Debt vs. Equity Fundraising - which is best for your business

Hello friends. Welcome to another edition of my newsletter, where I share growth strategies from having helped companies do over $300M in product launches and over $800M in fundraising.


I’ve been fortunate to have been involved in over $800,000,000 in fundraising for businesses. That kind of volume came from time as a C-level banking executive and time as a startup founder and investor.

Founders go wrong with their fundraising efforts for a lot of reasons. Common mistakes I see include:

  • Assuming they don’t have any startup investors in their network. The reality is they just aren’t talking to enough people or asking the right questions. Most people have investors in their network, they just may be levels deep.
  • Not having their documentation in an “investor-ready” stance. Even if they have a pitch deck or business plan, the document(s) tend to fall flat in explicitly telling the story of the business and making the value proposition of the model clear.
  • Confusing a lifestyle business, which isn’t interesting to investors, with a high-growth opportunity.
  • Letting their own bias convince them that they have a winning idea.
  • Failing to build a strong team of experienced professionals who have a track record for executing. Instead, they bring on family, friend, and co-workers from past corporate jobs.

Those mistakes will cost a founder a lot of energy, money, and time.

But none of those mistakes are as damaging as the biggest mistake I see - not being targeted with your fundraising efforts.

I recently worked with an entrepreneur who was attempting to raise both debt and equity at the same time. They had bootstrapped the business about as far as they could go without outside capital and were in a position of needing outside capital.

My advice, on our first call, was that their model was not right for debt. Yet, on the advice of another professional, who was incentivized to take them the debt route, they wanted to pursue an SBA loan. We spent weeks preparing a business plan, which is an SBA requirement. Only to later agree that equity was a better route at the time.

That mistake cost them the trifecta of energy, money, and time.

While there are some clear cut lines between when each type of fundraising is right for your business, that I’ll talk about, there are times when those lines blur. To be targeted with your fundraising efforts, you need to understand when debt or equity are the best options.

Where the lines blur between debt and equity fundraising

There are a few places where capital is just capital. Meaning there are some common characteristics of each and what it takes to land debt or equity. Some of these are pretty basic.

  • Both have to be repaid. The only sources of capital that don’t require repayment include winnings from pitch competitions and grants.
  • You are losing some degree of control. With equity you may be asked to give up seats on your Board of Directors. With debt you will have a lender reviewing your financial position regularly and instituting covenants that must be met or else the debt is “called” due.
  • Both come with a cost. Debt costs you in interest and equity costs you in shares of your business.
  • They each take time to close. Don’t wait until you need capital to start your fundraising activities, because both debt and equity take time to close, upwards of months.
  • You’ll need documentation that describes your business model. For investors you generally start with a pitch deck and for lenders, particularly SBA loans, you will need a full business plan.

Where the lines are clear between debt and equity fundraising

You’ll notice that the common characteristics above also have distinctions within them, ex. you’ll need documentation, but its a pitch deck versus business plans situation.

There are, however, very distinctive differences between when you should be attempting to raise debt versus equity.

You should be targeting debt if you can check off multiple or all of the following criteria:

  • Your business is producing revenue.
  • Your business is producing enough revenue to cover all of your expenses plus the cost of the new debt.
  • There is collateral you can offer. Ex. real estate, equipment, or other hard assets.
  • You have liquidity, i.e. cash, to inject into the deal. Ex. if you are using debt to purchase equipment some lenders will not finance the full amount of the purchase.
  • Your business is more of a lifestyle business.

Equity makes sense when you can check off multiple or all of the following criteria:

  • You are pre-revenue and/or losing money.
  • Your business model is one that can demonstrate high-growth.
  • The business has a truly unique value proposition.
  • If you have any sort of credit issues. Investors won’t love this either, but it’s less of an issue for them than it is for a lender.
  • There are components of your model where intellectual property can be defended with patents or copyrights.
  • The founder(s) have successfully ran, and possibly even profitably exited, past ventures.

What much of this boils down to is an overarching concept I try to teach everyone.

Lenders are historical looking and investors are futuristic looking.

Lenders will approve your loan based on what your business has done. Not what it is going to do. Lenders don’t make speculative loans.

Investors fund your startup because they buy into the idea of what you will accomplish. They are much more willing to be speculative.

Lenders = historical; Investors = futuristic

Understand that difference and you will avoid wasting time talking to the wrong sources of capital.


Curious if your startup is ready to raise outside capital?

My growth agency will perform a product assessment for you completely FREE.

Thank you for subscribing!
Please check your inbox for a link to confirm your email address.

