Callingly vs Yesware
Callingly
callingly.com
Yesware
yesware.comSide by side
| Figure | Callingly | Yesware |
|---|---|---|
| Price from | $80/mo | $19/mo |
| Free plan | — | Yes |
| Free trial | Yes | Yes |
| Open source | — | — |
| Web | Yes | Yes |
| Windows | Yes | Yes |
| macOS | Yes | Yes |
| iOS | Yes | — |
| Android | Yes | — |
| API | Yes | — |
| Plans published | 7 | 4 |
| Spec score · Sales Engagement Software | 9.2 (#1) | 7.9 (#29) |
| Headquarters | Phoenix, Arizona, United States | Saskatoon, Saskatchewan, Canada |
| Integrations | The integration directory lists 29 apps and includes HubSpot, Salesforce, Pipedrive, Follow Up Boss, ActiveCampaign, Jotform, Make, and Zapier. | The integrations page lists Salesforce, LinkedIn, Zoom, Vendasta, Google Meet, and Microsoft Teams alongside Gmail and Outlook. |
| Platforms | Callingly offers desktop apps for Windows and Mac, and mobile apps for iPhone and Android. | Yesware is available as a Gmail Chrome extension and an Outlook add-on; the listed Outlook support includes Outlook Desktop 2016 or above and Outlook on the Web. |
| Privacy | Its privacy policy says it uses commercially acceptable means to protect personal data but cannot guarantee absolute security. | Yesware says it stores email metadata but does not retain permanent copies of message bodies; temporary bodies for some CRM features are encrypted and deleted after transfer. |
| Security | Callingly publishes a vulnerability disclosure policy that invites reports and commits to responding promptly and working to remediate discovered vulnerabilities. | Yesware says it maintains a current SOC 2 Type II report, available by request through an account manager under NDA. |
| Support | The Enterprise plan lists priority phone support, and the help center directs users to contact Callingly for assistance. | The Free plan includes email support, Pro includes email and phone support, and Premium includes on-demand customer success. |
Plans
Callingly
- Starter annual$80 a month
- Starter$100 a month
- Growth annual$200 a month
- Growth$250 a month
- Business annual$600 a month
- Business$750 a month
- Enterprise$2,000 a month
In their own words
Callingly
Callingly calls and texts new leads, then connects them automatically to sales agents. Its AI agents can contact new leads, answer inbound calls, qualify prospects in conversation, and warm-transfer calls to a human representative. Routing can take account of agent schedules, territories, and areas of expertise. The service can record calls, create searchable transcriptions, and produce AI-written summaries; voicemail drops and local presence are also listed. Native integrations include HubSpot, ActiveCampaign, Salesforce, Follow Up Boss, Pipedrive, and Zapier, and Callingly says it supports 1,000+ integrations. Webhooks, a REST API, and an MCP server connect it with other software and AI assistants. Apps are listed for Android, iOS, macOS, Windows, and web. Users can call from anywhere using desktop or mobile apps, while calls to leads are supported in 25 countries. Plans start at $100 per month, and all plans include a 14-day free trial without a credit card. Monthly usage credit does not roll over, and phone numbers and add-ons are billed separately.
Yesware
Yesware is a sales engagement platform that adds email tracking, templates, and automated outreach to Gmail and Outlook. It can notify users when prospects open email, click links, or download attachments. Users can create multi-touch outreach campaigns and personalize messages with templates; reports cover recipient engagement, campaign results, and user activity. Listed integrations include Salesforce, LinkedIn, Zoom, Vendasta, Google Meet, and Microsoft Teams. Salesforce email and activity syncing are included in Enterprise. Yesware offers a free plan and a 14-day trial. The Free plan is free, billed monthly, and includes basic email-open and attachment tracking, 10 campaign recipients per month, and email support. Paid plans are Pro at $19 a month, Premium at $45 a month, and Enterprise at $85 a month, each billed monthly. Yesware supports Gmail and Outlook, but not aliases or Send As addresses; Outlook requires an address hosted directly on Microsoft 365. Yesware says it has no mobile app at this time.