PipedriveCRM software sales teams will love
vs
YeswareSales engagement software that works inside Gmail and Outlook
Comparison · Sales Engagement · weekly run Nov 3
Pipedrive vs Yesware
Which one do AI engines recommend, and how do they differ on price, fit and features?
The short answer
Pipedrive is the stronger AI pick in Sales Engagement: it has a visibility score of 3.9 versus 1.8 for Yesware.
Choose Pipedrive if…
- You want the brand AI engines rank higher (3.9 vs 1.8)
- AI answers describe it more positively (44% vs 33% positive)
- You need ISO/IEC 27001:2022 or ISO/IEC 27701 or SOC 2 Type 2 or SOC 3 or GDPR or EU-US DPF coverage
- You prefer a larger, established vendor (1,001–5,000 employees)
Choose Yesware if…
- You need SOC 2 Type II coverage
- Basic email tracking, templates, and campaigns inside Gmail or Outlook
- Free-forever tier
- Offers a free tier
AI visibility side by side
Latest weekly run · Nov 3
| Metric | Pipedrive | Yesware |
|---|---|---|
| Visibility score | 3.9% | 1.8% |
| Change vs last week | no change0% | down−0.6% |
| Rank in Sales Engagement | #20 | #33 |
| Share of voice | 1.3% | 0.5% |
| Mentions this run | 8 | 4 |
| Positive in AI answers | 44% | 33% |
The stronger value in each row is marked with a ✓.
Visibility score trend
Weekly runs over the last 60 days
Pipedrive 0pp · Yesware −0.5999999999999999pp over 1 weekly runs.
Engine by engine
Pipedrive leads on 2 of 3 engines
ChatGPT
AI Mode
Perplexity
PipedriveYesware
Head to head in AI answers
0 engine answers name both brands
0Pipedrive ranked higher
0Yesware ranked higher
Features, pricing & fit
| Dimension | Pipedrive | Yesware |
|---|---|---|
| Pricing model | — | Per seat |
| Entry price | — | Free; paid from $19 per seat / mo |
| Free plan | — | Yes |
| Deployment | Cloud (SaaS) | Gmail Chrome extension and Outlook add-in, cloud-hosted on Amazon Web Services and Heroku |
| Integrations | 500+ | — |
| Compliance | ISO/IEC 27001:2022, ISO/IEC 27701, SOC 2 Type 2, SOC 3, GDPR, EU-US DPF | SOC 2 Type II |
| Support | Knowledge Base, Academy, Contact sales | Email support, Phone support on Pro and above, Help Center, Weekly webinar trainings |
| Founded | 2010 | 2010 |
| Headquarters | New York City, NY, United States | Saskatoon, SK, Canada |
| Employees | 1,001–5,000 | 51–200 |
| Funding | Majority buyout (Vista Equity Partners) | Funding round · $48M raised |
| Best for | Small and medium-sized sales teams wanting an easy-to-use, visual pipeline CRM | Individual sellers, sales teams and SMBs that sell through email and want simple tools without enterprise overhead |
Plans side by side
Pipedrive
Pricing not available.
Yesware
Free$0seat / month
Pro$19seat / month, billed monthly
Premium$45seat / month, billed monthly
Enterprise$85seat / month, billed monthly
Pros and cons
Themes from the AI answers that mention each brand
Pipedrive
- Visual sales pipeline management
- Easy to use with quick setup
- Built specifically for sales teams
- Free trial with no credit card required
- Annual billing savings and clear pricing
- May lack governance, service, and advanced reporting
Yesware
- Basic email tracking, templates, and campaigns inside Gmail or Outlook
- Free-forever tier
- Offers a free tier
- Suited to individual reps or very small teams
- Likely cheaper for solo operators
Data collected ·ChatGPT, Perplexity, Google AI Mode·coverage 98.8%·next run
Cite as: SlateIndex, “Pipedrive vs Yesware”, https://slateindex.ai/compare/pipedrive-vs-yesware, data of Nov 3, 2026. Licence: CC BY 4.0.