Stop Duplicate & Fraudulent Expense Claims with ChatGPT
Duplicate and fraudulent expense claims are hard to spot when you’re reviewing thousands of small transactions. This page shows how finance teams can use ChatGPT to surface reused receipts, split bills and fake vendors at scale. You’ll learn strategic steps and concrete workflows to reduce losses and strengthen expense controls with AI.
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The Challenge: Duplicate and Fraudulent Claims
For most finance teams, duplicate and fraudulent expense claims don’t show up as a single big red flag. They hide in thousands of taxi rides, hotel bills and card payments. Reused receipts, slightly edited PDFs, split bills and invented vendors slip through because reviewers have seconds, not minutes, to look at each claim. The result is a slow erosion of cash and control that’s hard to quantify but very real.
Traditional controls were built for a different era: random sampling, manual spot checks, basic transaction rules and after-the-fact audits. These methods assume you can read and remember every detail, but today’s expense data is unstructured and noisy – PDFs, photos, email confirmations, and free-text narratives. Legacy tools can compare amounts and dates, but they cannot understand context, intent or the story behind the claim. That’s exactly where sophisticated duplicates and fraud tend to hide.
The business impact is twofold. On the one hand, undetected duplicates and suspicious claims create direct financial losses and weaken your internal control system. On the other, overly manual review processes consume highly qualified finance time, slow down reimbursements and damage the employee experience. As your company scales, you either accept rising leakage, or you add more people to do more checks – neither is sustainable or competitive.
Despite this, the situation is far from hopeless. Advances in AI for finance mean you can now analyze every claim, every receipt and every comment, not just a small sample. At Reruption, we’ve seen how AI copilots can transform document-heavy processes in areas like document research and analysis, and the same principles apply to expense control. In the rest of this page, we’ll walk through practical ways to use ChatGPT to surface duplicate and fraudulent claims at scale – and how to do it in a way that fits your existing finance processes and compliance requirements.
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Our Assessment
A strategic assessment of the challenge and high-level tips how to tackle it.
From our work building AI-powered document analysis and internal copilots, we’ve seen that ChatGPT is particularly strong at understanding unstructured text, comparing narratives, and spotting inconsistencies in documents. Applied to duplicate and fraudulent expense claims, this means you can move from rule-based sampling to context-aware review of every transaction. At Reruption, we approach this not as a shiny tool, but as a finance control upgrade: designing how AI fits your approval rules, audit requirements and risk appetite.
Think of ChatGPT as a Second-Line Reviewer, Not a Black Box Judge
When you introduce AI for expense claim control, the mindset matters. ChatGPT should act as a tireless second-line reviewer that flags anomalies, duplicates and suspicious narratives for humans to decide on – not as an automatic rejection engine. This preserves accountability, reduces resistance from employees and auditors, and lets you calibrate the system without disrupting your existing policies.
Strategically, design workflows where ChatGPT produces structured risk assessments: reasons for concern, similarity scores to previous receipts, and suggested follow-up questions. Your finance team remains in control of approvals, but with better information and far less manual reading. This aligns well with internal control frameworks and gives you a clear story for compliance and audit teams.
Start with High-Risk Categories and Clear Policies
AI performs best where the rules of the game are clear. Instead of trying to automate every expense decision on day one, focus your initial ChatGPT deployment in finance on categories with frequent abuse and well-defined policies: travel, hospitality, mileage, subscriptions. These areas often include repeated vendors, similar receipts and specific limits that are easy to translate into AI checks.
This targeted approach helps you prove value quickly: you’ll see duplicate hotel bills, double-charged flights or recurring SaaS tools emerge from the noise. It also keeps the scope manageable so your team can refine prompts, thresholds and workflows before expanding to the rest of your spend.
Prepare Your Data and Policies for AI Consumption
ChatGPT is only as effective as the data and guidance you provide. Strategically, you need to treat expense policy digitization as part of the project, not an afterthought. Text-based policies must be cleaned up, made unambiguous and structured into clear rules, examples and edge cases that the model can follow.
On the data side, ensure receipts, invoices and card transactions are consistently captured and pre-processed: PDFs and images converted to text, currencies normalized, and key fields (date, vendor, amount, employee) available in a structured form. This preparation dramatically improves model accuracy and reduces false positives that could undermine trust in the system.
Align Risk Appetite, Thresholds and Escalation Paths
Different organisations have different levels of tolerance for small errors vs. potential fraud. A strategic AI expense control setup explicitly encodes this risk appetite. Work with compliance, internal audit and HR to define what should happen when ChatGPT flags a potential duplicate or fraud case: informational note, soft block, mandatory manager review, or escalation to investigations.
By designing clear thresholds (for example, similarity scores or number of red flags) and escalation paths, you avoid ad-hoc decisions and ensure consistent treatment across teams and regions. This also makes it easier to demonstrate to auditors how the AI-supported process works and where human judgment is applied.
