Ecom Cash Flow Hack: How to Borrow from Yourself, Not the Bank with Mike Olson

Jan 20, 2026

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Today, I’m excited to welcome Mike Olson, Partner and Founding Member at WealthPoint, LLC. With over 25 years of experience in financial and insurance planning, Mike has dedicated his career to helping affluent families and business owners unlock clarity in complex financial decisions. He holds multiple professional designations—CLU®, ChFC®, CFP®, and MSFS—and is nationally recognized for his expertise in structuring insurance solutions that fuel business growth.

In today's episode, we’re diving into a powerful and often overlooked strategy: how e-commerce entrepreneurs can use insurance to fund inventory cash flows. Mike is here to share how these creative financial tools can give Amazon sellers and online business owners the liquidity and leverage they need to scale sustainably from 7 figures to 8 and beyond.

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> Here’s a glimpse of what you would learn….

Strategic use of life insurance policies for e-commerce entrepreneurs.
Funding inventory cash flows and scaling businesses from seven to eight figures.
Benefits of life insurance, including tax advantages and creditor protection.
Importance of tailored insurance policy design based on individual financial situations.
Building a cash reserve ("war chest") before borrowing against life insurance.
Flexibility in policy features to accommodate fluctuating cash flows.
Higher potential returns from well-structured life insurance policies.
Comparison of life insurance loans to traditional high-interest financing options.
Importance of disciplined financial management and repayment strategies.
Long-term benefits of life insurance as a financial safety net and retirement tool.

In this episode of the Ecomm Breakthrough Podcast, host Josh Hadley interviews Mike Olson of Wellpoint LLC about using life insurance as a strategic financial tool for e-commerce entrepreneurs. They discuss how established business owners can leverage specially structured life insurance policies to fund inventory, manage cash flow, and scale sustainably, while also gaining tax advantages and creditor protection. The episode covers the pitfalls of traditional financing, the importance of disciplined policy funding, and actionable steps for building a financial “war chest” to support business growth and personal security. Mike also shares insights on technology, AI, and economic resources.

Here are the 3 action items that Josh identified from this episode:

Build a Financial War Chest – Use life insurance to accumulate cash value over time, creating a reserve you can tap into for high-ROI business opportunities or emergencies.
Design for Flexibility – Work with an advisor to structure a policy that matches your business’s cash flow, allowing for adjustable premiums and strategic borrowing.
Leverage Smartly for Growth – Borrow against your policy only for clear, high-return purposes—like funding inventory or scaling operations—while maintaining a disciplined repayment plan.

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Episode Sponsor

Sponsor for this episode...

This episode is brought to you by eComm Breakthrough Consulting where I help seven-figure e-commerce owners grow to eight figures.

I started Hadley Designs in 2015 and grew it to an eight-figure brand in seven years.

I made mistakes along the way that made the path to eight figures longer. At times I doubted whether our business could even survive and become a real brand. I wish I would have had a guide to help me grow faster and avoid the stumbling blocks.

If you’ve hit a plateau and want to know the next steps to take your business to the next level, then go to www.EcommBreakthrough.com (that’s Ecomm with two M’s) to learn more.

Transcript Area

Mike Olson 00:00:00 This is for the entrepreneur that has a profitable business. You don't start putting your first dollar that you're saving into insurance, right? You still have a balance sheet. You have some cash. Your business has a strong kind of cash reserve to support it. Personally, you have write a savings account for bills. So this is kind of that add on. Once you have a successfully profitable business and now you're trying to optimize efficiency.

MC 00:00:32 Welcome to the Ecomm Breakthrough podcast. Are you ready to unlock the full potential and growth in your business? You've already crossed seven figures in sales, but the challenge is knowing how to take your business to the next level.

Josh Hadley 00:00:46 Before you take out a loan for your business, you need to listen to this podcast first. Imagine having the ability to unlock liquidity right when you need it most without the headaches of traditional financing. That's exactly what we're going to be talking about today. Welcome to the Ecomm Breakthrough Podcast. I'm your host, Josh Hadley. I scaled my own brand from 0 to 8 figures in sales, and now my mission is to take it to over nine figures on my journey to nine figures, I bring you unfiltered conversations with the smartest minds in e-commerce.

Josh Hadley 00:01:17 Past guests include Kevin King, Michael E Gerber, author of The Myth, and Matt Clark from ASM. Today, I am excited to welcome Mike Olson. He is a partner and founding member at WellPoint LLC. With over 25 years of experience in financial and insurance planning. Mike has dedicated his career in helping affluent families and business owners unlock clarity in complex financial decisions. He...