Jason Bay

Founder & CEO
@
Outbound Squad

Jason Bay is Founder & CEO at Outbound Squad™. He’s on a mission to help reps and sales teams turn complete strangers into paying customers. A few of their clients include reps and sales teams from companies like Zoom, CBRE, Medallia, Xfinity, Gong, and many more. Sales is the only "adult job" he’s ever had. And he’s done everything from selling house painting services door to door, running outbound call centers, to helping thousands of reps become world-class sellers.

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outboundsquad.com

Special Events

Sell Better and Outbound Squad are Coming to Chicago!

2 Days. Sales Experts. Incredible Experiences. Networking.

Sep 24
2025
12:00 pm

ET

Learn More

Midnight to Millions

24 Hours. 24 Experts. 0 Excuses.

Nov 6
2025
12:00 pm

ET

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Upcoming Shows

A Modern Prospecting Playbook for Sellers
Sep 24, 2025
12:00 pm
EST

Past Shows

Use These AI Strategies to Write Cold Emails That Convert
Jul 31, 2025
3:00 pm
EST
Book 2x More Meetings With These Webinar Follow-Up Strategies
May 7, 2025
12:00 pm
EST
Expert Techniques for Selling to the C-Suite
Feb 27, 2025
12:00 pm
EST
Proven Cold Outreach Tactics to Help You Land More Meetings
Feb 26, 2025
12:00 pm
EST

Snacks

How to handle your toughest prospecting objections
Free Courses
Cold Calling: From Reluctant to Confident
Free Courses

Sales Training

6-Week Training Program

Jason Bay - Outbound Squad™

Is pivoting to an outbound-led sales motion key to your growth this year? We’ll help you fill the top of your sales funnel by:Scaling a common language & standardized prospecting approachReducing reliance on inbound (and get AEs self-sourcing more pipeline)Building a culture of hunters who excel at opening and closing net-new logos‍