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Head-to-head · Customer Service - Midmarket Software

Help Scout vs Deskpro

Updated Oct 2026
Both researched from official sources
4 checks side by side

Higher score Help Scout #4 in Customer Service - Midmarket Software 9.0/10 Free plan · 15-day trial Free planFree trial✓ 2 of 5 features Visit Help Scout

Deskpro #8 in Customer Service - Midmarket Software 8.6/10 14-day trial Free trial✓ 1 of 5 features Visit Deskpro

Help Scout leads on 2 checks, Deskpro on 0, and 2 are even. Who comes out ahead on the 4 yes/no, price and count checks where we have data for both products. The editor score weighs everything else too.

Our verdict

Highest scoreHelp Scout · 9.0/10
Lowest starting priceHelp Scout · $25/user/mo
Free planonly Help Scout
Free trialboth
Most featuresHelp Scout · 2 of 5

Help Scout scores higher on our rubric for customer service - midmarket software: 9.0 against 8.6 out of 10; our editors rank them #4 and #8.

Help Scout offers free plan; Deskpro doesn't. Help Scout is cheaper to start at $25/user/mo against $39/user/mo.

Help Scout is the better fit for midmarket teams prioritizing collaborative support. Deskpro is the better fit for teams needing omnichannel support and deployment choice.

Help Scout fits best
Midmarket teams prioritizing collaborative support
Deskpro fits best
Teams needing omnichannel support and deployment choice

Advertiser disclosure: iTechGuides is reader-supported. Vendors can pay for top positions in our rankings and for a place on other products' pages, and we may earn a commission when you click some links. Bought places stand at the number bought; this page and our disclosure say so. Paying vendors may get a fuller, more detailed review from our editors, and that review can change their score. How we rank.

Side by side

Show only differences

Feature	Help Scout 9.0/10 Visit ↗	Deskpro 8.6/10 Visit ↗
At a glance
Editor score	9.0	8.6
Ranking	#4 in Customer Service - Midmarket Software	#8 in Customer Service - Midmarket Software
Best for	Midmarket teams prioritizing collaborative support	Teams needing omnichannel support and deployment choice
Pricing model	Free plan + paid	Paid
Starting price	$25/user/mo (best)	$39/user/mo
Free plan	✓ (best)	—
Free trial	15 days	14 days
Free trial length	15 days · no card needed	14 days · no card needed
Deployment	Cloud, Mobile	Cloud, Self-hosted
Platforms	Web, iOS, Android	Web
Support	Email, Docs	Email, Live chat, Phone
Compliance	HIPAA, SSO/SAML, 2FA	SOC 2, ISO 27001, GDPR, HIPAA, PCI DSS, SSO/SAML
Integrations	100+ integrations	1,000+ integrations
Built for	Small business, Mid-market	Small business, Mid-market, Enterprise
Features Help Scout 2/5 · Deskpro 1/5
Knowledge base	Not checked yet	Not checked yet
Workflow automation	Not checked yet	Not checked yet
SLA management	✓	✓
AI service agent	Not checked yet	Not checked yet
Customer portal	✓ (best)	Not checked yet
Specs
Support channels	Not checked yet	Not checked yet
Our review
Pros	Free plan includes 5 users, 1 Inbox, and 1 Docs site Shared inboxes pair with SLA tracking and workflow automation Plus and Pro add customer portal, routing, SSO/SAML, and HIPAA compliance	Unifies email, chat, voice, social, Slack, and Microsoft Teams Includes ticket workflows, escalations, and SLA reporting Offers cloud and self-hosted deployment options
Cons	Free plan is limited to 1 Inbox and 1 Docs site Pro trial access is handled through sales Published fit is for small and mid-market teams, not enterprise	Team starts at $39 per agent per month AI features are highlighted on Professional, not Team Enterprise is required for HIPAA-compliant hosting
Our verdict	Help Scout brings customer conversations, help content, workflows, and support history into a cloud platform for growing businesses and customer-facing teams. Its shared inbox supports internal notes and collision detection, while… Read the review →	Deskpro brings customer service, IT, HR, and operations support into a shared help desk. Its unified inbox covers email, chat, voice, social, Slack, and Microsoft Teams, while omnichannel ticketing tracks ownership and status. Routing… Read the review →

Help ScoutCustomer Service - Midmarket Software 9.0Free plan · 15-day trial
DeskproCustomer Service - Midmarket Software 8.614-day trial

Compare the top tools in

Strengths and trade-offs

Help Scout — where it wins
- Free plan includes 5 users, 1 Inbox, and 1 Docs site
- Shared inboxes pair with SLA tracking and workflow automation
- Plus and Pro add customer portal, routing, SSO/SAML, and HIPAA compliance
Where it doesn't
- Free plan is limited to 1 Inbox and 1 Docs site
- Pro trial access is handled through sales
- Published fit is for small and mid-market teams, not enterprise
Deskpro — where it wins
- Unifies email, chat, voice, social, Slack, and Microsoft Teams
- Includes ticket workflows, escalations, and SLA reporting
- Offers cloud and self-hosted deployment options
Where it doesn't
- Team starts at $39 per agent per month
- AI features are highlighted on Professional, not Team
- Enterprise is required for HIPAA-compliant hosting

Help Scout9.0/10 · Free plan · 15-day trial
A flexible support workspace with a free entry point and clear paid tiers.
Visit Help Scout Full verdict →
Deskpro8.6/10 · 14-day trial
A flexible help desk for teams that need channel coverage, automation, and deployment choice.
Visit Deskpro Full verdict →

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More comparisons

All customer service - midmarket software comparisons → · Full ranking →

Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

Last updated 28 Oct 2026 · How we research and update