Expense Reimbursement Issues New and Old

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In a recent Travel & Entertainment survey, respondents identified their most pressing problems regarding employee expense report handling. Two clear factors emerged. First, the traditional expense reporting handling problems continue with no sign of improvement. Simultaneously, there is an emergence of new issues, sometimes related to new technology (think Uber). Only now are companies starting to identify these issues and create best practice policies around them.

That's why we created this session. In it, we will provide practical, implementable advice on how to deal with:

  • Missing receipts
  • Employees who submit their expense reports late
  • Manager who approve non-complaint expenses
  • Slow manager approvals
  • Extravagant or inappropriate T&E expenses
  • Employee misuse of company card
  • Employees who submit the same expense twice
  • Employees who do not use approved Vendors
  • Unused airline tickets
  • Loyalty reward points
  • Use of and accounting for new services such as Uber, Lyft, Airbnb etc.

Learning Objectives:

  • Create a best practice policy to address use of Uber, Lyft etc.
  • Reduce the number of employees submitting expense reports late
  • Design a policy to improve manager accountability for expense report approvals
  • Build a policy that deals with employee misuse or abuse of the travel and entertainment policy
  • Incentivize managers to approve in a more timely and appropriate manner
  1. Introduction
  2. About Mary Schaeffer 00:00:
  3. Agenda 00:02:30
  4. New Issue: Remote Work Expenses 00:04:08
  5. Overview - Employee Expense Reimbursements 00:06:40
  6. Overview - Best Expense Reimbursement Practices 00:06:46
  7. Role of Corporate Culture 00:07:52
  8. What’s the Big Deal? 00:10:33
  9. The Expense Reimbursement Battle: In Some Organizations 00:14:08
  10. Implications of Tax Law Changes 00:16:04
  11. Documentation vs. Deductibility 00:16:07
  12. Dues to Social, Athletic, or Sporting Clubs 00:17:01
  13. Meals While an Employee Is Traveling 00:18:10
  14. The Big Debate 00:18:57
  15. Experts on Both Sides of Issue 00:19:25
  16. IRS Provides Some Guidance 00:20:03
  17. The IRS Speaks: Interim Rules 00:21:10
  18. Guiding Principle 00:21:18
  19. What’s Entertainment 00:21:53
  20. When Entertaining and Eating 00:22:27
  21. Some Per-Diem Guidance 00:23:16
  22. Some Guidance: Extravagant 00:23:35
  23. Your Mission 00:23:41
  24. In the Meantime 00:23:59
  25. The Million Dollar Question 00:24:05
  26. IRS and Tax Rules 00:24:38
  27. IRS Guidelines 00:24:39
  28. The Flexibility Issue 00:25:57
  29. The Frightening Statistic 00:26:59
  30. IRS Accountable Plan: Per the IRS 00:28:40
  31. Accountable Plans: What’s Reasonable 00:29:50
  32. Best Practice Note 00:30:21
  33. Cash Advance Best Practice 00:32:41
  34. Cash Advance Abuses 00:33:10
  35. Mileage Reimbursement Rate: Automobiles 00:34:57
  36. Must the IRS Rate Be Used? 00:35:55
  37. Other Modes of Transportation 00:37:01
  38. Mileage Reimbursement Rate: Other Vehicles 00:38:12
  39. Substantiating Entertainment 00:38:56
  40. Substantiating Entertainment (Con’t) 00:40:28
  41. Per Diem: Definition 00:41:27
  42. Per Diems 00:42:15
  43. Use of Per Diems 00:4
  44. Per Diems for Fiscal 2025 00:43:34
  45. Per Diems for Fiscal 2025 Con’t 00:44:54
  46. A Compromise 00:45:22
  47. Who Uses Guidelines 00:46:46
  48. Receipts 00:47:21
  49. Information/Documentation Required by IRS 00:48:39
  50. Lost Receipts 00:49:34
  51. In Real Life: A Changing Palate 00:50:16
  52. Best Practices: IRS Compliance 00:52:43
  53. Checking 00:52:47
  54. The Expense Reimbursement Policy 00:54:18
  55. Approvals and Policy Compliance 00:56:18
  56. Expense Reimbursement Fraud Overview 00:58:41
  57. What We’re Not Talking About 00:58:46
  58. Why Reimbursement Fraud Hurts 01:00:49
  59. Expense Reporting Fraud  01:01:02
  60. Out of the Mouths of Cheaters 01:02:34
  61. Chrome River Perpetrators 01:04:05
  62. AP Now Perpetrators 01:04:43
  63. How They Did It 01:05:12
  64. Startling ACFE Metric 01:06:02
  65. Commentary 01:07:02
  66. The AP Now Poll: Biggest Headaches 01:08:06
  67. Games Are Not Always What You Think 01:11:56
  68. Skirting Purchasing Guidelines 01:12:44
  69. How Employees Play Games 01:13:37
  70. A Word About Cash Advances 01:14:44
  71. The Yoga Pants 01:15:32
  72. The Detailed Meal Receipt 01:18:04
  73. A Word About Receipts 01:18:08
  74. Who Requests Meal Receipts? 01:18:28
  75. Receipt Requirement 01:18:52
  76. Some Absurd Readers’ Stories 01:18:58
  77. What the Detailed Meal Receipt Can Show 01:21:41
  78. Problems Detailed Receipt Won’t Address 01:23:24
  79. Receipts and Checking 01:24:16
  80. Commentary 01:24:21
  81. Other Expense Reimbursement Frauds 01:26:59
  82. What Flight Did the Employee Take? 01:27:01
  83. Proving the Trip Was a Conference 01:28:13
  84. Playing the Tip Game 01:29:45
  85. Playing the Mileage Game 01:31:00
  86. The Parking Game 01:31:55
  87. The Fuel Game 01:32:26
  88. Travel Collusion 01:33:52
  89. Flying First Class 01:34:46
  90. Upgrading to First Class 01:35:57
  91. Who Gets the Points? 01:37:36
  92. Falsifying Receipts 01:39:17
  93. Double Dipping 01:39:56
  94. Refunds 01:40:58
  95. The Heartbreaking Reality 01:41:06
  96. Best Practices for Dealing with Expense Reimbursement Fraud Issues 01:41:29
  97. Problematic Reimbursement Approaches 01:41:48
  98. Dealing with Extravagant Travelers 01:42:21
  99. Best Practice Approach 01:42:39
  100. Best Practice Approach Con’t. 01:43:23
  101. Reality Check #2: Reign in The Problems 01:44:13
  102. A Worthy Quote 01:44:34
  103. Concluding Thoughts 01:44:49
  104. Thank You/Questions/Comments 01:49:10
  105. Presentation Closing 00: 01:49:34

