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Accounting & Finance Manager



Accounting & Finance
United States
Posted on Thursday, May 18, 2023
About Us
Thimble is quick-thinking insurance for fast-moving businesses. We work hard to make it easy for 140+ professions like handymen, landscapers, DJs, artisans, and mall Santas (yes really) to get the insurance they need to take on every opportunity.
It’s the first business insurance provider that puts customers in control: small businesses of any size can get a policy by the job, month, or year from Thimble in minutes and modify, pause, or cancel anytime.
Thimble is simple, scalable, and flexible, which is why we made MONEY Magazine’s 2021 “Best Insurance for Small Businesses” AND we’re Fast Company’s #1 “Small and Mighty” Company. We’re also rated 4.8 out of 5 stars on Trustpilot and the App Store and have sold over 200,000 policies to more than 65,000 small businesses.
Founded by veteran entrepreneurs Jay Bregman and Eugene Hertz, Thimble is growing the $250 billion business insurance market by making it more accessible: 75% of Thimble customers are first-time business insurance buyers. For that reason and so many more, Thimble has raised over $45 million in backing from IAC (NASDAQ: IAC) and other top venture capital firms.
For more information, visit thimble.com.
Our Values
Our unique culture is built around our six core values:
Think Wild, Act Tame
Be relentlessly creative. Question everything. Get to know the rules so well, you can use them in new ways. Be the industry’s compliant radicals.
Green Means GO
Act. Move forward. Learn. You can only make a decision based on the best information you have – so make it.
Own Every Detail
Be ruthlessly precise. Disciplined. Sweat the small stuff.
Simplify, Simplify, Simplify
Get to the point. Make it crystal clear. Cut everything else. It’s our job to make insurance easy – however hard that is for us.
Every Moment Counts
Show up early and ready. Deliver on time or before. Make the most of your time, so others can make the most of theirs.
Stay Human
Treat every person, and their ideas, with respect. Cherish diversity.
About the Role
We are seeking an experienced accounting manager to join the Finance team, primarily responsible for the creation and development of a world-class accounting department. Reporting to the SVP of Finance, you’ll have the full support of the company to implement processes and procedures (month-end close, T&E, A/P, internal controls, tax reporting, etc.) which will be instrumental in creating the company’s financial infrastructure.
This is the perfect role for someone who thrives in a running-in-the-halls start-up environment, but values the stability provided by a well-capitalized public company. There will be significant opportunities for advancement as the company expands.


  • Own monthly, quarterly, and year-end financial statements accounting close process
  • Oversee day-to-day accounting operations including Cash, Accounts Receivable / Payable, Carrier Payables, Accrued Expenses, and Payroll
  • Continually develop, expand, and improve month end close and financial reporting procedures and help drive the reduction of the close timeline by assessing and streamlining close-related activities, same for day-to-day accounting operations
  • Lead the configuration (Financial Statements, dashboards, etc.) of Microsoft Dynamics 365 to leverage the most out the accounting system
  • Provide monthly budget vs actual variance analysis to the Leadership team and quarterly variance analysis to Arch as part of the consolidation process
  • Manage and comply with state, federal, and international government reporting requirements and tax filings
  • Handle the monthly settlement reports with insurance carriers and other partners
  • Support semi-annual audit process with insurance carriers and other partners
  • In time, recruit, lead, and develop a world-class accounting team


  • CPA required
  • Bachelor's Degree, Accounting or MBA preferred
  • 3-6 years at a Big 4 Accounting Firm; additional 2-4 years at a high-growth start-up preferred
  • Technical knowledge of accounting (US GAAP) particularly around topics inherent with technology companies (software capitalization, NOLs, etc.)
  • Desire to create processes and procedures from scratch and oversee their successful deployment companywide
  • Strong verbal and written communication skills with the ability to interact and interface with all levels of management
  • Relentless attention to detail and accuracy
  • Experience with Microsoft Dynamics 365 a plus
  • Experience working in a regulated industry (fintech, insurtech, etc.) highly preferred
  • Ability to move in a fast-paced environment
Thimbler Benefits & Perks
-Fully remote company
-Thimble Fridays! (out of office at 12:00 pm local time)
-Comprehensive health, vision, and dental coverage
-28 days paid vacation, 10 company-wide holidays, 1 VTO (Volunteer Time Off), and unlimited sick time
-Parental Leave: 100% paid 12 weeks + 2 weeks gradual return
-Company computer hardware of your choice
-Work from home setup reimbursement
-Monthly co-working space and/or child care reimbursement
-Monthly ClassPass credit
-Quarterly wellness reimbursement
-Other health & wellness perks including: One Medical, Teladoc, Talkspace, Kindbody, and Health Advocate
-Virtual events, happy hours, trivia, and fun!