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Expensify Jobs in Chicago, IL (NOW HIRING)

Accounting Clerk

Chicago, IL · On-site

$55K - $70K/yr

Prepare related journal entries * Assist in Employee Expense/Company Credit Card processing (Expensify) * Meet processing and reporting deadlines * Support Brokerage Offices by entering and ...

Bookkeeper

Chicago, IL · On-site +1

$90K - $110K/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 ...

Grants Accountant

Chicago, IL · 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:

Project Accountant

Chicago, IL · On-site

$90K - $110K/yr

Familiarity with Ramp, Expensify, Corpay, and/or Sage Intacct or similar platforms is preferred. * Experience working on multiple projects/developments simultaneously. * Ability to adhere to monthly ...

Grants Accountant

Chicago, IL · 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:

Project Accountant

Chicago, IL · On-site

$90K - $110K/yr

Familiarity with Ramp, Expensify, Corpay, and/or Sage Intacct or similar platforms is preferred. * Experience working on multiple projects/developments simultaneously. * Ability to adhere to monthly ...

Grants Accountant

Chicago, IL · 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:

Project Accountant

Chicago, IL · On-site

$90K - $110K/yr

Familiarity with Ramp, Expensify, Corpay, and/or Sage Intacct or similar platforms is preferred. * Experience working on multiple projects/developments simultaneously. * Ability to adhere to monthly ...

Lead Business Systems Analyst

Chicago, IL · 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 ...

Manager - Tax Services

Chicago, IL · 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 ...

Manager - Tax Services

Chicago, IL · 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 ...

Manager - Tax Services

Chicago, IL · On-site +1

$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 ...

Expensify information

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 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 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.

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.

How does Expensify work?

Expensify is a platform that simplifies expense management by allowing users to scan receipts, track expenses, and submit reports digitally. It integrates with accounting tools and offers features like automatic receipt scanning and policy enforcement to streamline reimbursement processes.
Infographic showing various Expensify job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution.

Accounting Clerk

Robert Half

Chicago, IL • On-site

$55K - $70K/yr

Full-time

Medical, Dental, Vision, Life, PTO

Re-posted 10 days ago


Job description

The salary range for this position is $55,000-$70,000 and it comes with benefits, including medical, vision, dental, life, and disability insurance. To apply to this hybrid role please send your resume to john.sadofsky@roberthalf.c0m


Work from home options, generous vacation days every year, top tier benefits, competitive pay rates and VERY lucrative bonuses. If that sounds like something you want, keep reading.


This role will play an integral role in designing and building these processes, as well as collaborating with business partners to implement them throughout the organization.

Responsibilities

• Ability to complete AP/AR/Payroll related duties

• Apply and research client payments and prepare deposits

• Process and code invoices for payment

• Prepare related journal entries

• Assist in Employee Expense/Company Credit Card processing (Expensify)

• Meet processing and reporting deadlines

• Support Brokerage Offices by entering and processing AP/AR requests

• Responding to information requests from Brokerage Offices

• Assisting the Accounting Manager and Controller with special projects, as needed

Accounting Coordinator Requirements

• Bachelor's degree in accounting, finance or relevant field

• 2+ years of relevant experience

• Proficient in MS Office (Word, Excel, Outlook)

• Excellent communication skills, both written and verbal

• Strong analytical, problem solving and time management skills

• Highly organized and detail oriented 


To apply to this hybrid role please send your resume to john.sadofsky@roberthalf.c0m.


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Robert Half logo

About Robert Half

Sourced by ZipRecruiter

Founded in 1948, Robert Half pioneered the idea of professional talent solutions to connect opportunities at great companies with highly skilled job seekers. As business needs changed, we evolved to offer specialized talent solutions for finance and accounting, technology, administrative and customer support, creative and marketing, and legal fields. In 2002, we introduced our subsidiary, Protiviti, a global independent risk consulting and internal audit service, to support companies as they faced more strategic business challenges.

Industry

Recruiting and staffing services

Company size

10,000+ Employees

Headquarters location

San Ramon, CA, US

Year founded

1948