Read past issues

Oct 13
From Idea to Bookshelf: How to Self Publish Your Next Book
Oct 06
Your value proposition sucks
Oct 02
Rich Dad Poor Dad (Robert Kiyosaki) - Book Notes & Summary
Sep 29
4 Skills that will Drastically change your life
Aug 03
Die With Zero (Bill Perkins) - Book Notes & Summary
Jul 28
Afraid of giving away too much equity to investors? Here’s the fix.
Jul 14
"Known (Mark W. Schaefer) - Book Summary and Notes"
Jul 06
The surprisingly simple purpose of a seed round of funding
Jun 29
When it's an easy decision to pass on startup funding
Jun 15
Go-to-Market Made Easy: Your Roadmap to Customer Acquisition
May 24
Planning for a Second Act + a sabbatical
May 05
This isn't 2008. But, it's not that much better
Apr 20
Market Whisperer: Knowing Your Customer Better Than Investors
Apr 14
Energized > Rested
Apr 07
Numb the pain, silence the teacher
Mar 31
The Myth of the Big Exit
Mar 23
Growth Gears: Equity vs. Debt - Fueling a Startup’s Journey
Mar 16
A candid conversation about fear
Mar 09
The Technical Product Managers Guide to Go-to-Market
Mar 03
My goal was 100 financial plans. I did 10x that goal.
Feb 25
Poor MVP, no one likes you
Feb 24
Beyond Bytes: Why Interpersonal Skills are the New Power Tools for Success
Feb 17
This one question changed how I looked at contingency plans
Feb 10
From $100k -> $75M - this week's fundraising lessons
Jan 27
The next big finance opportunity
Jan 20
This is how long a startup funding round lasts
Jan 09
How I'd market a loan broker business
Jan 02
25+ years of finance experience in less than 5 minutes
Dec 28
How to have a stress-free relationship with money
Dec 17
How to buy a business with little money down
Dec 12
Want to 10x your business? Try the strategy that most people fear.
Dec 05
Why being loan-specific as a loan broker is best
Nov 28
The Power of Micro Markets
Nov 19
Defining success criteria helps remove analysis paralysis
Nov 12
Lessons from acquisitions
Nov 07
My business plan cheat code
Oct 28
Everyone is missing the real point about being overworked
Oct 22
Why you should have a "How to work with me" manual
Oct 18
Selling eggs - my quiet ambition
Oct 13
Breaking Free from 'Meh': The Hidden Impact of a 7 Rating in Life
Sep 24
From Software Engineer to Commercial Loan Broker
Sep 23
A personal message about the importance of your health
Sep 16
Is the SBA 8(a) program going away?
Aug 21
What is a search fund?
Aug 14
My guidelines for speaking engagements
Aug 07
The Ultimate Guide to Picking the Perfect Lender for Your Business
Aug 05
Built to sell - pricing strategies that work
Jul 22
My framework for building impervious value propositions
Jul 12
How to force tradeoff decisions
Jul 09
How I'd Start a Freelance Business Today
Jul 05
The Bookends of Product Management
Jun 28
From the C-suite to Product; How I got here and what you can learn from that
Jun 17
My Digital Detox Experience
Jun 10
AI copywriters wrote this blog post
Jun 03
The SBA Just Made Business Acquisitions Easier
May 27
The power of index investing funds
May 20
The most important skill for entrepreneurs
May 06
I churned out 46,000 words in 90 days using this writing process
Apr 29
⏰ NOW is the time to turn your finance career into entrepreneurship!
Apr 22
How to build your own financial plan in under 1 hour
Apr 15
Define your audience first, then design your product
Apr 08
Getting a business loan just got harder
Mar 25
This one question is jet fuel for productivity
Mar 24
Are the rate hikes over?
Mar 18
This tool removes decision fatigue
Mar 11
The one stat keeping us out of a recession
Mar 05
One key reason raising startup funding is so hard right now
Mar 04
My framework for quickly launching profitable products
Feb 16
What’s the average business loan interest rates?
Feb 13
Everything you need to know about business loan rates
Feb 10
This one tool made me a better entrepreneur
Jan 25
This one-pager is perfect for brainstorming business ideas
Jan 18
Stop making this mistake with your startup’s target market
Jan 11
Powerful tools for researching competitors
Jan 08
User persona template demo
Jan 04
They should take my Marketing degree away
Jan 01
How to confidently charge your worth
Oct 02
Building wealth with Restricted Stock Units (RSUs)
Sep 11
What I’ve learned as a startup analyst for an angel investing syndicate
Jun 24
My favorite economic analysis tools
May 29
Which SBA Loan Has the Lowest Down Payment?
May 01
The Power of a Decision Matrix
Apr 24
Things to consider when buying a business
Apr 17
Buy a Business vs. Start One
Mar 31
How do Micro SBA Loans work?
Mar 03
Common Investor Term Sheet Components
Feb 15
3 Step Process for Generating Business Ideas
Feb 06
Thoughts on <my first Angel Investment>
Jan 11
Lessons from writing over 1,000 words per day
Jan 06
There Are Two Main Types of Business Plans
Dec 09
The Best Pitch Deck Templates