Expert bookkeeping and financial management for small businesses and entrepreneurs who need accurate books, actionable insights, and total peace of mind.
Accurate, timely categorization of every transaction. Monthly reconciliations, P&L statements, and balance sheets delivered on schedule — every time.
Core Service
02
Accounts Payable & Receivable
Full management of your cash flow cycle. We track invoices, schedule payments, and follow up on receivables so you stay liquid and informed.
Add-On
03
Payroll Processing
Reliable, compliant payroll for teams of any size. Direct deposits, payroll tax filings, and W-2 preparation handled with precision.
Add-On
04
Tax-Ready Financials
Year-round preparation so tax season is never a scramble. Your CPA gets clean, organized books and supporting documents — ready to file.
Year-Round
05
Financial Reporting & KPIs
Beyond basic books — monthly dashboards, trend analysis, and KPI tracking that translate your numbers into strategic decisions.
Advisory
06
Catch-Up & Clean-Up
Months or years behind? We untangle messy books, reconcile backlogs, and get you current — no judgment, just results.
One-Time
How It Works
From onboarding to ongoing clarity.
01
Discovery Call
A focused 30-minute consultation to understand your business structure, current pain points, software stack, and financial goals.
02
Onboarding & Access
Secure credential sharing, chart of accounts setup, integration with your accounting software, and a clear workflow agreed upon together.
03
Monthly Rhythm
Predictable deliverables on a set schedule — reconciled books, reports, and a brief check-in so you always know where you stand.
04
Strategic Review
Quarterly financial review sessions to identify opportunities, flag risks, and ensure your books are supporting your next stage of growth.
Investment
Transparent pricing. No surprises.
Each step up changes what you get, not just the volume. Essentials tells you what happened, Growth explains it, and Premier helps you decide what to do next.
More than one business or over 500 transactions a month? Custom plans start at $1,750. One-time setup from $350, waived when you start with catch-up.
Catch-Up · From $175 per month behind
Behind on your books? Catch-up starts at $175 per month behind, quoted as one flat price before any work begins. Get all of 2026 reconciled and CPA-ready before tax season. No setup fee when you continue on a monthly plan.
Add-Ons · From $45 per month
Payroll processing, bill pay and invoicing are never bundled into a plan, so you pay only for the work you hand off. See all add-ons.
Add-ons12 flat-priced extras+
Flat monthly or one-time prices. Add any of them to any plan.
Extra account
$45/mo each
Extra 100 transactions
$95/mo
Class or location tracking (up to 5)
$60/mo
Invoicing and collections (up to 30 invoices)
$195/mo
Bill pay through BILL (up to 30 bills)
$225/mo, +$95 per extra 30
Payroll processing, up to 10 employees
$125/mo
Payroll processing, up to 25 employees
$225/mo
Sales tax filing, monthly filer
$95/mo per state
Sales tax filing, quarterly filer
$150/quarter per state
1099 filing, up to 10 forms
$195/yr, then $12 per form
Annual budget build
$450 one-time
Conversion to QuickBooks Online
$450 one-time
Extra accounts with fewer than 10 transactions a month are free.
Payroll provider fees (Gusto or QuickBooks Payroll) are billed to you separately by the provider.
Premier already includes 1099 filing (up to 10 forms) and the annual budget build.
You pay Intuit directly for your QuickBooks Online subscription.
What setup covers8 steps, one-time fee+
A one-time fee that gets your books ready for a clean monthly routine.
Review of your current books and software
Secure access: QuickBooks accountant invite, read-only bank access and a TaxDome client portal
Chart of accounts review and cleanup
Bank feeds and categorization rules
Opening balances checked against your last statements
Payroll provider and 1099 vendor list setup (Growth and Premier)
KPI and budget baseline (Premier)
A 30-minute kickoff call to confirm your monthly schedule
Catch-up clients pay no setup fee when they continue on a monthly plan. The catch-up work already covers setup.
Setup assumes you're already on QuickBooks Online. Converting from other software is a separate $450 add-on.
Ready to stop guessing and start knowing?
Your first consultation is free. No commitment required.
Answer a few quick questions and I'll reach out within one business day with a tailored proposal and suggested engagement.
No obligation. No pressure. Just a conversation to see if we're the right match for your business.
◆ Takes about 3 minutes to complete
◆ Response within 1 business day
◆ Free 30-minute discovery call included
◆ No commitment. No credit card. No pressure.
◆ Pricing confirmed before any work begins
✓
Inquiry Received
Thank you for reaching out. I'll review your information and be in touch within one business day with next steps.
OBSIDIAN
Why Us
Not just a bookkeeper. A compliance-minded partner.