  • Mary Schaeffer

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  • Accountable Plan 00:02:57, 00:10:55, 00:28:40
  • Accounts Payable (AP) 00:58:22,  01:01:55
  • ACFE - Association of Certified Fraud Examiners 01:06:10
  • AICPA 00:19:47
  • Audit 00:32:24
  • Expenditure 00:17:34, 01:12:06, 01:15:50, 01:32:46
  • Expense 00:04:48, 00:06:14, 00:21:28, 00:28:53, 00:43:02, 01:08:43
  • Expense Reimbursement  00:00:06, 00:02:45, 00:05:56, 00:06:50, 00:11:05, 00:16:13, 00:25:51, 00:54:21, 01:06:45
  • Expense Report 00:04:17,00:06:23, 00:10:09, 00:14:19, 00:25:50, 00:31:59, 00:54:04, 01:08:17, 01:19:04, 01:40:42
  • Form W-2 00:31:49
  • Fringe Benefit 00:17:57
  • IRS Publication 463 00:25:01, 00:39:06
  • P-Card 00:06:20, 01:11:06, 01:42:28
  • Per Diem 00:23:16, 00:24:29 00:41:40, 00:44:57
  • Standard Mileage Rate 0026:17, 00:35:05

ACFE - Association of Certified Fraud Examiners: The Association of Certified Fraud Examiners is a professional organization of fraud examiners. Its activities include producing fraud information, tools and training.

