Leading global proptech companies you'll love to work for

Senior Accountant



Accounting & Finance
Chicago, IL, USA
Posted on Friday, June 30, 2023

About Obie

Obie is an insurance technology company, hyper-focused on driving value for the modern real estate investor and the partners they work with every day. Whether an owner, lender, agent, or property manager, Obie’s mission is to build technology and insurance products that drive efficiency and fundamentally change the way insurance is bought and sold.

As the industry leader in embedded and instant insurance products, Obie was recently honored as Business Insurance Best Places to Work and one of Inc Magazine's Fastest Growing Companies for 2022. Obie is one of a small number of companies that are both a Y-Combinator and NAR REACH accelerator alum.

To date, Obie has raised $39 million from leading proptech investors including Battery Ventures, Thomvest Ventures, MetaProp, Second Century Ventures, and Funders Club. The company is headquartered in Chicago, IL but also offers employees the opportunity to work remotely.

The Senior Accountant is responsible for most activities within the accounting function. This role is responsible for ensuring timely payment of vendor invoices and expense payments, maintaining accurate records, control documentation and reconciliation preparation. This person will be responsible for the complete and accurate recording of accounts payable, accounts receivables and assigned expense accounts. The individual in this role will contribute to the project/department milestones/goals through ownership of assigned accounts. This position will report to the Director of Financial Reporting.

What You'll Do

  • Manages Accounts Payable and Receivable - overseeing invoicing, including 1099-year end payments and other accounts payable related matters
  • Manages Vendor Relations, including new vendor onboarding and account maintenance
  • Ensures timely processing of vendor invoices and application of vendor payments
  • Manage employee expense submissions and document approvals inline with company policies
  • Manage monthly closing of accounts payable, accounts receivable, and assigned expense accounts, including identifying month end accruals and posting of journal entries to ensure the accuracy of financial statements
  • Responsible for monthly, quarterly, and annual financial statements in accordance with US GAAP
  • Assist in the maintenance of a system of internal controls with detailed and targeted documentation of monthly, quarterly, and annual processes
  • Responsible for assisting in annual audits, and maintaining compliance on state and federal levels
  • Provides accounting support to operations.

What You'll Bring

  • Degree in Accounting/Finance, or related degree or relevant work experience
  • 3+ years of relevant work experience
  • Excellent verbal and written communication skills.
  • Maintain a high level of integrity, confidentiality and professional skepticism.
  • Experience and skilled at working in a collaborative and fast-moving environment

Nice to Haves (Preferred)

  • Insurance experience
  • Public Accounting experience
  • Experience working in Sage Intacct
  • CPA

Interview Process

We want you at your best, and won't be giving you any gotcha-style questions - we aren't like that. We want to get to know you, hear about what you're interested in, and learn about what you hope to do in the future.

You should familiarize yourself with these resources before continuing:
a. Our company’s blog to learn more about the space we’re working in, where we write about landlord insurance.
b. Check out our Twitter and LinkedIn to get a glimpse of how people interact with our brand and product.
c. Some posts with and about us around the web (Inc 5000, Estate Innovation, Geek Estate Blog, Business Wire)
d. Podcast appearances: (The Ryan Hanley Show, REM #22)

  1. Meet us and learn about Obie
    You'll first talk to Kara or Rebecca on a 30 minute call; you won't need to prepare anything in advance. The goal of this conversation is to get to know you and mutually explore if we might be a good fit for each other. You'll learn more about Obie and have a chance to ask any questions about our company, team, culture, and product.

  2. Meet the hiring manager
    You'll get to have a 45 minute video interview with the hiring manager for this role, David Janusz. This discussion will be more technical in nature to ensure you have the skills needed to be successful in the role.

  3. Project exercise
    We will present you with a short exercise to complete, so please be thorough and use the resources available to you. More on this when you get there!

  4. Meet the team
    Since you'll be joining a close-knit team, we'll ask you to meet other people in the company so we get to know each other a bit better.

Obie has you covered

Being in the insurance industry, we understand the importance of comprehensive benefits for you and your family. These are just some of the benefits and perks we provide:

Competitive salary
Flexible time off with an encouraged minimum time away to support a healthy work-life balance
12 weeks of Paid Parental Leave
Great health, dental and vision coverage
Life Insurance
Flexible Spending & Health Savings Accounts
Stock Options
401k match
Pet Insurance Reimbursement
Equipment budget - everything you need to do your best work
Professional development support
Summer hours