How to Make B2B Paid Media Work With a Complex Sales Cycle — Dominick DeJoy | Ep 133

How to Make B2B Paid Media Work With a Complex Sales Cycle — Dominick DeJoy | Ep 133

Paid media gets much harder when a customer doesn’t click an ad and buy five minutes later. In B2B, a deal might take months or even a year, involve several decision-makers, and pass through multiple touchpoints before revenue ever appears.


In this episode, Dominick DeJoy, founder of Osric Digital, breaks down what B2B paid media actually looks like for SaaS, fintech, and professional services companies with complex sales cycles. We explore the difference between capturing existing demand and generating future demand, why attribution becomes so difficult, and how advertising can influence an entire buying committee rather than one decision-maker.


Dominick also shares what working with institutional investors taught him about sophisticated buyers, how AI is changing Google search and content marketing, why traditional informational SEO is becoming harder, and what entrepreneurship taught him about confidence, uncertainty, and constantly adapting when a strategy stops working.


If you’re trying to understand where Google Ads, LinkedIn Ads, AI search, and B2B demand generation fit together, this conversation offers a practical look beneath the tactics.


Join the Wisdom Journey newsletter


Get more experiments, lessons, systems, and behind-the-scenes observations from the process of building businesses online.


https://wisdom.beehiiv.com/


Connect with Dominick


Website: https://www.osricdigital.com/


LinkedIn: https://www.linkedin.com/in/dominick-dejoy/


Personal Website: https://dominickdejoy.com/


Chapters


00:00 Meet Dominick DeJoy: Paid Media Meets Social Science


01:09 Building a Paid Media Agency From Scratch


04:01 Why Dominick Chose Both Business and Academic Research


06:24 Why Complex B2B Sales Cycles Change Paid Media


08:17 Turning Attribution Complexity Into an Advantage


09:35 Demand Capture vs. Demand Generation


11:47 What a B2B Buying Committee Actually Is


14:38 What Institutional Investors Taught Dominick About Marketing


17:42 How AI Is Changing Google Ads and Search


19:54 Which Marketing Skills and Tactics AI Could Make Obsolete


22:01 Why Trust Matters More Than Persuasion Tactics


23:37 The Anxiety Connecting Investors, B2B Buyers, and Entrepreneurs


25:50 What Entrepreneurship Does to Your Confidence


27:57 Rapid Fire: What’s Working in B2B Marketing Now


28:17 GEO, LLM Optimization, and Overhyped ABM Software


29:13 What Field Research Revealed About Entrepreneurial Culture


30:23 Finding Clients With Zero Paid Media Budget


31:10 Where to Find Dominick and Osric Digital


32:13 Closing Thoughts and Wisdom Journey Newsletter

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