Why Businesses Question Their Accounting Software: 7 Trust-Breakers You Can Fix

Written by Ben Falloon | Published on November 3, 2025 | 11 min read

Accounting software problems refer to gaps or issues in how financial systems record, process, or display business data. These problems create confusion and reduce trust in the created financial statements.

Does your accounting software produce mismatched reports in 2025? Facing data loss, theft, or compliance issues even after paying all those extra costs? There are high chances you are facing several trust breakers or accounting software problems.  

Studies show that about 26% users of accounting software have reported data loss, and 21% are concerned about additional costs. If you have also started doubting the integrity of your financial statements, it’s time to fix these seven major trust breakers hiding inside most accounting setups. Read till the end!

 

7 Common Accounting Software Problems 2025 [With Their Easy Fixes]

Most VPs, directors, and senior managers of growing D2C companies lose trust in their accounting software when it regularly produces surprises in the form of:

  • Reports that never match bank statements, sales systems, or internal trackers.
  • Data that looks incomplete, duplicated, or inconsistent from one period to the next.
  • Numbers that cannot be traced back to clear entries, documents, or reliable audit trails.

The sorry result? Leaders start feeling that “the books” do not represent a true and fair view. But there is a good part too? Most of these trust-breakers are fixable with better configuration, process design, and controls around the system. Below are seven common accounting software problems most leaders face, along with their easy fixes:

1. When Numbers Don’t Match Across Systems

Your accounting software should give you the same numbers you see in your:

  • Bank account
  • Sales reports
  • Payroll files
  • Spreadsheets

When these numbers don’t match, the entire system becomes hard to trust. This gap usually comes from:

  • Incorrect data entry
  • Wrong account settings
  • Calculation mistakes inside the system
  • Different posting rules are used in different modules.

How to Fix

  • Use one clear set of posting rules for all modules (sales, payroll, banking) and document them.
  • Reduce manual keying by using imports or integrations.
  • Add simple review and reconciliation steps for cash, revenue, payables, and payroll.

 

2. When Your Data Becomes Unreliable

Accounting software depends on 100% accurate + complete data. Usually, accounting software problems start to appear when you have:

  • Duplicate customer/ vendor records
  • Missing fields
  • Corrupted transactions

These issues often come from failed imports, system crashes, faulty integrations, or changes made to old transactions without control. Now, when the data is unreliable, even correct reports appear wrong because the base information is inconsistent.

How to Fix

  • Use validation checks during imports and make some fields mandatory.
  • Track edits on sensitive records with audit logs.
  • Set up scheduled backups and regular data checks so you can catch and correct issues early.

 

3. When Different Systems are Not Integrated

Many businesses run separate tools for:

  • Sales
  • Payroll
  • Inventory
  • Banking

When these systems are not connected to your accounting software, your team must enter the same data multiple times. This creates:

  • Timing gaps
  • Inconsistent entries
  • Missing transactions
  • The need for a lot of manual reconciliation

Business owners often think there are accounting software problems, but the real issue is that information sits in different systems with no link between them.

How to Fix

  • Integrate your core systems (CRM, ERP, banking, payroll) so data flows automatically instead of being retyped.
  • Choose a central system of record for each type of transaction—for example, CRM for sales details and accounting for final revenue.
  • Try to keep financial data in one place to avoid chasing updates across multiple tools.

 

4. When Security Gaps Create Doubt

As a VP or director of a D2C company, you must realize that accounting data is “sensitive”. It can be altered (without anyone noticing) if:

  • Too many people have access to it

or

  • The system does not track who changed what

Weak access rules, missing audit trails, or unclear cloud-vendor practices can lead to data theft and fraud.

How to Fix

  • Set clear roles so each user only sees and performs tasks they need.
  • Separate duties for high-risk actions, such as:
    • Vendor edits
    • Journal entries
    • Payments
  • Choose software with:
    • Strong encryption
    • Compliance certifications
    • Detailed audit logs.
  • Review the audit logs regularly.

 

5. When You Can’t See How Numbers Were Built

Do you know when people lose trust in accounting software? That is when they cannot trace how a particular accounting balance was created. If there is no easy way to “drill down” from a financial statement to the exact journal entries or documents, the numbers feel “hidden.”

This usually happens when the system has:

  • Limited drill-down reporting
  • Unclear adjustment history
  • Missing explanations for variances.

If an account shows a sudden jump, but you cannot see which entries caused it, the entire result becomes questionable. Reviewers then spend hours searching for answers outside the system, which wastes time and slows decision-making.

How to Fix

  • Use reporting tools that allow full drill-down to journals and source documents.
  • Build standard month-end checklists and supporting schedules so each balance has a backup.
  • Keep documentation for adjustments so reviewers can understand why each change was made.