AICPA: The American Institute of Certified Public Accountants is the national professional organization of Certified Public Accountants in the United States, with more than 418,000 members in 143 countries in business and industry, public practice, government, education, student affiliates and international associates.

Accountable Plan: An accountable plan is a plan that follows the Internal Revenue Service (IRS) regulations for reimbursing workers for business expenses in which reimbursement is not counted as income. ... However, these expenses must be business-related to fall under an accountable plan.

Accounts Payable (AP): The amount of money a company owes creditors (suppliers, etc.) in return for goods and/or services they have delivered.

Audit: A formal examination of an organization's or individual's accounts or financial situation

Expenditure: An expenditure is money spent on something. Expenditure is often used when people are talking about budgets.

Expense: Offset (an item of expenditure) as an expense against taxable income.

Expense Reimbursement: Expense reimbursement is a method for paying employees back when they spend their own money on business-related expenses. These expenses generally occur when an employee is traveling for business but can occur in other work-related situations. (www.thebalancecareers.com)

Expense Report: A report that tracks expenses incurred during the course of performing necessary job functions. Examples include charges for gas, meals, parking or lodging. If your employees spend a lot of money in cash, you need to make sure you have them list these expenditures on an expense report form.

Form W-2: Form W-2 is an Internal Revenue Service tax form used in the United States to report wages paid to employees and the taxes withheld from them. Employers must complete a Form W-2 for each employee to whom they pay a salary, wage, or other compensation as part of the employment relationship. - Wikipedia (https://en.wikipedia.org/)

Fringe Benefits: An extra benefit supplementing an employee's salary, for example, a company car, subsidized meals, health insurance, etc.

IRS Publication 463: Publication 463 explains what expenses are deductible, how to report them on your return, what records you need to prove your expenses, and how to treat any expense reimbursements you may receive.

P-Card: A PURCHASING CARD (also abbreviated as PCard or P-Card) is a form of company charge card that allows goods and services to be procured without using a traditional purchasing process. In the UK, purchasing cards are usually referred to as procurement cards

Per Diem: (Latin for "per day" or "for each day") or daily allowance is a specific amount of money an organization gives an individual, often an employee, per day to cover living expenses when traveling for work. - Wikipedia (https://en.wikipedia.org)

Standard Mileage Rate: The standard mileage rate, also known as the mileage per diem or deductible mileage, is the default cost per mile set by the Internal Revenue Service (IRS) for taxpayers who deduct the expense of using their personal vehicles for business, charitable, or medical purposes.

Vendor: A vendor is a person or business that supplies goods or services to a company. Another term for the vendor is the supplier. In many situations, a company presents the vendor with a purchase order stating the goods or services needed, the price, delivery date, and other terms.


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Webinar Survey Overall Rating

This webinar received a total of 2 survey responses. Attendees have given an average rating of 3.9 stars out of a possible 5, reflecting the quality and value of the content presented.

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Reviews From Webinar Survey

Our webinars are crafted to deliver exceptional value and insight to business professionals. Below, you'll find genuine feedback from attendees.

Lorene W.
February 13, 2025
4.6 / 5
Webinar Rating:
5.0 Stars
Speaker Rating:
4.0 Stars
Do you have any other comments, questions or concerns?
I have taken this seminar every year, and it is very informative. However, I think there is too much information squeezed into the time, and the presenter does move very quickly, making it almost impossible to take notes. The seminar almost always goes over the time. Perhaps this would be better presented as a 2 hour webinar rather than 1 hour 40 minutes.

Roman F.
February 13, 2025
3.2 / 5
Webinar Rating:
3.0 Stars
Speaker Rating:
3.5 Stars
Do you have any other comments, questions or concerns?
I would prefer better descriptions of what the course will entail before registering. I felt fairly misled by the description provided online. Now only a small fraction of the information will be relevant for our business.

