Strategic Business Structuring for Passive Income Success

Today I'm joined by Ali Schwanke for a coaching session to map out how she can add $100K in creator income to her thriving services business.

We dive deep into pricing, bundling digital products, and leveraging Ali’s existing audience—showing exactly how to build profitable, scalable offers without cannibalizing core services.

You'll learn our approach to identifying your best passive income opportunities, packaging your expertise into clear products, and quickly validating your idea before launching.

Timestamps:
00:00 Introduction
01:13 Marketing Is Simple When Your Strategy Is Sound
03:07 Escaping Marketing Chaos
06:18 Why Most LinkedIn Outreach Fails
08:02 How Ali Built Simple Strat
10:08 Growing Her HubSpot YouTube Channel
15:59 Mapping Revenue & Audience Assets
21:11 Finding Ali’s Best Passive Income Opportunities
25:48 How to Price & Package Digital Products
38:51 Using Decoy Pricing To Boost Sales
46:39 Designing the Perfect Pilot Program
55:18 Recap & Next Steps

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Learn more about The Nathan Barry Show: https://nathanbarry.com/show

Follow Nathan:
Instagram: https://www.instagram.com/nathanbarry
LinkedIn: https://www.linkedin.com/in/nathanbarry
X: https://twitter.com/nathanbarry
YouTube: https://www.youtube.com/@thenathanbarryshow
Website: https://nathanbarry.com

Follow Ali:
LinkedIn: https://www.linkedin.com/in/alischwanke
Website: https://www.alischwanke.com
Instagram: https://www.instagram.com/alischwanke/
X: https://x.com/alischwanke
YouTube: https://youtube.com/@HubSpotHacks

Featured in this episode:
Simple Strat: https://www.simplestrat.com
Marketing Deconstructed: https://marketingdeconstructed.com
HubSpot Hacks: https://youtube.com/@HubSpotHacks
Tubebuddy: https://www.tubebuddy.com
Kit: https://kit.com

Highlights:
00:09 – We need to retrain how we think about marketing
01:13 – “Marketing is simple when strategy is sound”
03:07 – Start with what already works
08:20 – From YouTube tutorials to a $2M agency
16:00 – Potential offers and decoy pricing
45:40 – Becoming the “Oprah of marketing”