Most bookkeepers track what happened. At Obsidian Ledgers, we're built to stay ahead of what's coming — because our founder spent years managing large client rosters in COBRA and benefits administration, where a single missed deadline has real legal and financial consequences.
That background means your books aren't just accurate — they're managed with the same deadline discipline and compliance awareness that protects businesses with employees, payroll obligations, and regulatory exposure.
Years managing compliance-critical deadlines means your books, payroll, and filings are never treated as afterthoughts — they're the priority.
◆
One Dedicated Professional
You work directly with Robert Reynolds on every engagement — not a rotating team. We know your business because we only take on clients we can genuinely serve.
◆
Built for Businesses with Employees
If you have W-2 employees, benefits, or payroll obligations, our background in benefits administration gives us a layer of insight that a standard bookkeeper simply won't have.
◆
Proactive, Not Reactive
We flag issues before they become problems — duplicate charges, anomalies, missed categorizations. You hear from us before tax season, not scrambling during it.
FAQ
Common questions, honest answers.
Not if you're already on QuickBooks Online, which is what I work in and what setup assumes. If you're on QuickBooks Desktop, spreadsheets or another program, I can move you to QuickBooks Online for a one-time $450 conversion fee and walk you through every step.
Everything is shared through secure, permission-based access — never via email or shared passwords. For QuickBooks Online, you simply invite me as your accountant user. For bank and other platforms, we use read-only access where available. I'll guide you through every step during onboarding.
No judgment — this is more common than you think. I offer dedicated catch-up and clean-up bookkeeping as a standalone service. We'll assess the scope during your discovery call and Catch-up starts at $175 per month behind, quoted as one flat price before any work begins. A month behind is any month that hasn't been categorized and reconciled. When you continue on a monthly plan afterward, there's no setup fee.
Transaction: any single line on a bank, credit card or payment processor statement, such as a deposit, charge, check, fee, transfer or payroll deposit. A transfer between two of your own accounts counts once. Volume is measured as a 3-month average.
Account: any bank, credit card, loan, line of credit, or PayPal, Stripe or Square account that needs reconciling. Accounts with fewer than 10 transactions a month don't count toward your limit.
If you run over two months in a row, I'll tell you first. Then we add a transaction block or move up a tier, your choice. No surprise charges.
Delivery date: the day your books and reports for the prior month are ready (the 15th, 12th or 10th, depending on your plan), as long as statements and receipts arrive by the 5th.
Response time: counted in business days, Monday to Friday, excluding federal holidays.
Cash basis records income and expenses when money moves. Accrual basis records them when they're earned or owed, which lenders often prefer. Premier includes accrual-basis books when a lender or investor needs them.
Billing: you're billed on the 1st for that month, in advance, by ACH autopay.
Contract: month-to-month. Cancel with 30 days' written notice; there's no cancellation fee.
Price changes: you'll get at least 60 days' written notice.
Income tax return preparation, legal advice and audit representation. Your CPA handles tax filing; I make sure they get clean books.
Yes. Obsidian Ledgers is a fully virtual practice. While I'm based in the Chicago area and serve many clients throughout the suburbs and surrounding states, I work with businesses across the country. Location is never a barrier.
You work directly with me — Robert Reynolds — on every engagement. Obsidian Ledgers is built on a high-touch, dedicated service model. Every client receives consistent, senior-level attention from the same professional who knows their books, their business, and their goals. You will never be passed to a junior associate or lose context with a rotating contact.
Nothing formal. Just come ready to talk about your business — what you do, roughly how many transactions you process each month, what software you use (if any), and what's been your biggest financial headache. I'll handle the rest.
Client Voices
Trusted by founders who value precision.
Responsive, thorough, and genuinely proactive. I once got a message flagging a duplicate vendor charge I never would have caught. That kind of attention to detail is rare.
Patrice B.
CEO, Thrifty Girl
Before working together, I had no idea where my money was going. Now I get clean reports every month and actually understand my margins. My CPA was genuinely impressed at tax time.
Asia Mac.
Owner, Sweet Roots Bakehouse
The onboarding was seamless — everything was set up within a week. I've never had this level of financial clarity in six years of running my agency. It's changed how I price and hire.
Priya S.
Founder, Meridian Creative Studio
Robert Reynolds
Founder & Principal Bookkeeper
About
The person behind your numbers.
I built Obsidian Ledgers on a simple belief: small business owners deserve the same financial clarity and precision that large companies take for granted — without the overhead of a full accounting department.
With a background in compliance administration and large-scale client roster management, I bring a systems-oriented, deadline-driven approach to every engagement. Your books are never an afterthought — they are the foundation of every smart decision you make.
When you work with me, you get one dedicated professional who knows your business — not a rotating team of strangers.
