Skip to content
SlateIndex
Microsoft Dynamics 365Agentic CRM and ERP business applications from Microsoft
vs
YeswareSales engagement software that works inside Gmail and Outlook
Comparison · Sales Engagement · weekly run Nov 3

Microsoft Dynamics 365 vs Yesware

Which one do AI engines recommend, and how do they differ on price, fit and features?

The short answer

Microsoft Dynamics 365 is the stronger AI pick in Sales Engagement: it has a visibility score of 7.1 versus 1.8 for Yesware.

Choose Microsoft Dynamics 365 if…

  • You want the brand AI engines rank higher (7.1 vs 1.8)
  • You need ISO 27001 or ISO 27017 or ISO 27018 or ISO 27701 or ISO 9001 or SOC 1 or SOC 2 or SOC 3 coverage
  • You prefer a larger, established vendor (5,000+ employees)
  • Deep integration with the Microsoft ecosystem

Choose Yesware if…

  • AI answers describe it more positively (33% vs 29% positive)
  • You need SOC 2 Type II coverage
  • Basic email tracking, templates, and campaigns inside Gmail or Outlook
  • Free-forever tier

AI visibility side by side

Latest weekly run · Nov 3

Metric Microsoft Dynamics 365 Yesware
Visibility score7.1%1.8%
Change vs last weekup+4.6%down−0.6%
Rank in Sales Engagement#13#33
Share of voice2.2%0.5%
Mentions this run144
Positive in AI answers29%33%

The stronger value in each row is marked with a ✓.

Visibility score trend

Weekly runs over the last 60 days

0%25%50%75%100%Nov 2Nov 3Microsoft Dynamics 365 7%

Microsoft Dynamics 365 +4.6pp · Yesware −0.5999999999999999pp over 1 weekly runs.

Engine by engine

Microsoft Dynamics 365 leads on 2 of 3 engines

ChatGPT
13.2%
0%
AI Mode
5.6%
0%
Perplexity
2.6%
5.4%
Microsoft Dynamics 365Yesware

Head to head in AI answers

0 engine answers name both brands

0Microsoft Dynamics 365 ranked higher
0Yesware ranked higher

Features, pricing & fit

DimensionMicrosoft Dynamics 365Yesware
Pricing model—Per seat
Entry price—Free; paid from $19 per seat / mo
Free plan—Yes
Deployment—Gmail Chrome extension and Outlook add-in, cloud-hosted on Amazon Web Services and Heroku
ComplianceISO 27001, ISO 27017, ISO 27018, ISO 27701, ISO 9001, SOC 1, SOC 2, SOC 3SOC 2 Type II
SupportTechnical support, Community, Documentation, Partner networkEmail support, Phone support on Pro and above, Help Center, Weekly webinar trainings
Founded—2010
HeadquartersRedmond, Washington, USASaskatoon, SK, Canada
Employees5,000+51–200
Funding—Funding round · $48M raised
Best forOrganizations already using Microsoft 365 that want CRM and ERP apps in one suite.Individual sellers, sales teams and SMBs that sell through email and want simple tools without enterprise overhead

Plans side by side

Microsoft Dynamics 365

Pricing not available.

Yesware

Free$0seat / month
Pro$19seat / month, billed monthly
Premium$45seat / month, billed monthly
Enterprise$85seat / month, billed monthly
Yesware pricing

Pros and cons

Themes from the AI answers that mention each brand

Microsoft Dynamics 365

  • Deep integration with the Microsoft ecosystem
  • Enterprise-scale CRM and ERP suite
  • Copilot AI integration for structured sales workflows
  • Strong analytical dimensions functionality in Business Central

    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, “Microsoft Dynamics 365 vs Yesware”, https://slateindex.ai/compare/microsoft-dynamics-365-vs-yesware, data of Nov 3, 2026. Licence: CC BY 4.0.