Invest in Change Management and Reviewer Training
Even the best AI solution for fraudulent claims detection fails if reviewers ignore or mistrust its output. Strategically, you need to position ChatGPT as a productivity and quality tool for finance, not as a control layer imposed from above. Involve key reviewers early, let them shape prompts and output formats, and show them how AI can cut the noise so they can focus on truly suspicious items.
Provide short, practical training: how to interpret AI-generated risk summaries, how to override with a justification, and how to feedback cases where the model missed something or overreacted. Over time, this human-in-the-loop feedback becomes a strategic asset, continually improving your AI controls while keeping people engaged.
Used thoughtfully, ChatGPT for duplicate and fraudulent claims turns expense review from a manual, sample-based chore into a targeted risk process across 100% of transactions. The key is to combine clear policies, structured data and well-designed human-in-the-loop workflows so AI amplifies your finance team rather than replacing it. If you want to explore this in your own environment, Reruption can help you validate feasibility with a focused AI PoC and then co-build the review copilot directly into your existing tools – not as a slide deck, but as a live system your team actually uses.
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Real-World Case Studies
From Healthcare to News Media: Learn how companies successfully use ChatGPT.
Best Practices
Successful implementations follow proven patterns. Have a look at our tactical advice to get started.
Build a Policy-Aware Review Copilot Prompt
The core of a successful ChatGPT expense review copilot is a carefully designed system prompt that embeds your policies and desired outputs. Instead of asking vague questions like “Is this claim OK?”, give the model a clear role, step-by-step instructions and structured outputs. This makes results more consistent and easier to integrate into your approval process.
Example system prompt for ChatGPT:
You are an AI assistant supporting the finance team in reviewing employee expenses.
Goals:
- Detect potential duplicate claims.
- Identify potential fraud indicators.
- Check claims against the company's travel & expense policy.
Instructions:
1) Carefully read the expense details, receipt text, and card transaction data.
2) Compare this claim against the list of past claims provided.
3) Identify any of the following:
- Possible duplicates (same vendor, amount, date range, or very similar description).
- Policy violations (over limits, missing justification, non-reimbursable items).
- Suspicious patterns (rounded amounts, unusual vendors, mismatched locations/dates).
4) Return a JSON object with:
- risk_level: low / medium / high
- reasons: list of specific findings
- duplicate_candidates: list with claim IDs and similarity explanations
- suggested_questions: questions for the employee or approver
- recommendation: approve / approve_with_comment / escalate
Expected outcome: a standardized assessment that reviewers can scan in seconds, while audit and analytics teams can use the structured fields for reporting and trend analysis.
Automate Duplicate Detection Across Historical Claims
To catch reused receipts and split bills, you need to compare each new claim against a broad history of expenses. Tactically, combine your existing expense or ERP system with ChatGPT-based similarity checks. Pre-select candidate duplicates using simple rules (same amount + vendor within a date range), then let ChatGPT analyze the receipt text and narratives to confirm or discard the match.
Example prompt for duplicate verification:
You receive:
- current_claim: {id, employee, date, amount, currency, vendor, description, receipt_text}
- candidate_claims: [{id, employee, date, amount, currency, vendor, description, receipt_text}, ...]
Task:
For each candidate, assess how likely it is to be a duplicate of current_claim.
Consider:
- Same or very similar vendor names (including spelling variants).
- Same or very similar amounts (after currency conversion).
- Overlapping dates (e.g., same hotel nights).
- Very similar descriptions or receipt text.
Return JSON:
[
{
"candidate_id": <id>,
"duplicate_likelihood": 0-100,
"evidence": ["Same hotel name, same nights", "Receipt number identical"]
}
]
Expected outcome: far fewer “false duplicates” reaching reviewers and a high catch rate for genuine double claims, even when descriptions or PDFs are slightly modified.
Use ChatGPT to Generate Reviewer-Ready Risk Summaries
Raw model outputs are rarely ready for busy finance teams. A tactical best practice is to let ChatGPT convert technical checks into concise risk summaries for expense approvers. These can be embedded directly into your expense tool or emailed as part of the approval flow, so managers see clear, human-readable reasons to approve or question a claim.
Example prompt for approver summary:
You are preparing a short summary for the line manager who must approve this expense.
Input:
- employee_role and department
- expense details (category, amount, date, vendor, description)
- AI risk assessment (risk_level, reasons, duplicate_candidates, suggested_questions)
- Relevant policy excerpts
Task:
Write a 3-5 sentence summary covering:
- Overall risk level in plain language.
- The 2-3 most important reasons for this risk level.
- 1-3 specific questions the manager should ask before approving.
Use neutral, professional language.
Expected outcome: managers spend less time understanding “what’s going on” and more time exercising judgment, leading to faster, better-informed approvals.
Flag Suspicious Narratives and Inconsistent Stories
Many fraudulent or non-compliant claims hide in the description field: vague wording, mismatched purpose, or narratives that don’t fit the employee’s role. ChatGPT is strong at natural language inconsistency detection. Use it to cross-check narratives against roles, travel calendars, meeting data (where permissible), and policy wording.
