Digit Squid
5.0 stars · 2 reviews · Serves Nationwide · Specializes in Businesses Running EOS, Growing Companies ($1M–$10M), Marketplace Sellers (Amazon, Walmart)
Bookkeeping for dentists and e-commerce sellers: monthly bookkeeping, QuickBooks and Xero cleanup and catch-up, and fractional CFO advisory.
Services
- Accounting Software Migration
- Accounts Payable/Receivable
- Advisory Services
- Bank Reconciliation
- Bookkeeping
- Budgeting & Forecasting
- Cash Flow Management
- E-commerce Bookkeeping & Sales Channel Reconciliation
- Financial Reporting
- Financial Systems Implementation
- Mergers and Acquisitions
- Payroll Services
- Process Optimization
- Sales Tax
Pricing
- Bookkeeping — $1,000–$0 monthly
- Beyond Bookkeeping (Bookkeeping + Fractional CFO) — $5,000–$0 monthly
- QuickBooks Online or Xero Cleanup — $6,000–$0 one-time
Reviews
Adrienne Wallace
5 stars
2026-10-01T18:49:50.644582+00:00
Corry is incredibly kind and easy to work with. I struggle with anything spreadsheet, or math related and she not only guides me in how to stay organized in my accounting, but also makes me feel empowered to do so even when we aren't meeting. I love this woman and trust her implicitly!
Frank Welch
5 stars
2026-09-26T00:40:02.882486+00:00
Digit Squid has always provided us with accurate, reliable numbers and the clarity we need to make confident decisions. Their advisory support has been especially valuable—they don’t just tell us what the numbers are, they help us understand what they mean for our business. Their guidance has helped us identify opportunities, plan ahead, and make better decisions that keep our business moving forward. Having Digit Squid in our corner gives us confidence that we’re making decisions based on solid financial information.
Client Case Studies
A three-practice, multi-location dental group finds its real margins and builds cash reserves
Dental (multi-location)
Challenge
A dentist who owns three practices, plus a management company and a property management company, had an in-house bookkeeper who went over the numbers every week. Everyone, including the CPA, thought the books were in good shape. But the margin being reported as gross profit margin (about 10%) was actually net profit margin, so the weekly numbers weren't helping anyone make decisions. The bookkeeper left the day before Corry started, with no handoff, and none of the businesses had cash reserves.
Solution
Starting in January, Corry came on for bookkeeping and advisory from day one. She rebuilt the picture of each practice's finances from scratch, corrected how key metrics were being measured and reported, and walked the owners through what the numbers actually meant. She also pushed them to keep more cash in the businesses and make more deliberate spending choices.
Result
When an unexpected issue stopped business at one of the practices, the group had cash to cover operating expenses while it worked to get back on track. The owner, who is in his mid-50s, has started talking about a succession plan and stepping back from day-to-day operations within the next five years, something he says he'd never imagined. In his words: "I already see the light at the end of the tunnel."
A six-channel Amazon and Walmart seller goes from one QuickBooks question to preparing for a sale
E-commerce (multi-channel product seller)
Challenge
In 2022, an e-commerce business owner reached out because he didn't know how to do one specific thing in QuickBooks. The business sells patented products through six sales channels, including Amazon and Walmart, with most costs sitting in direct costs. Amazon selling is expensive, and he needed to know which products were actually worth advertising.
Solution
After that first question, he asked Corry to take over the books. She organized the books so costs sat where they belonged, broke out marketing by channel so return on ad spend was visible, and kept the numbers ready so the team could make advertising decisions quickly instead of guessing.
Result
Since then, he's one of Corry's longest-standing clients. The owners set a goal of selling the business, along with its patented products, once it reached about $3 million, and they're now close to that point.
Seeing where the money goes before buying a dental practice
Dental (practice acquisition)
Challenge
A dentist client was buying another practice. The selling dentist worked full-time but paid himself very little, had never seen his own books, and only got reports from his CPA at the end of the year.
Solution
Corry reviewed the practice's balance sheet and P&L. By comparing costs as a percentage of revenue, she found that support staff costs were about half of revenue, higher than the practice needed, and that the office needed to run more efficiently before the owner could pay himself properly.
