Grasshopper
Depends
Confidence: Medium
A reasonable pick for a solo founder or tiny US team that just needs a second business number on their phones.
Comparison
Grasshopper vs CloudTalk
Grasshopper and CloudTalk both land on Depends.
CloudTalk
Depends
Confidence: Medium
Buy it if you run a growing sales or support team that lives on the phone and wants CRM-integrated calling with AI extras.
| Compare | Grasshopper | CloudTalk |
|---|---|---|
| Verdict | Depends | Depends |
| Best for | Solo founders needing a second number | Scaling SMB sales teams |
| Who it's not for | Healthcare providers . not HIPAA compliant | Solo users wanting a simple business line |
| Privacy | No known public vulnerabilities found for this product in reviewed sources; not HIPAA compliant per HIPAA Journal.15 | No known public vulnerabilities found in the sources reviewed. |
| Support quality | Advertises 24/7; billing complaints suggest otherwise | No direct support evidence in sources |
| Public sentiment | Multi-year users complain most about hidden fees, billing, and cancellation, while reviewers acknowledge the core service is simple and functional.⁸ | Users broadly praise ease of use and daily reliability, though a minority report reliability problems worth testing during a trial.16 |
| Biggest gotcha | Hidden fees reportedly accumulate over years; audit every invoice before committing⁸ | Advertised entry price varies $19-27/user/month across sources; confirm current pricing before budgeting. |
Pick Grasshopper when
- Solo founders needing a second number
- Mobile-first tiny teams
- US-based small businesses
- Non-technical users wanting simple setup
When Grasshopper is not a fit
- Healthcare providers . not HIPAA compliant
- Fee-sensitive buyers . hidden-fee reports are common
- Teams needing analytics, integrations, or call-center features
- International teams needing global coverage
Pick CloudTalk when
- Scaling SMB sales teams
- Support teams living in CRMs
- Cold-calling agencies
- Teams piloting AI voice agents
When CloudTalk is not a fit
- Solo users wanting a simple business line
- Tiny teams making only occasional calls
- Enterprises needing Five9-scale contact centers
- Budget-sensitive teams needing fully predictable bills
Sources
- Sign Up for Grasshopper - Pricing Starting at $14/monthgrasshopper.comofficial
- Grasshopper Virtual Phone Systemgrasshopper.comofficial
- Grasshopper Security pagegrasshopper.comofficial
- The Grasshopper Outage: Co-Founders Responsegrasshopper.comofficial
- Grasshopper Review - The Good and Bad in 2026crazyegg.comreview
- Grasshopper Reviews | G2g2.comreview
- Read Customer Service Reviews of www.grasshopper.comtrustpilot.comreview
review
- STAY AWAY FROM GRASSHOPPERreddit.comreview
- My Experience with Grasshopper Phone Systemlinkedin.comreview
review
review
- Grasshopper Pricing & Plans Guidegetvoip.comreview
review
- Is Grasshopper HIPAA Compliant?hipaajournal.comsecurity
- CloudTalk Reviews - Trustpilot (4.1, 823 reviews)trustpilot.comreview