I started my first business with $500.
Not $500 in seed funding. $500, total. This was the amount of money I gave to myself to build a basic website. It was 2010, social media didn’t exist, and I needed a website to share the mission of my company and our upcoming events. This $500 budget was the entire operating budget for what would eventually become Bump Club and Beyond.
When I launched, I didn’t have a business plan. I didn’t even realize I had a business. I simply started hosting events for expectant moms. I truly was building the plane as I was flying it. Obviously, because of this, I didn’t have investors. At the time I also didn’t have a single friend who was a female founder. I had no one to call when things went sideways or when I wanted to ask someone, “Is this normal?”
When the IRS showed up on my doorstep because my accountant was filing wrong, I cried. I of course talked to my husband about it, but I didn’t have any peers to call.
I’ll tell you what I didn’t do with that $500. I didn’t spend it on ads. I didn’t spend it on PR.
It’s not like I chose not to do these things because I knew anything about cash flow. I simply didn’t have money to spent, so I didn’t spend it. And instead, I built the business through partnerships, community and events. It took years before I ever ran a paid ad, over five of them. And when I did, the reason it worked was because the business had something real underneath it. I want you to know that holds true for Dear FoundHer… as well. I am in my fifth year and I started running small ad campaigns last year.
The reason these campaigns work is because I had already extablished a reputation. I had a community who showed up and a story people connected with and believed in. Ads amplify what’s already working. They don’t create it.
I bring this up now because of a conversation I had this week on the podcast with Elina Wang, founder of ESW Beauty. She started her company with a $25,000 bank loan. She didn’t have any investors or a venture round. Six years later, ESW Beauty is doing eight figures a year, is sold in thousands of doors across the country, and as of today, has never raised a dollar of outside capital.
Our businesses couldn’t look more different. She sells physical product into national retail. I built a community business on events and partnerships. But when I asked her how she actually pulled off bootstrapping to eight figures, her answer landed on the exact same instinct that built mine, just dressed up in different tools.
Bootstrapping isn’t about refusing help. It’s about sequencing.
Most people think bootstrapping means grit, or stubbornness, or just refusing to take anyone’s money on principle. That’s not what it is, in her business or in mine. It’s a decision about when you spend, and on what, made on purpose instead of by accident.
The difference between me and Elina is that when I became an entrepreneur, I had no idea that I even could raise money. But I didn’t have to. I invested back into the business and built in a way that kept me out of debt.
Elina told me she chose not to invest heavily in D2C advertising in her early years, on purpose, because she’d watched how fast that spend adds up. Ads, influencers, all of it compounds quickly, and it’s the easiest way to burn through cash you don’t actually have yet. That’s the same math I was doing with my $500, just without her language for it. Neither of us was refusing to spend money. We were both refusing to spend it before it had anything to attach to.
That’s the piece almost nobody tells you honestly, and it’s the piece I actually want to unpack with you today, using her business and mine as two different proofs of the same idea.
This is where most business content stops.
Most people will tell you to “be disciplined with cash” and call it a strategy. What they won’t hand you are the actual mechanics. The specific tools Elina used to solve her cash flow problem without giving up equity or taking on debt. The exact one to two year planning habit she credits with keeping her afloat. The inventory mistake that almost every product founder makes at least once. And the hiring timing question that took me a decade and a sold business to actually learn.
Below the paywall, you’ll get all of it, explained in plain language, plus a sequencing framework you can run against your own business this week. Our premium edition is $9 a month, or $87 a year, and if it helps you avoid spending money on the wrong thing at the wrong time even once, it will have paid for itself many times over.

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