Staff Accountant at Obie

This role is ideal for an early-career accounting professional with 1+ years of experience looking to transition into the high-growth insurtech space. You should have a solid grasp of GAAP, experience with bank and AP/AR reconciliations, and a desire to work in a collaborative, fast-paced "startup" environment. While a CPA or public accounting background is a plus, the role is geared toward someone detail-oriented who enjoys maintaining clean financial records and internal controls. As a hybrid position in Chicago, you’ll benefit from in-office collaboration on Tuesdays and Thursdays while maintaining flexibility the rest of the week. The compensation is transparently tiered based on experience ($55k–$73k), and the company offers modern perks like a retirement match and flexible PTO. This is a "ground floor" opportunity to work under an Accounting Manager and directly impact the financial health of a company managing billions in coverage. **You might be a good fit if you:** * Have at least one year of professional accounting experience and a relevant degree. * Are comfortable with "professional skepticism" and digging deep into ledger discrepancies. * Prefer working in a tech-forward environment over traditional, rigid corporate structures. * Reside in or near Chicago and enjoy a mix of remote and in-person teamwork.