Contractor Financial Tracking for Daily Operations

PocketBoss organizes contractor income, expenses, receipts, invoices, and Project costs. It supports your bookkeeping workflow but does not replace a general ledger, bank reconciliation, payroll, tax preparation, or professional accounting advice.

From $19.99/month. No accounting degree required.

The Real Cost of Bad Financial Tracking

Shoebox full of receipts

Incomplete expense records and a harder accountant handoff

→ Digital expense tracking with photo capture

No idea if profitable

Taking bad jobs, underpricing, cash flow surprises

→ Project profitability from recorded costs and revenue

Tax time panic

Scrambling for documents and paying for cleanup

→ Year-round receipt organization and data exports

Cash flow blindness

Late follow-up and uncertain receivables

→ Invoice status, due dates, and receivables visibility

Manual bookkeeping

Repeated entry and records spread across systems

→ AI receipt capture and simple expense tracking

No financial insights

Bad business decisions, missed opportunities

→ Clear reports that guide decisions

What Poor Accounting Really Costs Contractors

Overpaying Taxes

Missing deductions, poor documentation

Bad Decisions

Taking unprofitable jobs, wrong pricing

Cash Crunches

Surprise shortfalls, credit problems

Financial Clarity Without the Complexity

PocketBoss is built for contractor operations. Use it for source records and field-to-invoice workflows, then sync or export the supported data your accounting process needs.

Income & Expense Tracking

Record operational income and expenses, attach receipt photos, and use AI OCR to read available receipt fields for your review.

✓ Keep cleaner source records

Job Costing

For Projects, compare the budget with recorded labor, expenses, subcontractor costs, and invoices. Results depend on complete data entry.

✓ Review recorded Project profitability

Invoice & Payment Tracking

See who owes what. Track payment status. Optional automatic overdue reminders. Spot aging invoices fast.

✓ Make open balances easier to follow up

Accountant-Ready Records

Organize receipts and operational expenses, export available reports, or sync supported data with QuickBooks Online. Your accountant decides tax treatment.

✓ Reduce year-end record gathering

Operational Financial Views

Review revenue, expenses, outstanding invoices, time, and Project profitability from the data entered in PocketBoss.

✓ Make smarter business decisions

QuickBooks Sync

Already on QuickBooks Online? Sync your PocketBoss data so your books and your field operations stay in step.

✓ Keep your accountant happy

Operational Records That Fit Contractor Work

Daily Operations

Morning

Review open invoices, recently recorded payments, and operational expenses. Bank cash and reconciled balances remain in your accounting or banking system.

On the Job

Photograph a receipt, review the OCR fields, choose the expense category, and link it to the appropriate Project when applicable.

End of Day

Review sent invoices, payments, receipts, and Project entries. PocketBoss organizes operational records; it does not reconcile or close your books.

Month-End and Accountant Handoff

Monthly Review

Review Project profitability and revenue or expense views using the costs and payments your team actually recorded.

Quarterly Taxes

Export supported operational reports or sync supported data to QuickBooks Online. Your accountant calculates taxes and determines deductions.

Year-End

Share the available records with your bookkeeper or CPA. Confirm completeness and retention requirements with that professional.

What This Means for Your Business

Clear

Financial picture

Better

Business decisions

Cleaner

Accountant handoff

Less

Stress

Compare Your Accounting Options

FeaturePocketBossManual/SpreadsheetsQuickBooks
Primary purposeContractor operationsProfessional bookkeepingGeneral-ledger accounting
Monthly costFrom $19.99/monthBookkeeper fees add upTiered plans plus add-ons
WorkflowJobs, Projects, invoices, expensesRecords and reconciliationBooks, reports, tax support
Project costingBudgets, labor, expenses, invoicesDepends on processAvailable by plan and setup
Receipt capturePhoto and OCR reviewDepends on processAvailable features vary
Tax workflowSource records and exportsProfessional preparation supportAccounting records and reports
Receivables viewOpen and overdue invoicesDepends on cadenceAccounting reports
Mobile accessNative iOS and Android apps plus webDepends on providerWeb and mobile app
Contractor focus✓ Built for tradesGenericGeneric business
SupportEmail support includedAccountant feesVaries by plan

Review Project Profitability from Recorded Inputs

Project Revenue and Cost Review

Enter Relevant Costs

Record labor, expenses, and accepted subcontractor costs against the Project. Add overhead only if your process records it.

Current Profitability View

Compare entered costs with linked invoices as the Project record develops.

Historical Analysis

Use completed Project records as one input when reviewing future estimates.

Better Estimates

Compare prior recorded inputs with new scope and field conditions before setting a price.

