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Headway vs SimplePractice

Updated June 2026 · A structured head-to-head comparison.

Get in-network and get paid faster.

Practice management for health & wellness.

The verdict

Both Headway and SimplePractice are credible healthcare tools, and the right pick comes down to your priorities.

Choose Headway if you want a lower starting price (free) and a free plan to start on. Get in-network and get paid faster.

Choose SimplePractice if you'd rather have a longer free trial (30 days) and a higher overall rating (4.6/5). Practice management for health & wellness.

Headway vs SimplePractice: side by side

DimensionHeadwaySimplePractice
Starting priceFreeWinnerFrom $29/mo
Free planYesWinnerNo
Free trial30 daysWinner
Pricing modelFreeSubscription
Best forTherapists, PsychiatristsTherapists, Health Practitioners
PlatformsWeb, Ios, AndroidWeb, Ios, Android
Rating4.3/54.6/5Winner

Headway key facts

Vendor
Headway
Pricing
Free — Free
Free tier
Yes
Platforms
Web, Ios, Android
Best for
Therapists, Psychiatrists
Editor rating
4.3 / 5
Founded
2019
Headquarters
New York, NY, USA

SimplePractice key facts

Vendor
SimplePractice
Pricing
Subscription — From $29/mo
Free tier
Free trial (30 days)
Platforms
Web, Ios, Android
Best for
Therapists, Health Practitioners
Editor rating
4.6 / 5
Founded
2012
Headquarters
Santa Monica, CA, USA

Frequently asked questions

Is Headway better than SimplePractice?

Neither is universally better — SimplePractice edges ahead on overall rating, but the best choice depends on price, platforms, and your use case. See the side-by-side table above.

Is Headway or SimplePractice cheaper?

Headway is the more affordable of the two to get started, at free. Headway starts at free; SimplePractice starts at from $29/mo.

Can Headway replace SimplePractice?

Yes for most teams — both are healthcare tools with heavily overlapping features. The main trade-offs are pricing and platform support, covered in the comparison above.