Director of Accounting

Join to apply for the Director of Accounting role at Roundstone

$/yr - $/yr

Roundstone is on a mission to help employers save on healthcare benefits so they can put those savings toward bettering their businesses and caring for their employees.

• Oversee all accounting and financial reporting functions across captive insurance operations, reinsurance activity, and administrative entities, ensuring GAAP compliance and strong internal controls.
• Manage accounting operations including general ledger, multi‑entity consolidation, captive accounting, and close cycles.
• Maintain GAAP‑compliant accounting policies and lead the accounting team.
• Oversee captive premium accounting, pooling cash flow, and savings distributions; manage stop‑loss reinsurance accounting; supervise reserve and liability accounting (IBNR).
• Oversee accounting for administrative/management fees and revenue recognition; manage fund/trust accounting and reconciliations.
• Prepare consolidated financial statements and management reports; ensure regulatory compliance, internal controls, and audit readiness; coordinate internal and external audits.
• Oversee accounting system integrations; drive automation and process efficiency; maintain strong internal controls.

• Bachelor’s degree in Accounting or Finance; active CPA required.
• 10+ years progressive accounting experience, preferably within insurance/captives.
• Strong GAAP, reinsurance, and captive accounting knowledge.
• Proven leadership and team management experience.

• Medical, dental, and vision benefits
• Annual bonus
• Parental leave
• Dependent care 100% match up to max allowable
• PTO beginning on Day 1
• Tuition reimbursement
• Health work/life balance
• Hybrid office schedule
• 401(k) plan with company match
• Employee Assistance Program
• On‑site gym with personal trainer access
• Life insurance and short‑term disability insurance

• Live well:
  Be healthier and bring positive energy to all you do.
• Work smarter:
  Get things done, better.
• Own it:
  Accountability is your name. Be on time, do what you say, and finish what you start.
• Be intellectually curious:
  Always be learning. See opportunity everywhere and have a drive to know.