Coming Soon

Financial clarity for dental practices, on autopilot

Oswald connects your practice management system and accounting software into a single financial intelligence layer — turning your front desk into billing experts and your bookkeeper into a strategic advisor.


The Problem

Your PMS and your books live in different worlds — and your team is stuck in the middle

01

Insurance Underpayments

The average practice leaks 8–15% of potential collections through insurance underpayments, unbilled procedures, and slow AR follow-up. Your staff knows something's off, but they don't have the tools to catch it systematically.

02

Manual Reconciliation

Your bookkeeper spends 15–25 hours per month pulling PMS reports, matching bank deposits, reconciling insurance payments, and assembling KPIs in spreadsheets. Your front desk spends hours chasing down why claims didn't pay correctly — without the expertise to know what "correct" looks like.

03

Delayed Insight

You find out about financial problems 3–4 weeks after month-end. By then, the claims that caused the gap are aged, your staff has already moved on to this month's chaos, and the fix is reactive instead of preventive.

Connect once, see everything — and make every team member an expert

1

Connect Your Systems

Link QuickBooks and your PMS in minutes. Oswald pulls financial and operational data automatically — no manual exports, no chasing down reports.

2

Oswald Does the Expert Work

AI maps your chart of accounts to dental benchmarks, reconciles production against collections, flags insurance underpayments by payer and procedure code, and identifies patterns your team doesn't have time to see.

3

Act on Real Insight

Get a prioritized list of findings — ranked by dollar impact — with specific recommendations like "Delta underpaid code D4341 by $87 on claim #12345."

Products

Two AI assistants that transform how your practice handles money

Built to work independently or together — pair Billing Intelligence with Accounting for a complete revenue-to-reporting layer.

Oswald Billing Intelligence

Make every team member an insurance billing expert

Stop leaking revenue to payer underpayments

Your front desk and billing coordinators shouldn't need 10 years of experience to catch insurance underpayments. Oswald reviews every claim, compares payments against your fee schedule and historical payer behavior, and alerts your team to discrepancies in plain English.

What It Does

Automatic Underpayment Detection

Oswald flags every claim paid below your contracted rate, identifies the specific procedure codes and amounts, and provides ready-to-use appeal language. "Blue Shield paid $215 for D4341. Your contract rate is $285. Underpaid by $70."

Payer Pattern Recognition

Track which insurance companies consistently underpay, which procedure codes trigger denials, and which claims are sitting in limbo past standard processing windows. Turn anecdotal frustration into systematic data.

Staff-Friendly Alerts

No insurance billing jargon. Oswald tells your team exactly what's wrong, how much money is at stake, and what action to take. "This claim needs a corrected claim form. Expected recovery: $150. Priority: High."

Claim Aging Intelligence

Automatic alerts when claims hit 30, 60, or 90 days without payment. Prioritized by dollar value so your team focuses on the biggest recoveries first, not just the oldest claims.

Who It's For
  • Front Desk Coordinators who handle billing but aren't specialists
  • Office Managers who need to catch revenue leakage without hiring a dedicated biller
  • Practice Owners tired of finding out about $15K in underpayments three months too late
Oswald Accounting + Financial Reporting

Turn your bookkeeper into a strategic advisor

Stop losing 25 hours a month to reconciliation grunt work

Your bookkeeper shouldn't be spending 25 hours a month on data entry and reconciliation. Oswald automates the grunt work — bank reconciliation, deposit matching, chart of accounts management — and delivers real-time financial dashboards that actually reflect how dental practices operate.

What It Does

Automated Bank Reconciliation

Oswald matches every bank deposit to the corresponding PMS transactions automatically. Insurance EFTs, credit card batches, CareCredit deposits — all reconciled without manual lookups.

Smart Chart of Accounts

Pre-mapped to dental practice benchmarks. Lab fees, continuing education, hygiene supplies, associate compensation — categorized correctly from day one.