Frequently Asked Questions

Employee expense reimbursement continues to be one of the most persistent challenges in accounts payable and HR management. The most frequently cited problems include employees submitting expense reports late, missing receipts, and managers who approve non-compliant or extravagant expenses without adequate review. Other common issues involve employees submitting the same expense twice (double-dipping), failing to use approved vendors, and misusing company P-cards. In recent years, new complexities have emerged around gig economy services such as Uber, Lyft, and Airbnb, which many legacy expense policies don't explicitly address. Remote work expenses have also introduced ambiguity around what constitutes a reimbursable business cost. Organizations that haven't updated their T&E policies within the past few years are particularly vulnerable to these gaps. Building a comprehensive, regularly updated expense reimbursement policy—along with strong approval controls and clear documentation standards—is the most effective defense against chronic reimbursement problems.
An IRS accountable plan is a reimbursement arrangement that meets specific Internal Revenue Service requirements, allowing business expense reimbursements to be excluded from an employee's taxable income. To qualify as an accountable plan, three conditions must be met: the expenses must have a legitimate business connection, the employee must substantiate the expenses with adequate documentation (receipts, dates, amounts, business purpose), and any excess reimbursements must be returned to the employer within a reasonable time. If a company's expense reimbursement program doesn't meet these requirements, reimbursements may be treated as taxable compensation subject to income tax and payroll taxes—creating unexpected liability for both the employer and employee. Maintaining an accountable plan requires clear, consistently enforced policies around receipts, timely submission, and return of advances. For finance teams managing high volumes of expense reports, understanding and maintaining accountable plan compliance is fundamental to sound tax risk management.
Expense reimbursement fraud is more prevalent than most organizations realize—the ACFE estimates that businesses lose significant revenue annually to occupational fraud, with T&E fraud among the most common forms. Effective prevention starts with a strong, clearly communicated expense policy that defines what is and isn't reimbursable, establishes dollar thresholds requiring receipts, and outlines consequences for policy violations. Requiring detailed meal receipts (not just credit card slips) helps detect inflated tips and personal charges. Automated expense management systems can flag duplicate submissions, out-of-policy amounts, and suspicious patterns that manual review might miss. Periodic audits of expense reports—even random spot checks—create a powerful deterrent. Manager accountability is also critical: if managers routinely approve non-compliant expenses without consequences, the culture of compliance erodes. Training both employees and managers on fraud indicators and policy expectations is an often-overlooked but highly effective fraud prevention measure.
The rise of gig economy services like Uber, Lyft, and Airbnb has created gaps in traditional expense reimbursement policies designed around taxis, rental cars, and hotels. These platforms require updated policy language that explicitly addresses their use, including which services are approved, what documentation is required, and how expenses should be categorized. For ride-sharing, companies should clarify whether Uber and Lyft are acceptable alternatives to taxis and rental cars, establish any per-trip limits, and require that in-app receipts be submitted rather than screenshots. For Airbnb, policy should address when it's permissible versus a traditional hotel, how to handle mixed-use bookings, and how to document business purpose. IRS substantiation requirements apply equally to gig economy services—the business purpose, date, and amount must still be documented. Organizations that proactively update their T&E policies to reflect modern travel practices reduce ambiguity, employee frustration, and compliance risk.
Late expense report submissions create cash flow problems, complicate period-end accounting closes, and increase the risk of fraudulent or inaccurate claims slipping through undetected. Best practices for managing late submissions begin with establishing a clear, firm submission deadline—typically within 30 to 60 days of incurring the expense—and communicating it consistently. Many organizations implement escalating consequences for late submission, including delayed reimbursement, manager notification, or withholding of future advances. Automated expense management platforms can send reminders to employees with outstanding reports and alert managers when approvals are overdue. Making the submission process as simple as possible—through mobile apps, receipt scanning, and pre-populated fields—removes friction that contributes to delay. Holding managers accountable for their team's compliance, and tracking submission timeliness as an operational metric, sends a clear message that expense reporting is a shared organizational responsibility, not merely an administrative inconvenience.