Illustrative Project Math

Contract Amount:$12,500

Materials:-$4,200
Labor (45 hours):-$3,375
Subcontractor (electric):-$1,200
Overhead (15%):-$1,875

Net Profit:$1,850 (14.8%)

This arithmetic is an example, not a PocketBoss customer result. The profitability view depends on complete, correctly categorized inputs and does not replace reconciled accounting.

Organize Records for Your Tax Workflow

Record Potential Business Expenses

  • Vehicle mileage
  • Tool purchases
  • Office expenses
  • Insurance premiums
  • Phone & internet
  • Professional fees

Document Everything

  • Photo receipt capture
  • Digital storage
  • Records ready for review
  • Organized documentation
  • Expense notes
  • Category tracking

Accountant Handoff Options

  • Revenue vs expense reports
  • Expense summaries
  • Job profitability reports
  • Mileage logs
  • QuickBooks sync
  • Export to CSV and PDF

Good source records can make tax preparation easier, but PocketBoss does not determine deductibility, calculate tax, or guarantee savings. Have a qualified tax professional review your records.

Accounting Software for Every Trade

HVAC

Track equipment costs, service agreements, seasonal fluctuations

Plumbing

Material markups, emergency rates, fixture inventory

Electrical

Wire & component tracking, panel costs, permit fees

General Contractor

Subcontractor payments, retainage, progress billing

Roofing

Material waste factors, warranty reserves, weather delays

Landscaping

Seasonal income, equipment depreciation, material costs

Painting

Paint inventory, labor rates, square footage pricing

Handyman

Mixed service types, small job tracking, hourly vs fixed

Common Questions About Contractor Accounting

Do I really need accounting software as a small contractor?

Every business needs an appropriate bookkeeping and tax process. PocketBoss can supply contractor operational records, but it is not a general ledger or a substitute for the accounting system and professional advice your business requires.

How is this different from QuickBooks?

QuickBooks Online is accounting software. PocketBoss is contractor-operations software for customers, Jobs, Projects, schedules, time, estimates, invoices, payments, and entered expenses. Many businesses can use both through the QuickBooks Online sync.

Will my accountant accept PocketBoss reports?

Ask your accountant which records and format they require. PocketBoss provides supported CSV and PDF exports and a QuickBooks Online sync, but those operational reports do not replace general-ledger or tax reports.

How does receipt tracking work?

Upload a receipt photo, review the fields AI OCR can read, correct anything it missed, choose the category, and link the expense to a Project when appropriate. Keep the original record according to your accountant's retention advice.

Can I track Project profitability?

Yes. A Project can compare its budget with recorded labor, expenses, subcontractor costs, and invoices. The result is only as accurate as the data entered and is not a substitute for reconciled accounting profit.

Does it work with QuickBooks?

Yes. PocketBoss includes a QuickBooks Online sync for supported customer, paid-invoice, and payment data. Keep QuickBooks or another system for the general ledger, reconciliation, tax, payroll, and other accounting controls you need.

How long does setup take?

Setup depends on your customer data, services, team permissions, Project workflow, and integrations. PocketBoss itself does not require a chart of accounts because it is not a general-ledger system.

Will this really save me money on taxes?

PocketBoss can help organize receipts and expense records, but it cannot determine whether an item is deductible or guarantee tax savings. Have a qualified tax professional classify expenses and calculate your tax.

Can I try it before committing?

Yes. Start with the current 14-day trial and evaluate the operational workflows and integrations your business needs before subscribing.

Is PocketBoss worth it for accounting?

The value depends on which customer, Job, Project, schedule, time, estimate, invoice, payment, expense, and reporting workflows it replaces for your team. Do not base the decision on promised tax savings.

The Operational Value of Better Records

What organized contractor records can support:

Tax Preparation Support

Receipt photos, mileage records, expense categories, exports, and QuickBooks sync can give your tax professional cleaner source data to review.

Better Pricing

Compare estimate assumptions with Project labor, expenses, subcontractor costs, and invoices where your team recorded complete data.

Receivables Visibility

Review open and overdue invoices, payment status, and due dates. Bank balances, forecasting, and reconciliation remain in your accounting or banking system.

Time Savings

Keep field receipts, Project entries, invoices, and payment records in a consistent workflow so there is less information to reconstruct later.

From $19.99/month, connect contractor operations with cleaner financial source records while keeping formal accounting in the right system.

Bring Cleaner Records Into Your Contractor Workflow

Track the operational details behind customers, Jobs, Projects, invoices, payments, receipts, and expenses, then hand supported data to your bookkeeping process.

From $19.99/month. No accounting degree required. Cancel anytime.

Need the collections side too? Read the contractor cash-flow guide.

Written by Blake McAmis, Founder of PocketBoss

Learned the hard way that poor accounting kills contractor businesses. Built PocketBoss to make financial management simple and accessible for all contractors.

Connect on LinkedIn