 

6. When the System Feels Hard to Use

Sometimes the problem is not the software itself but how it was set up! Let’s have a look at some common setup issues that can create accounting software problems:

Issues Explanation
Overcomplicated Setup
  • The chart of accounts may have too many codes.
  • Tax settings may be unclear, or dimensions may be unnecessary. 
  • This makes everyday tasks confusing and increases posting mistakes.
Workflows That Don’t Match Real Processes
    • If sales, purchases, or payroll steps inside the system don’t reflect how your team actually works, users take shortcuts or skip fields.
  • This leads to wrong entries.
Missing or Uneven Training
  • When staff don’t know the correct path for each transaction, they enter data differently. 
  • This inconsistency creates errors that look like accounting software problems.
Poor Initial Configuration
  • If defaults, rules, and integrations were never set up cleanly during implementation, the system produces:
    • Mismatched totals
    • Timing gaps
    • Incomplete records.

How to Fix

  • Simplify account structures, tax codes, and dimensions.
  • Align workflows with how your finance team actually works day to day.
  • Provide role-based training and short, clear SOPs, so staff know the correct steps for each transaction type.

 

7. When Setup and Migration Go Wrong

Did you rush to a new accounting system without proper checks? There is a high chance that accounting software problems will happen from the very first day! If old data is brought in with wrong account mappings, missing balances, or mismatched opening numbers, the new system starts with errors already built into it.

The worst? These problems continue to show up later as unexplained differences in:

  • Revenue
  • Expenses
  • Cash
  • Inventory

As a result, your team keeps reconciling the same accounts month after month without finding the root cause because the issue lies in the original migration. In such situations, most growing D2C companies assume the “software is buggy”, but in most cases, the setup and data transfer were not handled with enough structure or verification.

How to Fix

  • Treat the migration as a proper project: 
    • Clean your old data
    • Test the mapping in a sandbox
    • Confirm that trial balances match before going live.
  • After the new system starts, run the old and new reports side by side for a few cycles.
  • Compare results, identify gaps, and fix issues early so errors do not carry forward.

 

Got Tired of Using Accounting Software? Why Not Outsource to Atidiv and Save Up to 60% Costs?

So now you know about the seven trust breakers or accounting software problems that can make you lose trust in the financial reports generated, and may make you feel these numbers do not present a true and fair view. 

Let’s recap the 7 accounting software problems we read about above:

  1. Mismatched numbers across the system
  2. Corrupted or messy data
  3. Systems that don’t connect
  4. Weak security controls
  5. Poor visibility into entries
  6. Confusing setup and workflows
  7. Faulty implementation or migration

If you are tired of handling accounting software problems or don’t have dedicated staff to support the system, you can hire leading accounting outsourcing companies, like Atidiv. 

We are a US accounting firm with 16+ years of experience, a 95% client retention ratio, and deliver 100% accuracy.

The best part? Our clients have achieved up to 60% cost savings compared to running in-house teams. Start at only $15 per hour today and access our network of 390,000+ Chartered Accountants and CPAs. Schedule a free call to learn more.

 

Accounting Software Problems FAQs

1. Why does my accounting software always show different numbers than my bank or sales systems?

This usually happens when data is:

  • Entered manually
  • Posted with the wrong rules
  • Pulled from systems that are not properly integrated.

When information flows through separate tools, small timing gaps and posting mistakes create big mismatches.

 

2. How do I know if my accounting data is corrupted or incomplete?

You should look for certain warning signs, such as:

  • Duplicate invoices
  • Missing fields
  • Unexplained balances
  • Sudden jumps in accounts

These issues often come from failed imports or uncontrolled edits. Regular data checks, validation rules, and audit logs can allow you to catch problems early and keep your financial records clean.

 

3. Why does my accounting software feel slow or confusing for my team?

The real issue is usually the setup, not the software! When your accounting setup has too many account codes, confusing steps, or staff who aren’t sure what to click, daily work becomes slow and error-prone. 

Solution? If you simplify the structure and train each person on only what they need, most of the confusion disappears.

 

4. What should I watch out for during a system migration in 2025?

In 2025, most errors still come from:

  • Poor mapping
  • Unreliable legacy data
  • Rushing the go-live

If opening balances or historical records move incorrectly, the new system starts with built-in mistakes. Thus, you should always cleanse data, test in a sandbox, and run parallel reports to reduce these risks.

 

5. How do I protect my accounting system from unauthorized changes or fraud?

To make it more secure, you may:

  • Set clear role-based access
  • Separate high-risk duties
  • Use approval workflows for payments and vendor edits

Also, you pick a software that tracks every change with a detailed audit trail. Regular reviews of these logs allow you to spot unusual activity before it becomes a serious problem.

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