Real-Time Financial Dashboards

Production vs. collections, payer mix analysis, provider productivity, overhead by category — all updated daily, not assembled manually at month-end. Built for owners, not CPAs.

Payroll-to-Production Reconciliation

Automatically calculates associate compensation against collections by provider, verifies guaranteed minimums, and flags discrepancies. No more spreadsheet math every pay period.

Patient Financing Reconciliation

Logs into CareCredit, Sunbit, and other financing portals, matches batch deposits to patient accounts, accounts for merchant fees, and posts everything to QuickBooks automatically.

Month-End Close in Minutes

All the KPIs your fractional CFO or accountant needs — production, P&L vs. budget, cashflow, provider-level profitability — generated automatically. Close goes from 2 weeks to 2 hours.

Who It's For
  • Practice Owners who want to see their numbers in real time, not 3 weeks after month-end
  • Bookkeepers who'd rather spend their time on strategy than data entry
  • Fractional CFOs who need clean, dental-specific financials without rebuilding reports

Purpose-built for independent dental practices

Solo Practices

1 location, 1–2 providers

You're doing $800K–$1.5M in collections. Your office manager handles billing, your bookkeeper comes in twice a month, and you're tired of flying blind between month-end reports. Oswald gives you the financial intelligence of a 10-location group without the overhead.

What You Get
  • Real-time visibility into production vs. collections
  • Automatic insurance underpayment detection
  • Dashboards that show what's working and what's leaking money
  • Month-end close that takes hours, not weeks
Small Group Practices

1–3 locations, 2–5 providers

You're doing $1.5M–$3M in collections. You have a dedicated billing coordinator and a part-time bookkeeper or fractional CFO. Oswald turns your team into specialists — your biller catches underpayments like a 20-year veteran, and your bookkeeper focuses on strategy instead of reconciliation.

What You Get
  • Multi-location production vs. collections by provider
  • Underpayment detection and recovery tracking across locations
  • Consolidated financial reporting for all practices
  • Automated associate comp reconciliation
Where the Hours Go

Every month, your team burns time on work that should be automatic

8–12 hrs
Reconciling bank deposits against PMS production reports
Matching insurance EFTs, credit card batches, and CareCredit deposits to patient accounts — one transaction at a time.
5–8 hrs
Categorizing and cleaning up QuickBooks transactions
Fixing auto-categorizations, splitting deposits by type, and making sure the chart of accounts actually reflects dental-specific expense buckets.
4–6 hrs
Assembling monthly KPI reports from scratch
Pulling production reports from the PMS, payroll from Gusto or ADP, expenses from QBO, and cross-referencing everything in a spreadsheet.
17–26 hours per month spent on work Oswald handles in minutes

Software plus service — and built for the practices most platforms ignore

Software + Service, Not Just Software

Most platforms

Give you dashboards and reports but leave you to figure out what they mean and how to fix problems. You still need a specialist to interpret the data.

Oswald

Combines AI-powered software with dental finance expertise. We don't just show collections are down 12% — we tell you Blue Shield underpaid perio maintenance codes in 18 claims totaling $4,200, and here's the appeal template.

Built for Independent Practices

Most platforms

Are built for 50+ location DSOs with dedicated finance teams. Overkill for a 2-provider practice — and priced accordingly.

Oswald

Purpose-built for 1–5 location independent practices. Enterprise-grade financial intelligence at a price point that makes sense when you're doing $1M in collections, not $50M.

Bookkeepers Become Strategic

Traditional bookkeeping

80% of their time on data entry and reconciliation, 20% on advisory.

With Oswald

Those percentages flip. The software handles the grunt work. Your bookkeeper or fractional CFO spends their time on payer negotiations, associate comp optimization, and growth strategy.

Stop guessing. Start seeing.

Early access is open for dental practices, fractional CFOs, and dental-specialized accounting firms. Rolling enrollment for practices in California, Texas, and Florida.

hello@askoswald.com