Outreach vs InsightSquared (by Mediafly)
Side-by-side from the Top 11 rankings of 11 Best AI Sales Tools 2026 (Ranked by Pipeline Impact) and The 11 Best Sales Forecasting Software Tools. Last verified May 31, 2026.
The short answer
Outreach ranks higher on Top 11 (#2 vs #7) for Sales leaders and SDRs using AI for prospecting and conversation analysis / Sales managers and RevOps teams building accurate revenue forecasts. The leading sales engagement platform for automating outreach and managing the entire sales cycle with AI.
At a glance
| Outreach | InsightSquared (by Mediafly) | |
|---|---|---|
| Top 11 rank | #2 / 11 Best AI Sales Tools 2026 (Ranked by Pipeline Impact) | #7 / The 11 Best Sales Forecasting Software Tools |
| Score (out of 9.4) | 9.1 | 7.9 |
| Best for | AI-powered sales engagement | Analytics-heavy forecasting |
| Pricing | $$$$ ($1,200 - $2,000/user/year) | $$$ (Custom Quote) |
| HQ | Seattle, USA | Boston, USA |
| Founded | 2014 | 2010 |
Outreach
The leading sales engagement platform for automating outreach and managing the entire sales cycle with AI.
www.outreach.ioSee full entry in 11 Best AI Sales Tools 2026 (Ranked by Pipeline Impact)
InsightSquared (by Mediafly)
A forecasting tool built on a foundation of deep sales analytics and reporting.
www.insightsquared.comSee full entry in The 11 Best Sales Forecasting Software Tools
Methodology and scoring weights live at /methodology. No vendor pays for placement — see about.