speaker. author. digital pioneer.

Book Jay to Speak

Ranked the #1 speaker at 20+ industry conferences, Jay Schwedelson brings the same bold, data-driven approach that built $500M+ in revenue across his businesses.

Highlights & Accolades

• University of Florida Hall of Fame Inductee (UF College of Journalism & Communications)

• MCNY Silver Apple: The most prestigious direct-marketing award

Crain’s Top 100 Industry Leaders: 10 Consecutive Years!

• Ranked #1 Speaker at 20+ Industry Conferences

Notable SPeaking Engagements

• HubSpot INBOUND – Recurring speaker

• MarketingProfs – MasterClass Instructor

• HCIC – Keynote speaker

• GURU Conference – Keynote speaker

• Harvard Business School – Guest lecturer

• Email Evolution Conference – Keynote speaker

See Jay in action

Book Jay to Speak

Keynote Topics

  • Stupider People Have Done It

    You’re not stuck because you lack skill or experience. You’re stuck because you keep waiting to feel ready. Jay unpacks the mental habits that stall smart, capable people, the moment when he stopped asking for permission, and offers a practical way to move before confidence shows up.

  • Best Practices are Garbage: In Marketing and in Life

    Jay built his career by testing the ideas everyone warns you against, then watching them outperform the “safe” plays. He breaks down what those bets looked like, why they worked, and how sticking to conventional advice quietly stalls your campaigns and career.

  • Change Isn't Scary — Staying the Same Is

    Most people say they’re afraid of change. What they’re really afraid of is making the wrong move. Jay breaks down how staying comfortable becomes a liability — especially as AI and business models shift — and how to make changes without blowing everything up.

  • If It Scares You, You're Probably Supposed to Do It

    The things that scare you tend to be the things with the highest ROI. Jay breaks down how to tell the difference between fear that signals growth and fear that’s just self-protection, and how to act on the first without getting derailed by the second.

RAVE
REVIEWS

“He’s genuinely funny, genuinely insightful, genuinely a wonderful human—and he leaves people feeling energized to put new ideas into motion.”

— Ann Handley, Chief Content Officer, Marketing Profs

“Jay Schwedelson is an exceptional keynote speaker who consistently delivers high-impact, actionable content with remarkable energy and authenticity. He has a rare gift for cutting through industry noise to provide practical, immediately applicable insights while keeping audiences thoroughly engaged through his charismatic delivery and genuine humor. As attendees say, he's "always straight to the point, value, and hilarious"—a combination that has made him one of our most requested and highest-rated speakers across multiple flagship events and major stages. His unique ability to balance entertainment with substance has earned him thousands of loyal fans and consistently top-tier ratings across our global events portfolio.”

— Courtney Dagher, Director Global Events, HubSpot

“"Speaker is absolutely incredible. So engaging and entertaining, I could listen all day! THANK YOU FOR HAVING HIM!”

— HubSpot Inbound attendee

“The most engaging conference session I've ever attended! I laughed, took pages of notes and left feeling like I had impactful tactics to integrate into our email marketing strategy. Props to Jay.”

— HubSpot Inbound attendee

“Jay's profound knowledge and expertise left a lasting impression on our attendees, and they simply adored him. Moreover, I was impressed with how skillfully he customized his presentation to cater to the interests and needs of our audience, making the entire experience a breeze.”

— Vishal Teckchandani, Vendasta

“Jay Schwedelson's keynote at the Sandler Summit was like a double shot of espresso after lunch! … Choosing him for one of the closing keynotes was a no-brainer. If you want your audience to talk about your event for months, get Jay as your keynote speaker.”

— Sandler Summit organizer

“Literally one of the best presentations I've ever attended — I learned a lot AND laughed! Thank you!”

— American Marketing Association attendee

“Jay's knowledge and wisdom on email marketing far surpasses that of anyone in the industry. He took the time to share his expertise during a virtual session to hospitality professionals, and the reviews were TREMENDOUS. What was particularly valuable is the data he uses on tracking metrics like open rates and subject lines. Not only is he thoroughly entertaining, you leave his presentations with a notebook filled with ideas, tips and tricks to implement on your next email campaign."“

— Melissa Hansen, Private Club Membership

“I vote for Jay Schwedelson as guest of the year! He was smart, funny, and professional all wrapped into one giant package. Our listeners enjoyed his topic knowledge as well as his gift to get his information across to our audience.”

— Diana Hoskins, The Fitness Business Podcast