Creative Ops Compass

Embracing Risk with Tim Bradley


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Jesse speaks with Tim Bradley, founder of Pennant Video, about why in-house creative teams tend to play it safe and what that caution costs them over time. Tim shares insights from running a video agency that collaborates regularly with internal teams, revealing the dynamics that keep teams stuck in risk-averse patterns and the practical steps leaders can take to break the cycle.

About the Guest

Tim Bradley is the founder of Pennant Video, a mid-funnel focused video agency specializing in the critical trust-building phase of the buyer's journey. With expertise in helping brands communicate new positioning, support sales kickoffs, and capture customer stories, Tim works alongside in-house creative teams at inflection points where speed, focus, and objectivity matter most. He brings a unique outside perspective on what holds internal teams back and what makes creative partnerships genuinely productive.

Key Topics Discussed
  • Why in-house teams are more risk averse than external agencies
  • The compounding cost of playing it safe
  • The case for protected time
  • What to look for when evaluating agency partners
  • Building strategic value through internal relationships and calendar visibility
Connect with Tim
  • Learn more about Pennant Video at www.pennantvideo.com
Connect with Jesse
  • Learn more about Jesse's work at www.infocusconsulting.net
  • Connect with Jesse on LinkedIn: https://www.linkedin.com/in/jessekrinsky
  • Have a creative ops challenge you're facing? Want to be a guest on the show? Reach out at [email protected]
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Creative Ops CompassBy In Focus Consulting