
Comprehensive Bookkeeping Services
Professional bookkeeping and payroll for small businesses and nonprofits
Chesapeake Ledger Co., located in Southern Maryland provides professional bookkeeping and integrated payroll services tailored to small businesses and nonprofits. Our team conducts monthly reconciliations to ensure bank and ledger balances are accurate, prepares clear financial statements for board review or lender requests, and delivers cash-flow visibility so you can manage day-to-day operations and plan for growth. We create tailored reporting packages that surface the KPIs and departmental details you need, and we integrate payroll with cloud accounting workflows to reduce manual data entry and minimize errors. Records are maintained audit-ready through systematic processes and internal controls, and we provide ongoing financial support and advisory to keep your books current and compliant. Whether you require regular bookkeeping, a one-time cleanup, or continuous payroll integration, Chesapeake Ledger Co. builds practical, reliable workflows for businesses and nonprofits in Great Mills and the surrounding communities.
Visualized Financials and Secure Records
Chesapeake Ledger Co., based in Southern Maryland, presents a clear, secure image grid that represents the bookkeeping and payroll deliverables we provide. Each visual corresponds to a process we manage and the tools we use — reconciled bank statements, month-end reports and cash-flow dashboards, payroll records, and organized ledgers — illustrating how we turn raw transactions into audit-ready records. We combine automated bank feeds and reconciliation workflows with disciplined month-end close procedures and encrypted record storage to deliver clarity, compliance, and fast retrieval for your business.
Save More When You Pay in Advance
Choose the payment schedule that works best for your business or nonprofit and save when you prepay for eligible recurring services.
- Quarterly Prepayment — Save 3%
- Semi-Annual Prepayment — Save 5%
- Annual Prepayment — Save 10%
Whether you choose Bookkeeping, Payroll, CFO Advisory, Virtual Assistant support, or one of our bundled solutions, prepaying is an easy way to lower your overall service cost while keeping the support your organization needs.
Prepayment discounts apply to eligible recurring base service fees. Per-employee charges, software fees, overages, one-time projects, onboarding, and other variable or add-on services are not included in the discount.

Ledger Essentials - Starting at $299/mo
Clean ledgers matched to bank activity
For small businesses and nonprofits that need dependable monthly bookkeeping and clean, organized financial records.
- Up to 100 monthly transactions
- Up to 2 financial accounts
- Transaction categorization
- Bank & credit card reconciliations
- Monthly Profit & Loss statement
- Monthly Balance Sheet
- Basic month-end review
- Email support

Ledger Plus - Starting at $499/mo
Actionable reporting that drives decisions
For growing organizations that want greater visibility into their numbers and financial performance.
- Everything in Ledger Essentials
- Up to 250 monthly transactions
- Up to 4 financial accounts
- Monthly financial summary
- Accounts receivable monitoring
- Accounts payable monitoring
- Basic cash-flow reporting
- 30-minute quarterly financial review

Ledger Complete - Starting at $799/mo
Accurate payroll runs with secure documentation
For organizations that want a more fully outsourced financial back office.
- Everything in Ledger Plus
- Higher transaction & account limits based on scope
- Monthly management reporting
- Budget vs. actual reporting
- Cash-flow monitoring
- Accounts receivable & payable oversight
- Custom financial reporting
- 30-minute monthly financial review
Final pricing is based on transaction volume, account volume, complexity, and service needs. A custom quote is provided after your consultation.

Add-Ons Available for Any Package
Structured records for easy retrieval and review
- Payroll management — starting at $110/month
- Timekeeping management — starting at $65/month
- Employee payroll onboarding — $40/employee
- Accounts payable management — $150/month
- Accounts receivable management — $150/month
- Additional financial accounts — $25/account per month
- Additional financial reviews — $125/session
- Custom management reporting — $100/month
- Budget creation — starting at $300
- Cash-flow forecast — starting at $250
- QuickBooks setup — starting at $350
- QuickBooks cleanup / catch-up — starting at $75/hour
- Historical bookkeeping — starting at $300/month reconstructed
- 1099 preparation assistance — starting at $150 (records assistance only, not filing)
Need payroll or administrative support too? Ask us about bundling Bookkeeping with Payroll or Virtual Assistant services and save.
Contact and Consultation
Ready to simplify your books? Contact Chesapeake Ledger Co. in Great Mills for a free consultation. Share your needs through our contact form so we can prepare custom pricing, an onboarding timeline, and payroll support tailored to your operations. When you submit the form, please include the following details to help us deliver an accurate proposal: the nature of your business, typical monthly transaction volume, current accounting software or systems in use, payroll frequency and number of employees or contractors, and your desired start date. Providing recent financial statements or a sample payroll period speeds the assessment and onboarding estimate. What to expect after you reach out: we respond promptly with a summary of recommended next steps, a clear proposal that outlines custom pricing and an estimated onboarding timeline, and an option selection for ongoing bookkeeping on a monthly or quarterly cadence. If payroll services are requested, our response will include implementation steps for payroll setup, required documentation, and projected timelines for the first payroll run. Chesapeake Ledger Co. provides bookkeeping and payroll services from our Great Mills office and supports small and medium businesses across St. Mary’s County and the Chesapeake Bay region. Our bookkeeping plans include reconciliations, financial statement preparation, and categorized transaction management. Payroll services include payroll processing, tax filings, direct deposit setup, and contractor payments. To get started, use the contact form on this page or email info@chesapeakeledgerco.com with a brief description of your needs and any files you want us to review. You can also call the phone number listed in the site footer during business hours to speak with our client intake team. After your initial consultation, we will send a written proposal with pricing options, a customized onboarding checklist, and a scheduled kickoff date so you know exactly what to expect. We look forward to helping you bring clarity to your financials and freeing you to focus on running your business.
