Full-Time

Senior Accountant II

Posted on 11/7/2025

Pie Insurance

Pie Insurance

501-1,000 employees

Tech-driven workers' comp for small businesses

Compensation Overview

$80k - $100k/yr

Remote in USA

Remote

Remote role; candidates must reside in the United States (territories excluded).

Category
Accounting (1)
Requirements
  • Bachelor's Degree in Accounting, Finance, or equivalent experience with some college coursework is required
  • 4+ years of relevant accounting experience is required
  • Prior experience in both public accounting (ex: Big 4) and industry is strongly preferred
  • Advanced communication (written, verbal and presentation) skills, to deliver complex information effectively and align people with the needs of the project/team
  • Intermediate problem solving skills to be able to manage complex tasks and work through to solutions with little guidance and direction
  • Intermediate awareness of your own tasks, and how it impacts the team and deliverables
  • G-Suite Tools, Collaboration tools (Slack is preferred)
  • Active CPA or currently pursuing certification is highly preferred
  • Proficiency in U.S. GAAP
  • Ability to apply technical accounting knowledge to real-world business transactions
  • Ability to develop, implement and document effective internal controls
  • Skilled at thorough and accurate documentation of work performed
  • Ability to work effectively with cross-functional team members
  • Strong Excel skills and ability to work with large data sets
Responsibilities
  • Participate in the monthly accounting close process. Prepare journal entries, reconciliations, and variance analyses in accordance with U.S. GAAP and internal company policies. Deliver accurate information on time
  • Prepare journal entries and account reconciliations for cash accounts, accounts receivable, accounts payable, prepaid expenses, and expense accruals. Reconcile intercompany accounts
  • Improve existing accounting processes wherever possible with a special focus on effective internal controls
  • Assist in the preparation of monthly/quarterly/annual financial statements and footnotes
  • Improve the workpapers and processes utilized to close specific accounts over which you will have ownership
  • Partner with the Finance team to analyze historical results and improve information quality
  • Participate in larger projects around (a) automation, (b) system implementation, modification and integration and (c) implementation of best practices to drive efficiency in the accounting department
  • Assist with ad hoc projects and requests as needed
  • Support other internal teams with their accounting-related, operational needs
Desired Qualifications
  • Active CPA or currently pursuing certification is highly preferred
  • Prior experience in public accounting (ex: Big 4) and industry is strongly preferred
  • Familiarity with intercompany accounting and consolidation processes could be beneficial

Pie Insurance provides workers’ compensation insurance for small businesses. Its product uses data-driven technology to underwrite and price policies, delivering fast, online access with quotes in about three minutes. The platform processes, underwrites, and issues workers’ comp coverage, with nationwide availability across 38 states and Washington, D.C., offering potential savings of up to 30% and straightforward terms for small business owners.

Company Size

501-1,000

Company Stage

Series D

Total Funding

$620.3M

Headquarters

Washington DC, District of Columbia

Founded

2017

Simplify Jobs

Simplify's Take

What believers are saying

  • 271% direct written premium growth drives fastest U.S. workers' comp expansion.
  • Audra Foglietta's Chubb expertise boosts financial performance as new CFO.
  • $615M funding since 2017 and 2,800 agency partnerships fuel nationwide scale.

What critics are saying

  • 14% layoffs in 2023 erode morale and trigger talent exodus to GEICO.
  • Funding drought exhausts cash runway without new VC investment.
  • Next Insurance steals market share with broader bundled policy offerings.

What makes Pie Insurance unique

  • Pie Insurance uses data analytics for precise small business workers' comp pricing.
  • Offers 3-minute online quotes and up to 30% savings in 40 states.
  • A.M. Best A-rated coverage revolutionizes traditional insurance processes.

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Benefits

Competitive cash compensation

Equity

Comprehensive health plans

Generous PTO, including paid sick leave

Future focused 401k match

Generous parental & caregiver leave

Growth & Insights and Company News

Headcount

6 month growth

-14%

1 year growth

-14%

2 year growth

-15%
Yahoo Finance
Feb 8th, 2024
Pie Insurance Integrates with Ivans Download

Pie Insurance integrates with Ivans Download.

Business Wire
Nov 30th, 2023
Pie Insurance Secures $11 Million Series A Funding to Rapidly Expand SMB Workers’ Compensation Insurance Offering

Pie Insurance (www.pieinsurance.com) today announced the completion of an $11M Series A funding round. The round was led by Greycroft, and included pa

FF News
Oct 2nd, 2023
Pie Insurance Appoints Audra Foglietta As Chief Financial Officer

Pie Insurance (“Pie”), an insurtech company specializing in commercial insurance for small businesses, today announced the appointment of insurance executive Audra Foglietta as the company’s new chief financial officer (CFO). Foglietta joins Pie during a pivotal period of growth—Pie is the fastest growing workers’ comp insurer in the U.S.1, achieving a 271 percent increase in direct written premiums, surpassing the growth of all other insurers.Foglietta brings a wealth of financial leadership and strategic expertise to Pie, having spent more than twenty years at Chubb, the world’s largest publicly traded property and casualty insurance company. Most recently, Foglietta served as Chubb’s executive vice president and CFO of Global Operations and Technology, in addition to previously serving as CFO of Westchester Specialty, the company’s excess and surplus division. Foglietta has a proven track record of driving financial performance and operational efficiencies in the public insurance sector. Her expertise includes global business transformations, corporate finance, financial planning and analysis, business analytics and operations.“I’m honored to join Pie as its CFO and be part of an organization that is redefining the small commercial insurance landscape and growing at an impressive rate,” said Audra Foglietta, incoming CFO at Pie. “Pie’s commitment to technology and innovation combined with its dedication to serving the unique needs of small businesses resonated with me

Reinsurance News
Oct 2nd, 2023
Pie Insurance names Audra Foglietta Chief Financial Officer

Pie Insurance, an insurtech company specialising in commercial insurance for small businesses, has appointed Audra Foglietta as the new Chief Financial Officer.

Insurance Innovation Reporter
Aug 25th, 2023
Pie Insurance Expands Leadership Team with Appointments of Four Industry Experts

Carla Woodard, Jaime Gilliam-Swartz, Arash Sadati and Kris Bagchi join Pie's leadership team as Vice Presidents.

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