DMW Advisory

Simple or Detailed? How to Right-Size Your Financial Systems for Your Stage

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Do you really need class tracking, departments, or 5 decimal places? A guide to prioritizing clarity and scalability in your books without getting bogged down.

Your new controller just presented their “vision” for your financial systems: 200 general ledger accounts, class tracking by product line, department codes for your 12-person team, location tracking for your single office, and project codes for every initiative. They promise it will give you “complete visibility.” Six months later? Your monthly close takes three weeks. Your reports are unreadable. Your team spends more time coding transactions than analyzing results. And that “complete visibility”? It’s buried under so much noise that no one can find the signal. We see this movie play out constantly at DMW Advisory. Well-meaning finance professionals implement Fortune 500 complexity at Series A companies.

Or worse—founders running on minimal systems suddenly realize they can’t answer basic investor questions because their books are too simple. The truth is, there’s no universal “right” level of financial detail. What you need at $500K in revenue will frustrate you at $5M and completely break at $50M. The art is building systems that give you clarity today while creating a foundation for tomorrow—without drowning in unnecessary complexity.

The Hidden Cost of Getting It Wrong  When You’re Over-Engineered:

Time drain: Your team wastes hours categorizing immaterial transactions
Analysis paralysis: Reports become so detailed they’re unusable
Slow decisions: More data doesn’t mean better insights—often the opposite
Team frustration: Non-financial leaders tune out complex reports
Expensive mistakes: Miscoding in complex systems compounds errors

When You’re Under-Built:

Blind spots: Can’t answer basic questions about profitability or efficiency
Fundraising delays: Due diligence reveals gaps that shake investor confidence
Poor resource allocation: No visibility into what’s working or why
Reactive management: Problems surface too late to fix efficiently
Growth constraints: Systems break just when you need them most

The sweet spot? Systems that are sophisticated enough to drive decisions but simple enough to maintain efficiently.

A Framework for Right-Sizing Your Financial Architecture

At DMW Advisory, we use a simple principle: Your financial systems should match your decision

making needs, not your theoretical capabilities.

Ask yourself:

  1. What decisions do we make monthly that require financial data?
  2. What level of detail would change those decisions?
  3. What reporting do our stakeholders (board, investors, leadership) actually use?
  4. Where will we be in 12-18 months, and what foundation do we need?

If the detail doesn’t drive decisions or meet compliance needs, it’s probably unnecessary complexity.

What You Actually Need at Each Stage Pre-Revenue to $1M ARR: Foundation Phase
Keep it simple.

Your focus should be on accuracy and basic visibility.

Chart of Accounts:
30-50 accounts maximum
5-10 revenue accounts
20-30 expense accounts
Basic balance sheet structure

What to track:

Revenue by main source (product vs. services)
Major expense categories: Payroll, Marketing, Software, Professional Services, Other
Cash vs. accrual (move to accrual by $500K)

What to skip:

Department tracking (you don’t have departments yet)

Complex class tracking

Project codes (unless grant-funded)Multi-entity structures (unless legally required)

Tools: QuickBooks Online or similar, basic expense management, simple payroll

DMW Advisory insight: Even at this stage, structure matters. We help early companies build clean,

scalable foundations that won’t require massive rework later.

$1M to $5M ARR: Growth Phase

Add strategic visibility. You need insights, not just records.

Expand your structure:

Revenue segmentation (by product line or customer type)

Functional expense categories (Sales, Marketing, Product, G&A)

Basic customer acquisition cost (CAC) tracking

Gross margin visibility

Consider adding:

Class tracking IF you have distinct business lines

Basic tagging for major initiatives

Customer-level profitability (for enterprise deals)

Vendor management systems

Still skip:

Department codes for teams under 10 people

Location tracking (unless multi-geo)

Excessive sub-accounts

Complex approval hierarchies

DMW Advisory approach: This is where our FP&A services shine. We help you add meaningful detail

while maintaining simplicity. Think “insights per hour of effort” rather than “maximum possible detail.”

$5M to $20M ARR: Scale Phase

Build for analytics. Multiple stakeholders need different views of the same data.

Now you need:

Department-level P&LsProduct or service line profitability

Cohort analysis and unit economics

Multi-dimensional reporting

Budget vs. actual by department

Board-ready reporting packages

Smart additions:

Automated expense categorization

Department codes aligned to org structure

Rolling forecasts integrated with actuals

KPI dashboards for each function

Revenue recognition automation

Careful with:

Over-segmenting revenue

Creating codes for temporary projects

Tracking below material thresholds

Building for edge cases

The DMW Advisory difference: We’ve seen companies waste months building complex systems they

don’t need. Our team helps you implement exactly what drives value—nothing more, nothing less.