Example prompt for narrative checks:
You get:
- employee_role: "Senior Sales Manager, DACH"
- expense_description: free-text from the claim
- receipt_text: OCR from the receipt
- policy_summary: key rules for this expense category
Question:
1) Is the stated purpose plausible for this role and category?
2) Does the description align with the receipt details (location, date, participants)?
3) Are there any phrases that commonly indicate personal rather than business use?
Return:
- narrative_risk: low/medium/high
- explanation: bullet points
- suggested_follow_up_questions.
Expected outcome: more subtle cases – such as personal meals claimed as client entertainment – are flagged systematically without adding manual review work on every single claim.
Generate Clear, Audit-Ready Justifications and Logs
Every AI-supported decision in finance should be explainable. A practical step is to use ChatGPT to generate standardized explanations for approvals, partial approvals or rejections, based on the detected issues and the policy references. Store these explanations with the claim to build an audit trail that is easy to review months or years later.
Example prompt for justification generation:
Input:
- claim_id and basic claim details
- decision: approve / approve_with_comment / reject
- AI findings: list of issues and policy references
- human notes: optional comments from reviewer
Task:
Create a short justification (100-200 words) suitable for internal audit, covering:
- Key facts of the claim.
- Main reasons for the decision.
- Policy clauses that are relevant.
- Any mitigating factors.
Use clear, non-accusatory language.
Expected outcome: consistent decision rationales, less time spent writing explanations, and a much stronger position in internal or external audits.
Monitor Performance and Continuously Tune Prompts
Once your ChatGPT-based expense control is live, treat it as a system that needs ongoing tuning. Tactically, track KPIs such as percentage of claims flagged, confirmed duplicate/fraud rate, false positive rate, average review time, and employee dispute rate. Regularly review a sample of AI decisions with finance and internal audit to identify patterns.
Use those insights to refine prompts, thresholds and training examples. If certain vendors or categories generate too many false positives, adjust rules or add examples of what “good” looks like. If investigators find new fraud patterns (e.g., common fake merchant names), update the prompts so ChatGPT can look for them proactively. Over time, you’ll move from a static rule set to a living control system that improves with every case.
Expected outcomes: with a well-implemented setup, finance teams commonly see 30–60% reduction in manual review time per claim, significantly higher detection of duplicate and fraudulent expense claims, and a more predictable, audit-ready control environment – without adding headcount.
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Frequently Asked Questions
ChatGPT detects duplicates and fraud by analyzing the full context of each claim: amounts, dates, vendors, receipt text and free-text descriptions. Instead of just comparing numbers, it looks for patterns such as identical or very similar receipts, overlapping hotel nights, repeated merchant names, or narratives that don’t match the receipt.
In practice, your expense or ERP system pre-selects potential duplicates using simple rules (same vendor and amount within a date range), then ChatGPT assesses those candidates in detail and explains why they are likely duplicates or not. For fraud, the model flags inconsistent stories, unusual vendors, suspicious wording and policy violations, and then presents a risk summary for a human reviewer to decide on.
You don’t need a full data science team, but you do need a few key capabilities to implement ChatGPT for duplicate and fraudulent claims effectively:
- Access to your expense, card and receipt data via APIs or exports.
- Engineering capacity to integrate ChatGPT into your existing tools or build a small internal web app.
- Finance and compliance experts who can translate your travel & expense policy into clear, machine-readable rules and examples.
Reruption typically works with a small cross-functional team: one or two finance stakeholders, one product/operations owner and 1–2 engineers. With this setup, you can move from idea to a working prototype in a matter of weeks.
Timelines depend on your data landscape and integration complexity, but a focused AI proof of concept for expense control can be built in a few weeks. In our experience, you can:
- Validate feasibility and get a working prototype in 3–4 weeks.
- Run a live pilot on a subset of employees or categories over 4–8 weeks.
- Roll out gradually to the broader organization within a few months, once thresholds and workflows are calibrated.
Meaningful results – like new duplicates discovered, reduced review time, or clearer audit trails – typically show up already during the pilot phase, because you’re analyzing 100% of selected claims instead of a small sample.
The ROI comes from three main sources: reduced leakage, lower manual effort and stronger controls. By letting ChatGPT review every claim for duplicates and anomalies, companies often uncover a long tail of issues that manual spot checks never catch. Even a small percentage reduction in false reimbursements can pay for the system many times over in larger organizations.
On top of that, finance teams save time: AI-generated risk summaries mean reviewers focus only on exceptions instead of reading every receipt in detail. Finally, consistent, documented AI checks strengthen your internal control system, which can reduce audit findings and the need for costly remediation work later.
Reruption supports you from idea to working solution using our Co-Preneur approach. We start with a focused AI PoC (9,900€) to prove that ChatGPT can reliably flag duplicate and fraudulent claims on your real data. This includes use-case scoping, model selection, rapid prototyping and a clear performance evaluation.
If the PoC meets your criteria, we then help you integrate the AI reviewer into your existing finance stack, design workflows and thresholds with your finance and compliance teams, and train reviewers to work effectively with the copilot. Because we embed like co-founders rather than traditional consultants, the outcome is not a slide deck but an internal AI capability your team can operate and evolve.
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