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If your marketing feels like guesswork — some months booming, others bone-dry — today’s episode will show you exactly what’s missing.

Sam sits down with Jeff Wenberg, founder of Offer Evolution and former early-stage team member at Leadpages and Zipify Apps, where he helped scale tech companies by focusing on one core principle:
➡️ Marketing works when your machine works

Jeff went from broke musician to building and selling his own SaaS and helping thousands of entrepreneurs create simple, scalable marketing systems that generate predictable revenue. In this actionable and energising conversation, Jeff shares:

What You’ll Learn

✔ Why most founders struggle with inconsistent lead flow
✔ The #1 difference between companies that scale vs those stuck spinning their wheels
✔ The exact foundational components of a Marketing Machine (Audience → Message → Rhythm → Process)
✔ The 80/20 work every entrepreneur skips — and pays the price for later
✔ How to interview customers the right way to unlock language that converts
✔ The simple tweak that added $20K MRR in 3 months for one client
✔ How to avoid the shiny-object trap (especially with AI)
✔ Why true marketing is more human — and more simple — than ever

Key Quotes

“Most people don’t slow down long enough to get clear on the transformation they provide — and that confusion comes through in their marketing.”
"The brands that win are simply joining the conversation their customers are already having.”

“If you want to build something repeatable and scalable, you need a system — or you’ll be tied to your desk forever.”

Jeff’s Top Takeaways

1️⃣ Talk to your customers — deeply and often
2️⃣ Sell the transformation, not the features
3️⃣ Consistency beats cleverness, every time

About Jeff Wenberg

Jeff is the creator of Offer Evolution, where he helps coaches, course creators, and info-businesses position and pitch their offers so customers say “I need that” before they even hear the price. Previously, he helped scale Leadpages from 11 staff to over 170 and tens of thousands of users worldwide.

👉 Website: JeffWenberg.com
👉 Instagram: @IamJeffWenberg

👉 Connect with Sam: sampenny.com

Chapters

00:00 – Introduction
01:00 – From musician to marketer
03:20 – Early lessons at Leadpages
06:10 – When marketing becomes a machine
10:00 – Tactic chasing vs. system building
14:30 – What successful businesses always have in common
20:00 – Consistency vs clarity
23:30 – The customer that went from $0 to $20K MRR
26:00 – Why AI will never replace connection
32:00 – Storytelling as a trust accelerator
36:00 – Jeff’s 3 steps to build your machine today
37:30 – Where to find Jeff

If You Found This Valuable

Share it with a founder still searching for that elusive “consistent sales” feeling.
You might just save them years of struggle.

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30 episodes