SkyleadLinkedIn automation and cold email software to book 3x more meetings
vs
YeswareSales engagement software that works inside Gmail and Outlook
Comparison · Sales Engagement · weekly run Nov 3
Skylead vs Yesware
Which one do AI engines recommend, and how do they differ on price, fit and features?
The short answer
Yesware is the stronger AI pick in Sales Engagement: it has a visibility score of 1.8 versus 0 for Skylead.
Choose Skylead if…
No clear advantage in the published data.
Choose Yesware if…
- You want the brand AI engines rank higher (1.8 vs 0)
- You want a free plan to start
- You need SOC 2 Type II coverage
- You prefer a larger, established vendor (51–200 employees)
AI visibility side by side
Latest weekly run · Nov 3
| Metric | Skylead | Yesware |
|---|---|---|
| Visibility score | 0% | 1.8% |
| Change vs last week | no change0% | down−0.6% |
| Rank in Sales Engagement | #55 | #33 |
| Share of voice | 0% | 0.5% |
| Mentions this run | 0 | 4 |
| Positive in AI answers | — | 33% |
The stronger value in each row is marked with a ✓.
Visibility score trend
Weekly runs over the last 60 days
Skylead 0pp · Yesware −0.5999999999999999pp over 1 weekly runs.
Engine by engine
Yesware leads on 3 of 3 engines
ChatGPT
AI Mode
Perplexity
SkyleadYesware
Head to head in AI answers
0 engine answers name both brands
0Skylead ranked higher
0Yesware ranked higher
Features, pricing & fit
| Dimension | Skylead | Yesware |
|---|---|---|
| Pricing model | Per seat | Per seat |
| Entry price | $100 per seat / mo | Free; paid from $19 per seat / mo |
| Free plan | No · 7-day trial | Yes |
| Deployment | — | Gmail Chrome extension and Outlook add-in, cloud-hosted on Amazon Web Services and Heroku |
| Compliance | — | SOC 2 Type II |
| Support | Chat support, Community learning hub, 1-on-1 onboarding call | Email support, Phone support on Pro and above, Help Center, Weekly webinar trainings |
| Founded | 2019 | 2010 |
| Headquarters | London, UK | Saskatoon, SK, Canada |
| Employees | 11–50 | 51–200 |
| Funding | Raised Funding Round (details not stated in sources) | Funding round · $48M raised |
| Best for | Agencies and sales teams running LinkedIn and email outreach | Individual sellers, sales teams and SMBs that sell through email and want simple tools without enterprise overhead |
Plans side by side
Skylead
All-in-one$100seat/month
Agency$99925 seats/month (first-year promotion; $1999 for unlimited seats/month)
AnnualCustomcontact sales
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
Skylead
Profile in progress.
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, “Skylead vs Yesware”, https://slateindex.ai/compare/skylead-vs-yesware, data of Nov 3, 2026. Licence: CC BY 4.0.