Accounting Director

What we do High Definition Vehicle Insurance (HDVI): Technology meets Insurance. HDVI brings telematics, software and data together with commercial trucking insurance, taking transportation insurance and fleet risk management to the next level. Our platform arms fleets with an end-to-end solution that empowers them to save money, mitigate risk, and increase operational efficiencies. Our customers are small to midsize truck fleet operators who benefit from dynamic and transparent pricing – automatically reducing their premiums for safer driving. Leveraging a best-in-class partner ecosystem, HDVI combines magnitude and stability with innovation to revolutionize the commercial trucking insurance space. Why work here HDVI is building the industry defining commercial auto insurance company for the next 100 years. The $50 billion commercial auto industry hasn’t seen real innovation for decades and is broken in a number of ways, creating a significant opportunity for HDVI. HDVI is co-founded by a former Esurance co-founder, and has a senior management team with experience building innovative insurance and logistics companies from zero to $1B+ enterprises, and deep expertise in trucking insurance. HDVI is well-funded by leading logistics and mobility-focused venture capital firms and strategic investors including Munich Re, Daimler Trucks and Qualcomm. The HDVI Team is values-driven, data-driven, ambitious, and collaboratively minded with a diverse background of experiences and skills in the insurance and logistics industries. We like challenges and building solutions that improve the quality of life for our customers. We offer generous benefits, including employee stock options, health, dental, vision, 401k, flexible work environment, and unlimited PTO. About the Role In this role, you will report to the Chief Executive Officer and be responsible for overseeing the general accounting, financial planning, and analysis processes as well as other key operational finance functions at HDVI. Your primary responsibilities will center around managing a team, providing insightful analysis to executive management and third parties, optimizing the financial operations of HDVI, period-end closings, and ensuring compliance with generally accepted accounting principles. The role will require you to perform and manage day-to-day transactional input and oversight, Accounts Receivable & Accounts Payable processes, and preparing GAAP financial statements. In addition, you’ll directly participate in preparing and reviewing reports to investors, third parties and our Board of Directors. As a key finance team member, you will be asked to optimize, create, and implement accounting processes and procedures, reconciliations, controls, automation, and more. HDVI is a hybrid work environment, providing opportunities to work from one of our offices and from home. Ideally, this role will be based in the Chicago, Columbus, Greenville, or SC metro areas. What You'll Do Plan, direct, and coordinate all accounting functions Oversee the end-to-end AR process, including day-to-day billing responsibilities Prepare monthly financial statements and financial reporting packages for the Senior Management Team and investors Lead the Financial Planning and Modeling process Collaborate with key departments across the organization and the executive team Prepare the monthly supporting work paper files Oversee preparing the monthly, quarterly, and annual GAAP financial statements Oversee the cash management process from end to end Ensure all required journal entries are completed for all companies in accordance with GAAP. Maintain work papers to ensure all accounts are reconciled Assist with cash management and disbursements Oversight of the company's AP process Evaluate and implement accounting and internal control systems. Work with the outside accountants on the year-end review audit, tax issues, and other issues as needed Hire, train, and retain skilled accounting staff. What You Have Bachelor's or master’s degree in Accounting or Finance. CPA highly preferred Minimum 5 years’ accounting experience in the insurance industry Strong knowledge of GAAP and STAT accounting principles Experience working for a full stack insurance organization Strong PC skills, including advanced Excel; proficiency in Outlook, Word Strong analytical and problem-solving skills Communication: Able to communicate effectively with senior management and organize and present accounting data, budgets and variances to various audiences Adaptable: Thrives in a fast-paced work environment and able to adapt to a changing work environment and processes. Benefits Competitive salary & stock options - we want our success to be yours too Unlimited PTO with 11 paid holidays each year Medical, Dental, Vision, Short/Long Term Disability, Basic Life, and AD&D to support you and your well-being FSA / HSA programs 401(k) retirement plan with company match contribution Inclusive Parental Leave policy that supports all parents Wednesdays are standing meeting-free, allowing you to focus on deep work without distractions Birthday meal reimbursement, because celebrating our employees is part of our company culture A remote-friendly environment with the opportunity to participate in periodic in-person team offsites

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