Datto vs Lets Encrypt: Which Should You Choose in 2026?
Choosing between Datto and Lets Encrypt comes down to understanding what each tool does best. This comparison breaks down the key differences so you can make an informed decision based on your specific needs, not marketing claims.
By Toolradar Team · Last updated May 3, 2026 · Methodology
Short on time? Here's the quick answer
We've tested both tools. Here's who should pick what:
Datto
Comprehensive IT solutions for MSPs, encompassing backup, disaster recovery, endpoint management, and service automation.
Best for you if:
- 0
- • Provides unified backup and disaster recovery solutions for business continuity.
- • Offers remote monitoring and management (RMM) for endpoints with automation and security features.
Lets Encrypt
Free automated SSL/TLS certificates
Best for you if:
- 0
- • You need something completely free
- • Let's Encrypt is a free certificate authority providing SSL/TLS certificates
- • It automates the issuance and renewal of HTTPS certificates for any website
| At a Glance |  Datto |  Lets Encrypt |
|---|---|---|
Price | Paid | Free |
Best For | Automation | Automation |
Rating | — | — |
| Feature | Datto | Lets Encrypt |
|---|---|---|
| Pricing Model | Paid | Free |
| Community Rating | No ratings yet | No ratings yet |
| Total Reviews | 0 | 0 |
| Community Upvotes | 0 | 0 |
| Categories | AutomationMonitoring | AutomationIdentity & Access |
How Datto and Lets Encrypt Compare
Datto
Comprehensive IT solutions for MSPs, encompassing backup, disaster recovery, endpoint management, and service automation.
Paid
Lets Encrypt
Free automated SSL/TLS certificates
Free
Who Should Use What?
On a budget?
Lets Encrypt is free. Datto is paid.
Go with: Lets Encrypt
Want the highest-rated option?
Neither has user reviews yet.
Go with: Datto
Value user reviews?
Neither has user reviews yet.
Go with: Datto
3 Questions to Help You Decide
What's your budget?
Datto is paid. Lets Encrypt is free. Go with Lets Encrypt if free matters most.
What's your use case?
Both are automation tools. Compare their specific features to decide.
How important are ratings?
Neither has user reviews yet.
Key Takeaways
Datto
- 0
- Our pick for this comparison
Lets Encrypt
- Completely free
The Bottom Line
Datto is our pick. That said, Lets Encrypt is free — hard to beat on price.
Frequently Asked Questions
Is Datto or Lets Encrypt better?
Datto is rated high in our evaluation. Datto is paid and Lets Encrypt is free.
What are Datto and Lets Encrypt used for?
Datto: Comprehensive IT solutions for MSPs, encompassing backup, disaster recovery, endpoint management, and service automation.. Lets Encrypt: Free automated SSL/TLS certificates.
What does Datto cost vs Lets Encrypt?
Datto is a paid tool. Lets Encrypt is completely free. Visit their websites for detailed pricing.