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Here is a structured comparison of remote bookkeeping businesses that publicly serve therapists and mental health practitioners in the US, matched against your situation (insurance reimbursements, Headway & Alma payments, ~120 monthly transactions):
1. Heard (joinheard.com)
Heard is described as the only financial platform built specifically for therapists and wellness practitioners, pairing software with a dedicated team of bookkeepers and tax professionals who work exclusively with private practices — covering monthly bookkeeping, quarterly tax estimates, and deductions.
More than 5,000 therapists reportedly use Heard; plans include Essential (solo) and Premium (S corps/group practices), with bookkeeping, taxes, payroll, and banking in one place.
Fit for your situation: Strong — their niche is exactly this.
Therapists running practices through Headway, Alma, and similar platforms face a specific bookkeeping challenge: income arrives from multiple sources, each with its own dashboard, payment schedule, and tax form, requiring intentional setup to reconcile at year-end.
Heard is positioned to handle this.
Needs confirmation: Whether 120 monthly transactions fall within their base plan's scope, and current pricing.
2. Boomtown Solutions (boomtownsolutions.com)
They explicitly address Headway/Alma bookkeeping nuances — e.g., Headway takes a commission before paying you, so the 1099-NEC reflects net income with no separate fee to deduct.
Alma's monthly membership fee is a deductible expense, but how Alma reports the per-session portion on a 1099 (gross vs. net) is worth confirming with Alma or your tax preparer.
Fit for your situation: High — they publish specific guidance for Headway/Alma practices. Remote service is implied but needs confirmation.
3. CoCountant (cocountant.com)
CoCountant offers controller-led bookkeeping for therapists, with every client's books reviewed by a financial controller, and helps keep clinical and financial data separate for confidentiality compliance.
They also support healthcare tax compliance.
Needs confirmation: Explicit support for Headway/Alma payment reconciliation; pricing tiers for ~120 transactions/month.
4. Virtual Remote Bookkeeper (virtualremotebookkeeper.com)
Plans start at $100/month and serve independent therapists, group practices, and mental health clinics.
They state familiarity with insurance reimbursements and track all payment types including insurance-based transactions.
Needs confirmation: Specific Headway/Alma experience; transaction volume limits per plan.
Key Conditions to Confirm Across All Providers
Headway/Alma-specific reconciliation:
Most platforms treat therapists as 1099 independent contractors, issuing a 1099-NEC per platform — confirm each provider knows how to reconcile multi-platform 1099 income.
Transaction volume pricing: ~120/month may push you into higher tiers — verify before committing.
HIPAA compliance of bookkeeping workflows should be confirmed with any provider.
⚠️ Uncertainty note: Published information for Boomtown Solutions' full service scope is limited. Always verify current pricing, transaction limits, and Headway/Alma-specific expertise directly with each provider before engaging.