external auditors. You will do so on a modern technology platform built substantially in house.

MGT is an AI-first company, and that commitment extends to the accounting function as well as to the product. Automated pipelines and AI agents perform a growing share of reconciliation work. Professional judgment remains the control that gates the close.

Three initiatives will define the first stretch of this role:

• Implement close management software. Close-management software is on our technology roadmap, and you will lead the implementation on top of NetSuite defining the close checklist, reconciliation templates, review hierarchy, and sign-off trail. The objective is to move the close from institutional knowledge into a documented, auditable system.
• Establish balance sheet integrity across all five entities. Define and enforce a company-wide account reconciliation standard covering ownership, frequency, supporting documentation, and review. You will own the subledger-to-general-ledger tie-outs for premium receivable, commissions payable, and cash, and drive aged reconciling items to resolution.
• Establish audit and examination readiness at scale. Documented accounting policy, evidence captured at the source, clear statutory-to-GAAP bridges, and a PBC process that scales with the business.

What you'll do:

• Own the close. Lead the monthly, quarterly, and annual close across all five entities. Serve as the primary reviewer, approving journal entries, reconciliations, roll-forwards, and flux analyses prepared by the team. Set the close calendar and hold the organization to it.
• Manage GAAP and statutory reporting. Deliver the consolidated GAAP financial statements and the statutory financial statements reviewed by regulators and rating agencies. Own the annual and quarterly NAIC statements, state insurance department filings, and premium tax filings across our licensed footprint. Maintain a clear, well-documented statutory-to-GAAP bridge.
• Manage the audit. Serve as the primary liaison to financial auditor, our external auditors, coordinating the PBC list, managing timelines, and resolving technical matters directly. Support the preparation of responses to financial examinations and regulatory inquiries.
• Author accounting policy. Prepare technical accounting memoranda for non-standard transactions, including new program structures, reinsurance arrangements, product launches, and entity changes. Establish and maintain the accounting policies, procedures, and internal controls required to support the company's growth.
• Lead the team. Lead and develop the accounting team. Set priorities, review work product, invest in the professional growth of your staff, and foster a culture of accountability, accuracy, and continuous improvement.
• Build and automate the systems. Own the accounting architecture in NetSuite and partner with Engineering, Data Science, and FP&A on the data pipelines that move policy, claims, and billing information into the general ledger. Our environment includes NetSuite, Ramp, Stripe, and Aleph, alongside proprietary policy administration, billing, and AI-enabled data services developed in house, as well as Claude, which our accounting team uses daily. Identify recurring manual work and treat automation as the default solution.
• Partner beyond Finance. Work directly with Operations, Product, Engineering, Data, Actuarial, and FP&A. A meaningful portion of this role involves data and systems work in addition to traditional accounting responsibilities.

What you bring:

Required

• 8+ years of accounting experience in insurance, financial services, or public accounting serving those clients.
• 3+ years directly managing accounting professionals, with a demonstrated record of developing staff and elevating the quality of their work.
• Demonstrated ownership of a multi-entity month-end close and consolidation, including review of work prepared by others.
• Experience serving as a primary counterparty to external auditors.
• Strong command of US GAAP and statutory accounting; working knowledge of P&C insurance accounting.
• Hands-on experience with a modern ERP; NetSuite strongly preferred.
• Demonstrated ability to apply AI tools and emerging technologies to automate workflows, improve productivity, and strengthen internal controls, with specific examples of recurring work you have eliminated.
• Advanced Excel and strong analytical capability. Comfort with SQL, or the willingness to develop it.
• Sound judgment and clear communication, with the ability to build process in a developing control environment and to escalate issues appropriately.

Preferred

• CPA license, or active progress toward one.
• P&C carrier, MGA/MGU, reinsurance, or program business experience, including statutory/NAIC reporting, premium taxes, bordereaux, ceding commissions, trust accounting, producer commissions, or TPA claims flows.
• Experience implementing a close-management, reconciliation, or reporting platform such as FloQast, BlackLine, Numeric, or Workiva.
• Experience at a venture-backed company scaling toward a Series C or beyond.
• Big 4 or national firm foundation.

We recognize that no candidate will meet every qualification and encourage individuals with relevant experience and interest in the role to apply. Candidates with deep insurance accounting expertise and candidates with strong systems and process backgrounds are both encouraged to apply.

Location: This is a hybrid role requiring a minimum of three days per week in one of MGT Insurance's offices. San Francisco, CA is strongly preferred; however, qualified candidates based in Denver, CO or Madison, WI will also be considered.

Compensation: $150,000 $190,000 Annual base salary, plus a target performance bonus and equity. Compensation will be determined based on experience, qualifications, geographic location, and scope of responsibilities.

We recognize that no candidate will meet every qualification and encourage individuals with relevant experience and interest in the role to apply.

Please note: MGT does not accept unsolicited resumes from staffing vendors, including recruitment agencies and/or search firms. Please do not forward resumes to our jobs alias, MGT employees, or any other company location. Any submittals without a prior signed agreement will become property of MGT.

Our Commitment to Diversity, Equity & Inclusion

At MGT, inclusion drives excellence and belonging sustains it. We believe diverse perspectives make us stronger, more innovative, and more connected to the people we serve. We value every voice, champion equity, and create space where all people can grow and succeed together.

Equal Employment Opportunity Statement

MGT is proud to be an Equal Opportunity Employer. We do not discriminate in employment opportunities or practices based on race, color, religion, gender, gender identity or expression, sexual orientation, national origin, age, disability, genetic information, marital status, military or veteran status, or any other status protected by applicable law.

All employment decisions are based on qualifications, merit, and business needs. We are committed to providing reasonable accommodations for qualified individuals with disabilities throughout the application and employment process. If you need assistance or accommodations, please contact us at accommodations@mgtinsurance.com.

This job description is intended to outline the general nature and level of work performed by employees in this role. It is not an exhaustive list of all responsibilities, duties, or qualifications required. MGT Insurance reserves the right to modify, interpret, or apply this job description in any way the company deems appropriate.