Desk365 vs Gladly: Pricing and Ratings Compared (2026)
Entry prices and free plans as read on each vendor's pricing page, and user ratings as published on review sites, for Desk365 and Gladly side by side. This page compares data; it is not a hands-on review.
On the data: On the data below, Desk365 leads on higher user rating and a free plan. We do not name an overall winner for this pair.
Short on time? Here's the quick answer
Based on published vendor pricing and features and on public review data, here's who should pick what:
Desk365
AI-powered helpdesk software for enhanced productivity and exceptional customer experiences.
Best for you if:
- • You want a free tier before you commit
Gladly
Customer service platform focused on people
| At a Glance | Desk365 | Gladly |
|---|---|---|
Starts at | Free plan, paid from $12/user/mo, billed monthly STANDARD plan | Not published |
Category | Customer Support Workflow Automation | Customer Support Help Desk |
Rating | 4.9/5 G2 4.9 24 reviews | 4.5/5 G2 4.7 · SourceForge 4.3 1,181 reviews |
Free plan | Yes | No |
Watch out for | AI Agent add-on is only in PLUS tier. | Minimum agent count for Hero tier (10+) |
Choose Desk365 or Gladly?
Choose Desk365 if
- You want a free tier before you commit
Choose Gladly if
- You need customer support features specifically.
In-Depth Analysis
Desk365
AI-powered helpdesk software for enhanced productivity and exceptional customer experiences.
Desk365 offers a competitive pricing structure, especially with its generous Free Plan managing up to 50 tickets.
Watch out
AI Agent add-on is only in PLUS tier.
Strengths
- Pro: Deep integration with Microsoft Teams and the Microsoft 365 ecosystem.
- Pro: Powerful AI features significantly reduce agent workload and improve response times.
- Pro: Omnichannel support ensures customers can reach out through their preferred method.
- Pro: Extensive customization options allow the helpdesk to fit specific business needs.
- Pro: Offers a free plan and a 'Switch at renewal guarantee' for easy migration.
Weaknesses
- Con: Specific integrations outside of Microsoft ecosystem might require Power Automate connector.
- Con: Advanced AI features are primarily available in higher-tier plans.
- Con: The 'AI Agent add-on' is free for a limited time, implying it will become paid.
Key features
Gladly
Customer service platform focused on people
The AI Sidekick's usage-based pricing at $0.60 per conversation is transparent but requires a minimum volume, which could add up quickly for high-volume operations.
Watch out
Minimum agent count for Hero tier (10+)
Strengths
- Pro: Customer-centric support
- Pro: Good for e-commerce
- Pro: Omnichannel
- Pro: Modern interface
- Pro: Good integrations
Weaknesses
- Con: Expensive
- Con: Enterprise focus
- Con: Learning curve
- Con: Complex setup
- Con: Per-user pricing
Key features
Plans and prices: Desk365 vs Gladly
| Tool | Plans and prices | Source |
|---|---|---|
| Desk365 |
| desk365.io/pricing read Nov 10, 2026 |
| Gladly |
| gladly.com/pricing read Oct 8, 2026 |
Prices as read on each vendor's own pricing page on the date shown. Plans are listed per tool and are not matched against the other tool's plans: a plan name or price in one column says nothing about the same row in the other. Details on Desk365 pricing and Gladly pricing.
Key Takeaways
Desk365
- Higher user rating: 4.9/5 vs 4.5/5
- Has a free plan
Gladly
- Worth considering for customer support
What the data shows
On the data below, Desk365 leads on higher user rating and a free plan. We do not name an overall winner for this pair.
- Desk365 has the higher user rating (4.9/5 from 24 reviews for Desk365, 4.5/5 from 1,181 reviews for Gladly).
- Desk365 starts at $12/user/mo, billed monthly; Gladly has no public paid plan price on file.
- Only Desk365 has a free plan.
Criteria: user rating (only above 20 reviews on both sides, gap of 0.2 or more), entry price (only on the same billing basis), free plan. How we rate
Frequently Asked Questions
How do Desk365 and Gladly compare in 2026?
On the data below, Desk365 leads on higher user rating and a free plan. We do not name an overall winner for this pair. Desk365 has the higher user rating (4.9/5 from 24 reviews for Desk365, 4.5/5 from 1,181 reviews for Gladly). Desk365 starts at $12/user/mo, billed monthly; Gladly has no public paid plan price on file. Only Desk365 has a free plan.
What are Desk365 and Gladly used for?
Desk365: AI-powered helpdesk software for enhanced productivity and exceptional customer experiences. Gladly: Customer service platform focused on people.
What does Desk365 cost vs Gladly?
Desk365's cheapest paid plan is STANDARD at $12/user/mo, billed monthly; it also has a free plan. Gladly has no public paid-plan price on file. Prices read on the vendors' pricing pages, latest check Nov 10, 2026.
What's the main difference between Desk365 and Gladly?
Desk365's main strength: deep integration with Microsoft Teams and the Microsoft 365 ecosystem. Gladly's main strength: customer-centric support.
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