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Expensify Jobs in Chicago, IL (NOW HIRING)

Bookkeeper

Chicago, IL ยท On-site +1

$70K - $90K/yr

Process employee expense reports via Expensify * Ongoing reconciliation of employee accounts, covering expense reimbursements and leave adjustments (parental leave, unpaid leave, etc.) * Support full ...

Experience with Canva, Expensify, DocuSign, or similar platforms preferred Education Associate's degree preferred, or an equivalent combination of education, training, and professional experience.

Grants Accountant

Chicago, IL ยท On-site

$62K - $65K/yr

Familiarity with third-party platforms, including Bill.com, Paylocity, Expensify, Little Green Light and/or Apricot. * Knowledge of intercompany accounting principles. Physical Requirements:

Grants Accountant

Chicago, IL ยท On-site

$62K - $65K/yr

Familiarity with third-party platforms, including Bill.com, Paylocity, Expensify, Little Green Light and/or Apricot. * Knowledge of intercompany accounting principles. Physical Requirements:

Grants Accountant

Chicago, IL ยท On-site

$62K - $65K/yr

Familiarity with third-party platforms, including Bill.com, Paylocity, Expensify, Little Green Light and/or Apricot. * Knowledge of intercompany accounting principles. Physical Requirements:

Lead Business Systems Analyst

Chicago, IL ยท On-site

$116K - $154K/yr

... Expensify etc.) Month/Period End Closing, Consolidation, Reconciliation and Reporting, Project Billing and Project Costing. Key Responsibilities: * Configure and support Oracle EPM tools like EPBCS ...

Senior Financial Analyst

Chicago, IL ยท On-site +1

$120K - $150K/yr

Proficient in financial reporting (Sage Intacct, Limelight, Expensify), Excel (advanced skills), and data tools (SQL, Power BI) * Ability to work independently in a fast-paced environment and manage ...

Manager - Tax Services

Chicago, IL ยท On-site

$125K - $175K/yr

Experience with Quickbooks Online, Sage Intacct, Xero, Bill.com, Expensify, Gusto, HubDoc, and other accounting applications is a plus Perks A perk we like to highlight is work life balance. We ...

Senior Financial Analyst

Chicago, IL ยท On-site +1

$120K - $150K/yr

Proficient in financial reporting (Sage Intacct, Limelight, Expensify), Excel (advanced skills), and data tools (SQL, Power BI) * Ability to work independently in a fast-paced environment and manage ...

Senior Financial Analyst

Chicago, IL ยท On-site

$120K - $150K/yr

Proficient in financial reporting (Sage Intacct, Limelight, Expensify), Excel (advanced skills), and data tools (SQL, Power BI) * Ability to work independently in a fast-paced environment and manage ...

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Expensify information

What are some common challenges faced by expense report auditors at Expensify, and how can they be addressed?

Expense report auditors at Expensify often encounter challenges such as identifying policy violations, managing large volumes of submissions, and ensuring timely approvals. Staying up-to-date with company policies and leveraging Expensify's automation tools can help streamline the review process. Effective communication with employees and finance teams is also crucial to resolve discrepancies quickly and maintain compliance. Proactive organization and utilizing in-app features like flagging or commenting can further enhance efficiency in this role.

What does an Expensify specialist do?

An Expensify specialist manages and supports the use of the Expensify expense management software within an organization. Their responsibilities typically include onboarding new users, configuring expense policies, troubleshooting issues, and ensuring that expense reports are processed efficiently. They may also provide training to employees, assist with integrations to accounting systems, and help enforce compliance with company spending policies. The role requires strong organizational, technical, and communication skills.

What is the difference between Expensify vs Bookkeeper?

AspectExpensifyBookkeeper
Primary RoleExpense management and reporting softwareFinancial record keeping and transaction management
Required SkillsSoftware proficiency, expense policiesAccounting knowledge, bookkeeping skills
Work EnvironmentTechnology-based, often remoteOffice or remote, accounting firms or businesses
CertificationsNot requiredBookkeeping certifications (e.g., CB, CPA)

Expensify is a software tool used for expense reporting, while a bookkeeper manages financial records manually or with software. They serve related but distinct functions in financial management, with Expensify focusing on expense automation and bookkeepers handling comprehensive financial data entry and reconciliation.

What are the key skills and qualifications needed to thrive as an Expensify specialist, and why are they important?

To thrive as an Expensify Specialist, you need strong financial acumen, attention to detail, and experience with expense management, often supported by a background in accounting or finance. Familiarity with the Expensify platform, integration tools (like QuickBooks or Xero), and relevant certifications (such as CPA or bookkeeping) is highly valuable. Excellent problem-solving, communication, and customer service skills help you efficiently support users and resolve issues. These skills and qualities are essential for ensuring accurate expense tracking, seamless integration with accounting systems, and a positive user experience.
Infographic showing various Expensify job openings in Chicago, IL as of August 2026, with employment types broken down into 91% Full Time, 3% Part Time, 1% Temporary, and 5% Contract. Highlights an 74% Physical, 8% Hybrid, and 18% Remote job distribution.

Bookkeeper

Buildots

Chicago, IL โ€ข On-site, Remote

$70K - $90K/yr

Full-time

Posted 8 days ago


Job description

Description
About Buildots
Buildots is revolutionizing the construction industry by introducing advanced AI and Computer Vision technologies into traditional construction processes. The platform seamlessly transforms construction operations into data-rich, digital environments, saving time and minimizing costs.
Our product is already being used on active construction sites in more than fifteen countries, creating tremendous value for our clients and users. Buildots is backed by a world-class investment team comprised of VCs, construction industry leaders, and well-known angel investors.
With over $160M raised and major expansion planned for 2026, this is a unique opportunity to join a fast-scaling company reshaping one of the world's largest industries.
About the Role
We are looking for a detail-oriented Bookkeeper to join our finance team. In this role, you will manage the day to day financial operations of our US and Canadian entities. You will play a key part in maintaining accurate financial records, driving process improvements and supporting our continued growth and scalability. If you thrive in a dynamic environment and want to make a real impact on a growing global finance function, this is the opportunity for you
*This position can be based in our Chicago, Austin, or Toronto (Ontario) office, working closely with our finance team in Israel.
Key Responsibilities
  • Manage Accounts Receivable - Issue invoices in accordance with company policies and regulatory requirements
  • Track and update customer project billing status and ensure timely collections
  • Process vendor invoices and manage Accounts Payable via Dokka and Mesh
  • Daily bank and credit card reconciliation
  • Process employee expense reports via Expensify
  • Ongoing reconciliation of employee accounts, covering expense reimbursements and leave adjustments (parental leave, unpaid leave, etc.)
  • Support full monthly end close processes (accrued expenses, Prepaid, fixed assets)
  • Perform intercompany reconciliations
  • Assist with annual audit processes and external reporting
  • Prepare ad-hoc working papers and financial analysis
  • Contribute to improving and scaling our financial processes as the company grows

Requirements
  • Certified Bookkeeper (AIPB or equivalent) - advantage
  • 5+ years of bookkeeping experience in a Hi-Tech or multinational company - required
  • Experience with US and/or Canadian GAAP and multi-entity bookkeeping - required
  • Strong Excel skills
  • Experience with NetSuite - advantage
  • Experience with Mesh and Expensify - advantage
  • Team player, service-oriented, and able to work independently in a fast-paced environment
  • Strong attention to detail and excellent organizational skills

The salary range for this role is $70,000-$90,000. In addition, we also offer an equity package in the form of stock-option grants.
*By submitting your application, you agree that Buildots will process your personal data in accordance with Buildots' Privacy Policy.