Result
Her client went into the acquisition knowing where the practice's money was going and where it needed to run more efficiently. The dentist went from $40,000 annually to almost $300,000 annually.
Frequently asked questions
- 1. How much does a QuickBooks or Xero cleanup cost?
- Cleanups are one-time projects, starting at $6,000. I quote yours after a diagnostic review, completed within 48 hours of getting access to Xero or QuickBooks Online, so you know the cost up front before any work begins. Payment options are available.
- 2. I'm months behind on bookkeeping. Can Digit Squid catch me up?
- Yes, and catch-up and cleanup work is honestly my favorite part of the job. I was a cleanup specialist at Intuit, and I've taught other bookkeepers how to do cleanups. Whether you're a few months behind, living in spreadsheets, or starting from nothing but bank statements, we'll get your books current and keep them that way.
- 3. How much does monthly bookkeeping cost?
- Monthly bookkeeping with Digit Squid starts at $1,000 per month, in Xero or QuickBooks Online. That keeps your books accurate, reconciled, and up to date every month, so you always know where your business stands. You'll get an exact quote after your diagnostic review, so there are no surprises.
- 4. How much does a fractional CFO cost?
- Fractional CFO support starts at $3,500 per month. Beyond Bookkeeping, which combines monthly bookkeeping with Fractional CFO support, starts at $5,000 per month. You get forecasting, cash flow, profitability, KPIs, budgeting, scenario planning, and ongoing guidance to help you plan what comes next.
- 5. Do I need a bookkeeper or a fractional CFO?
- A bookkeeper keeps your books accurate and up to date. A fractional CFO uses those numbers to plan ahead: cash flow, budgets, margins, payroll, and big decisions. Clean books come first, which is why I offer both. Some clients only need bookkeeping, and others want both together in our Beyond Bookkeeping package.
- 6. Do I need a bookkeeper if I already have a CPA?
- They do different jobs. Your CPA focuses on taxes, usually once a year. A bookkeeper keeps your books clean month to month, so you can see margins, cash, payroll, and budget during the year instead of finding out at tax time. Digit Squid doesn't prepare tax returns or give tax advice, so you'll keep your CPA for that.
- 7. Does Digit Squid offer dental practice bookkeeping?
- Yes. Dental practice bookkeeping is where I started. My first bookkeeping job, at 14, was in a dental office, and my family's business sold and repaired dental equipment, so I've seen dentistry from both sides of the chair. I work directly with practice owners, and sometimes with office managers, to keep clean monthly books in Xero or QuickBooks Online.
- 8. Does Digit Squid work with multi-location dental practices and dental groups?
- Yes, and they're a great fit, whether you run one company or several entities. I work with owners who have several practices plus management and property companies. Each practice gets clean monthly books and its own numbers, so you can see how every location is doing, and we plan budgets and cash reserves for the whole group.
- 9. Can Digit Squid help my dental practice with overhead and cash flow?
- Yes. I compare your costs to your revenue to see where the money is going, like admin payroll that's too heavy, clinical supply spending that doesn't match patient volume, or fees that haven't kept up. Then we build a budget and a cash cushion.
- 10. How does Digit Squid do bookkeeping for Amazon and Walmart sellers?
- I keep your books in Xero or QuickBooks Online and work with Bookkeep to bring in each sales channel's data. With multiple clearing accounts, card processing, and different merchant fees, there are a lot of moving parts, so I make sure everything gets recorded. Then marketing is broken out by channel, so you can see which products are worth advertising instead of guessing.
- 11. Xero or QuickBooks Online: which is better for e-commerce?
- Both can work well. Xero is my personal favorite, especially for e-commerce, but I work in both, so you don't have to switch. I've moved more than one business from spreadsheets into Xero, so if switching makes sense, I can move you over. We'll decide together based on your sales channels and how you like to work.
- 12. Does Digit Squid work with businesses outside Chicago and Illinois?
- Yes. Digit Squid is based in Fox Lake, IL (Chicagoland), and works with businesses anywhere in the U.S., fully remote. We don't currently work with businesses outside the U.S.