$20M+ ARR: Sophistication Phase Enterprise-grade with startup agility.

Full implementation:

Multi-entity consolidation

Intercompany transactions

Advanced revenue recognition

Cost center management

Transfer pricing

Predictive analytics

But maintain simplicity through:Automated workflows

Exception-based reporting

AI-aided categorization

Role-based dashboards

Single source of truth principles

The Progressive Enhancement Approach

The best financial systems aren’t built all at once—they evolve. Here’s how we recommend approaching

it:

Year 1: Nail the Basics

Clean chart of accounts

Reliable monthly close

Cash flow visibility

Basic P&L by function

Year 2: Add Intelligence

Automated reporting

KPI dashboards

Cohort analysis

Department visibility

Year 3: Scale Systems

Advanced analytics

Predictive modeling

Real-time reporting

Full automation

Each phase builds on the previous, ensuring you’re never reworking fundamentals.

Common Over-Engineering Traps to Avoid

  1. The “We Might Need It” Syndrome

Adding complexity for hypothetical future needs. Build for the next 12-18 months, not the next decade.2. The “Industry Standard” Fallacy

Copying another company’s chart of accounts without considering your unique needs. Your business

model should drive your financial structure.

  1. The “Maximum Granularity” Mistake

Tracking every possible dimension because you can. If you’re not analyzing it monthly, you probably

don’t need it.

  1. The “Perfect System” Paralysis

Spending months designing the ideal setup while operating blind. Better to start simple and iterate.

  1. The “Technology First” Approach

Buying expensive software before defining your needs. Process first, technology second.

Signs You’ve Hit the Right Balance

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The DMW Advisory Approach: Start Simple, Scale Smart

We’ve helped hundreds of companies navigate this balance. Our philosophy:

  1. Begin with the End in Mind

We design systems that can scale 10x without fundamental rework. This means thoughtful structure from

day one, but only implementing what you need now.

  1. Automate Before You Complicate

Often, the solution isn’t more detail—it’s better workflows. Our AI-aided processes and modern tech

stack mean you get insights without manual complexity.

  1. Measure What Matters

We help you identify the 5-10 metrics that actually drive your business, then build systems to track them

efficiently. Everything else is secondary.

  1. Iterate Based on UseWe review system effectiveness quarterly. What reports go unread? What questions can’t we answer?

Continuous refinement beats big bang implementations.

  1. Integration Over Isolation

Your financial systems should connect seamlessly—from expense management to revenue recognition to

reporting. We build connected ecosystems, not isolated tools.

Practical Next Steps

If You’re Just Starting:

  1. Audit your current setup: List every account, tag, and dimension you track
  2. Map to decisions: Note which data actually influences choices
  3. Identify gaps: What questions can’t you answer that matter?
  4. Simplify first: Remove unused complexity before adding new elements

If You’re Scaling:

  1. Document your reporting rhythm: Who needs what data when?
  2. Survey stakeholders: What additional visibility would change their actions?
  3. Design for the next stage: Build with 18-month growth in mind
  4. Automate before expanding: Use technology to manage complexity

If You’re Restructuring:

  1. Start with process: Define workflows before selecting systems
  2. Pilot changes: Test new structures with one month of data
  3. Train thoroughly: Systems fail when people don’t understand them
  4. Plan the migration: Clean data transition is crucial

Red Flags That You Need Help

🚩 Your monthly close is getting longer, not shorter

🚩 Different teams report different numbers for the same metric

🚩 You’re avoiding analysis because data gathering takes too long

🚩 Board members consistently ask questions you can’t answer

🚩 Your chart of accounts is either 15 lines or 500—no middle ground

🚩 You’re considering a complex ERP but still using basic spreadsheets

If any of these resonate, it’s time to reassess your financial systems architecture.The Bottom Line: Clarity Beats Complexity

The goal of financial systems isn’t to track everything possible—it’s to drive better decisions faster. The

right level of detail depends entirely on your stage, strategy, and stakeholders.

Too simple, and you’re flying blind. Too complex, and you’re drowning in data without insights. The sweet

spot? Systems sophisticated enough to answer your key questions but simple enough to maintain

efficiently.

At DMW Advisory, we’ve mastered this balance. We help companies build financial systems that provide

clarity today while scaling for tomorrow. Whether you’re moving from spreadsheets to your first real

accounting system or restructuring complex operations for efficiency, we bring the experience to get it

right.

Because in the end, the best financial system is the one that helps you make confident decisions quickly

—everything else is just overhead.

Ready to right-size your financial systems? Let’s talk about where you are and where you’re headed.

[Schedule a Financial Systems Assessment]

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