Nate Littlewood helps purpose-led ecomm founders turn chaos & confusion with their finances into clarity & confidence.

Subscribe to EOFire

Guest Resources

Future Ready CFO – Check out Nate’s website for free downloadable tools, resources and other startup financial tools. Visit the Services page tailored for early-stage eCommerce founders.

3 Value Bombs

1. Most founders are terrified of finances because they fear judgment but avoiding them only prolongs the pain.

2. Your financials are your GPS. Without a plan, you’re just driving aimlessly.

3. Time is more valuable than money. Track it, prioritize it, and stop doing $15/hour tasks if you want $200k/year results.

Sponsors

HighLevel: The ultimate all-in-one platform for entrepreneurs, marketers, coaches, and agencies! Learn more at HighLevelFire.com!

Airbnb: Your home might be worth more than you think! Find out how much at Airbnb.com/host.

Public: Build a multi-asset portfolio of stocks, bonds, options, crypto, and more. Go to Public.com/fire to fund your account in five minutes or less!

All investing involves the risk of loss, including loss of principal. Brokerage services for US-listed, registered securities, options and bonds in a self-directed account are offered by Public Investing, Inc., member FINRA & SIPC. Public Investing offers a High-Yield Cash Account where funds from this account are automatically deposited into partner banks where they earn interest and are eligible for FDIC insurance; Public Investing is not a bank. Cryptocurrency trading services are offered by Bakkt Crypto Solutions, LLC (NMLS ID 1890144), which is licensed to engage in virtual currency business activity by the NYSDFS. Cryptocurrency is highly speculative, involves a high degree of risk, and has the potential for loss of the entire amount of an investment. Cryptocurrency holdings are not protected by the FDIC or SIPC. Alpha is an experimental AI tool powered by GPT-4. Its output may be inaccurate and is not investment advice. Public makes no guarantees about its accuracy or reliability—verify independently before use. *Rate as of 6/24/25. APY is variable and subject to change. **Terms and Conditions apply.

Show Notes

**Click the time stamp to jump directly to that point in the episode.

Today’s Audio MASTERCLASS: Why You’re Doing ‘Finance’ Wrong, and What You Should Do Instead with Nate Littlewood

[1:07] – Nate shares something he believes about becoming successful that most people disagree with.

Nate believes success comes from subtraction, not addition. Founders grow faster when they simplify and focus.

[2:04] – Nate talks about why so many founders are terrified of their finances.

Fear of judgment and lack of financial training.
Founders often suffer from “cognitive dissonance” between their business vision and financial reality.
He shares a personal story that likens this avoidance to someone skipping doctor visits out of fear eventually it catches up with you.

[7:15] – Nate shares the better way to think about finances.

Finances are your business’s GPS. They show you where you are and help you plan where you’re going.
Great financials can optimize for less risk, better cash burn, and a smoother journey overall.

[9:38] – A timeout to thank our sponsors!

HighLevel: The ultimate all-in-one platform for entrepreneurs, marketers, coaches, and agencies! Learn more at HighLevelFire.com!
Airbnb: Your home might be worth more than you think! Find out how much at Airbnb.com/host.
Public: Build a multi-asset portfolio of stocks, bonds, options, crypto, and more. Go to Public.com/fire to fund your account in five minutes or less!
- All investing involves the risk of loss, including loss of principal. Brokerage services for US-listed, registered securities, options and bonds in a self-directed account are offered by Public Investing, Inc., member FINRA & SIPC. Public Investing offers a High-Yield Cash Account where funds from this account are automatically deposited into partner banks where they earn interest and are eligible for FDIC insurance; Public Investing is not a bank. Cryptocurrency trading services are offered by Bakkt Crypto Solutions, LLC (NMLS ID 1890144), which is licensed to engage in virtual currency business activity by the NYSDFS. Cryptocurrency is highly speculative, involves a high degree of risk, and has the potential for loss of the entire amount of an investment. Cryptocurrency holdings are not protected by the FDIC or SIPC. Alpha is an experimental AI tool powered by GPT-4. Its output may be inaccurate and is not investment advice. Public makes no guarantees about its accuracy or reliability—verify independently before use. *Rate as of 6/24/25. APY is variable and subject to change. **Terms and Conditions apply.

[13:13] – Nate tells why he is so obsessed with time.

Time is more valuable than money, it’s irreplaceable.
Most founders underestimate the cost of their time vs. what they pay themselves.
Nate uses tools like Toggl to help founders track how they spend time and uncover low-value tasks they need to delegate.

[17:53] – Nate talks about one of the biggest mistakes eCommerce founders are making.

Confusing profit with cash flow.
Sitting on too much inventory increases costs and lengthens the cash conversion cycle.
Many founders don’t calculate the financing cost of unsold inventory, especially when using debt.

[20:10] – Nate shares his final takeaway.

Be as ruthless with your time investments as you are with your money.
Track it, evaluate it, and make sure you’re working in your zone of highest value.

[21:36] – Call to action.

Future Ready CFO – Check out Nate’s website for free downloadable tools, resources and other startup financial tools. Visit the Services page tailored for early-stage eCommerce founders.

[23:43] – Thank you to our Sponsor!

HighLevel: The ultimate all-in-one platform for entrepreneurs, marketers, coaches, and agencies! Learn more at HighLevelFire.com!

Killer Resources!

1) The Common Path to Uncommon Success: JLD’s 1st traditionally published book! Over 3000 interviews with the world’s most successful Entrepreneurs compiled into a 17-step roadmap to financial freedom and fulfillment!

2) Free Podcast Course: Learn from JLD how to create and launch your podcast!

3) Podcasters’ Paradise: The #1 podcasting community in the world!