Headway vs TherapyAppointment
Headway scores 7.2/10 vs 6.8/10. Best for: Solo therapists who want zero startup costs and fast insurance credentialing.
Headway scores higher overall at 7.2/10 vs 6.8/10. Buy Headway if you're a new solo therapist who wants zero startup costs and fast insurance credentialing. Skip if you want full control over your insurance panels or run a group practice.
Headway 
TherapyAppointment Rank
#20 of 41
Rank
#33 of 41
Features
12/18
Features
16/18
Starting at
$0/mo
Starting at
$10/mo
User reviews
—
User reviews
3.8/5 (107)
What they cost
| Headway | TherapyAppointment | |
|---|---|---|
| Starting at | Free /mo | $10 /mo |
| Free trial | Free tier available | 30 days |
| Number of plans | 1 | 4 |
What the pricing really means
At first glance, Headway looks cheaper at $0/month vs $10/month. But sticker price is only part of the story. Look at what is included on the base plan, how many users you get, and whether you need add-ons to get the features you actually need. The $99/month plan that requires $200 in add-ons is actually more expensive than the $250/month plan that includes everything.
Where Headway wins
- Completely free for providers — zero monthly cost
- Insurance credentialing done in weeks instead of the usual months
- 65,000+ providers across all 50 states
- AI-assisted session notes via built-in Scribe
Where TherapyAppointment wins
- Pricing starts at $10/mo and scales with your caseload, so you only pay more when you actually book more sessions
- 30-day free trial with full access to every feature, no credit card required upfront
- Built-in telehealth option at $15/mo per provider, or bring your own Zoom for Healthcare at $5/mo
- Been around since 2006, which means fewer surprise shutdowns or feature pivots compared to newer startups
- E-prescribing available for $65/mo per prescriber, keeping psychiatrists on the same platform
Where Headway falls short
- Headway owns your credentialing — if you leave, you may need to re-credential
- Commission from insurance reimbursements means you earn less per session
- No e-prescribing
- Not built for group practices — every provider must be individually licensed and credentialed
Where TherapyAppointment falls short
- Telehealth, e-prescribing, and claims are all paid add-ons, so costs stack up fast once you leave the base plan
- Capterra rating of 4.1 with 12% negative reviews points to real frustration, especially around interface design
- No open API, so you cannot connect it to tools like Zapier or your own automations
- Interface looks dated compared to newer competitors like Sessions Health or Blueprint
Who is each product built for?
Headway
Target: 1 provider
Buy Headway if you're a new solo therapist who wants zero startup costs and fast insurance credentialing. Skip if you want full control over your insurance panels or run a group practice.
TherapyAppointment
Target: 1-15 clinicians
Buy TherapyAppointment if you are a low-volume solo therapist who wants to start at $10/mo and grow into higher tiers naturally. Skip if you want a modern interface or need telehealth and claims included in the base price.
Feature comparison
| Feature | Headway | TherapyAppointment |
|---|---|---|
| Compliance & Security | ||
| HIPAA compliant | ||
| Telehealth / video sessions | ||
| Secure messaging | ||
| Scheduling & Clients | ||
| Online scheduling | ||
| Client portal | ||
| Intake forms / assessments | ||
| Automated reminders | ||
| Clinical | ||
| Progress notes / documentation | ||
| Treatment plans | ||
| E-prescribing | ||
| Outcome measures / assessments | ||
| Billing & Payments | ||
| Insurance billing / claims | ||
| Payment processing | ||
| Superbill generation | ||
| Automated billing | ||
| Platform | ||
| Group practice support | ||
| Mobile app | ||
| Integrations / API | ||
Common questions
Headway scores 7.2/10 vs TherapyAppointment's 6.8/10 in our ranking. Headway is the better pick for 1 provider. TherapyAppointment is better if you need solo therapists or small practices that want straightforward scheduling and billing without paying for features they will never use.
Headway starts at $0/month. TherapyAppointment starts at $10/month. Watch for add-on costs — the base price often does not include all features. Pricing last verified 2026-04-01.
Headway: Free tier available. TherapyAppointment: Yes, 30-day free trial. Always test with your actual workflow before committing to an annual plan.
Headway covers 12 of 18 features we track. TherapyAppointment covers 16 of 18. TherapyAppointment has broader feature coverage, but more features does not always mean better — pick the tool that covers what your business actually needs.
Yes, Headway has a mobile app. TherapyAppointment does not.
Yes. The main effort is migrating your data (customer lists, job history, invoices). Plan for 1-2 weeks of overlap where you run both. Most healthcare practice management tools can import CSV data. Ask both vendors about migration support before you sign.
The bottom line
Pick Headway if...
Solo therapists who want zero startup costs and fast insurance credentialing
Pick TherapyAppointment if...
Solo therapists or small practices that want straightforward scheduling and billing without paying for features they will never use.