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

“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.

In this episode, Sam dives deep into the power of communication as a growth driver — not a buzzword. Joshua Altman, former Capitol Hill journalist and now pioneer of the Fractional Chief Communications Officer (CCO) model, explains how smart communication shapes perception, accelerates decisions, builds trust, and connects every part of a business to its strategy.

From small-to-mid-size companies to government agencies, Joshua has helped leaders transform messaging from reactive output into an operating system for better decisions. He breaks down:

🔑 Key Takeaways

• Communications is strategy
  Your newsletter, website, and pitch deck aren’t the end goal — they’re conversation starters that shape how customers and stakeholders think.
• Better messaging = Faster decisions
  When teams and customers are aligned, they move confidently without hesitation.
• Small businesses need an integrated approach
  Not siloed social posts — a narrative that supports product, sales, and culture.
• Be the signal, not the noise
  Strategic silence can be powerful — but ignoring customers when it counts can destroy trust.
• AI is a tool — not the storyteller
  Technology can speed execution, but humans are still the edge.

🧩 What We Cover

✔️ What a Chief Communications Officer actually does
✔️ Why the fractional model is booming
✔️ How to prevent communications chaos during growth
✔️ The Cracker Barrel brand meltdown example — and what leaders should learn from it
✔️ The habits of leaders who communicate well
✔️ Practical steps any business can take this week to improve clarity

🧠 Who This Episode Is For

This one’s essential listening if you are:

• A founder juggling marketing and messaging yourself
• A CEO scaling into new markets or raising capital
• A leader dealing with communication bottlenecks
• Anyone wanting to build a brand that customers trust

🔗 Connect with Joshua Altman

• LinkedIn: linkedin.com/in/JoshuaiAltman
• Website & Free Tools: beltway.media (check out the Quick Guides!)
• Email: jaltman@beltway.media

❤️ Enjoying the Show?

If this conversation helped you rethink communication as a growth engine, please:

✔️ Share this episode with your team
✔️ Leave a 5-star rating and review
✔️ Subscribe so you never miss an episode

For the complete Blog Article, head to sampenny.com

From Chiropractic Tables to Digital Empires: Dr Ben Adkins on Building Systems That Sell Themselves

Guest: Dr Ben Adkins — Founder of Fearless Social and One Hour Influencer
Host: Sam Penny
Duration: 1h 10m

Episode Overview

Dr Ben Adkins went from an overworked chiropractor in a small town to one of the most trusted marketing minds online.
When faced with an empty waiting room, he taught himself digital marketing — and within months, filled his clinic beyond capacity. Then he sold it, built Fearless Social, and created One Hour Influencer — a system that helps business owners turn one hour a month into 30 days of powerful content.

In this episode, Ben reveals how to:

• Turn your expertise into scalable, sellable systems
• Build a marketing engine that attracts clients — even while you sleep
• Transition from being the operator to becoming the entrepreneur
• Create authentic content in an AI-driven world
• Build a business that fits in your backpack — literally

This conversation is for service professionals, course creators, and business owners who want to escape the grind and build brands that scale with trust and simplicity.

What You’ll Learn

1️⃣ The “Empty Waiting Room” Moment
How a failing chiropractic clinic pushed Ben to master digital marketing — and how that single skill created a business he could sell.

2️⃣ Building the Engine That Attracts Buyers
Why valuation skyrockets when your business runs on a repeatable marketing system rather than your personal hustle.

3️⃣ The Birth of Fearless Social
How fear became the foundation for an agency that helped thousands of small business owners grow their reach online.

4️⃣ The Power of Simplicity: Answer 20 Questions
The framework behind Ben’s success — turn the top 20 questions your customers ask into content. That’s your marketing plan.

5️⃣ The Backpack Entrepreneur Philosophy
Ben’s rule: if your business doesn’t fit in a backpack, it’s not truly free. He explains how to build portability into your business model from day one.

6️⃣ From Service to Product
How Ben scaled from done-for-you agency work to scalable digital products and recurring programs.

7️⃣ The Birth of One Hour Influencer
How a simple accountability problem led to a new business model that creates one month of content in one hour — now used by lawyers, coaches, and service professionals worldwide.

8️⃣ Authenticity in the Age of AI
Ben and Sam unpack how to use AI as a support tool — not a substitute — to keep content human and trust-driven.

9️⃣ Action Plan for 2025 Creators
Ben’s three-step roadmap for anyone starting today:

1. Write down why you started.
2. List the 20 questions your audience keeps asking.
3. Get on camera and answer them — imperfectly but consistently.

Top Quotes

Resources Mentioned

• The 4-Hour Work Week – Tim Ferriss

• Fearless Social

• One Hour Influencer

• Opus Clip

• Hootsuite

Connect with Ben Adkins

🌐 Website: 1hourinfluencer.io

📧 Contact: via the site
📱 Instagram: @drbenadkins

🎧 Podcast: Serial Progress Seeker

Connect with Sam Penny

🌐 sampenny.com

🎙️ Follow Built to Sell | Built to Buy for weekly conversations on creating businesses that buyers chase.