The Dave Gerhardt Show (from Exit Five)

How to Upgrade Your Webinar and Email Strategy for 2026 with Jay Schwedelson (Founder, SubjectLine.com)

35 snips
Feb 13, 2026
Jay Schwedelson, founder of SubjectLine.com and GURU Media Hub, is an email and virtual-event tactician. He explains why renaming and repackaging live sessions boosts interest. Shortening sessions to 22 minutes, using “attend to receive” hooks, testing Friday/Sunday sends, and inbox white-space tricks are highlighted as high-impact tweaks.
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ANECDOTE

Acquired After A Big Virtual Event Win

  • Jay sold Guru Conference and subjectline.com to Constant Contact after his virtual event's success.
  • The acquisition validated that virtual events can scale and attract major brands.
ANECDOTE

Conditional Access Drove Longer Attendance

  • Jay's virtual conferences ban on on-demand made attendees stay longer and boosted engagement.
  • Attendees often stayed five to seven hours because access to recordings was conditional on live presence.
ADVICE

Promote Short 22-Minute Sessions

  • Promote shorter sessions, ideally 22 minutes, to lower the scheduling barrier and increase attendance.
  • People find odd non-round lengths believable and will fit them into a 30-minute calendar block.
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