The Embarrassing Part of Entrepreneurship

There were times in my remote work journey where I had to choose between paying the light bill or buying groceries to feed my kids. People don’t talk about this because it’s embarrassing.

The Embarrassing Part of Entrepreneurship

But starting a new business is nauseating.

It’s like riding a roller coaster blindfolded. One minute, you’re wondering how the f*** you’re going to pay the bills, then suddenly, you’ve got two rent payments in the bank, only to have clients ghost your invoices two weeks later. Meanwhile, “Instagram Entrepreneurs” flash their overnight success, but they don’t share the Cup o’ Noodles nights, side jobs cleaning office toilets, or the months of questioning if this was a mistake. The Embarrassing Part of Entrepreneurship

Until you find your rhythm, you never really know when the highs will hit or when the lows will gut-punch you.

And that is OKAY. You aren’t alone.

I remember celebrating a $2.89 Etsy sale in a post. Not a typo. I was hyped because it meant my business was moving. And some woman replied ‘why bother at that rate’.

Then, two days later I pulled in a $2,500 contract doing menial work for a blue-collar business that just didn’t have time for admin stuff.

The truth? Business can be unpredictable for a while. It’s thrilling, terrifying, and requires resilience, grit and an iron stomach. If you really want this, you have to hold on tight, embrace the lows, celebrate every win - no matter how small - and keep learning from it all.

And really important is to stop comparing and just keep going.

To the new Virtual Assistants - I know sometimes I come across as rude or abrupt. But it’s because there is so much noise out there I don’t like to waste your time feeding egos or fluffing up replies. I’m not one to coddle, but I share practical advice and insight into what it took for me to sustain a business for 15 years and get it to a place where I am okay. At the end of the day you just have to do the work and stick to it. There is no magic tip or easy way.

Its work... all hard consistent day to day work.

I’ve been distracted by new shiny things several times along the way. And somewhere along the line I realized that I am really good at doing the boring work small business owners don’t have time for - emails, scheduling, follow-ups, reports, invoices, spreadsheets. My clients? Contractors, property managers, real estate agents, handymen, painter, massage therapists and other blue-collar businesses trying to keep up with paperwork while running their actual business. They struggle with the same ups and downs we do - some months are great, some months are slow. But this work? It’s needed.

If you’re building a Virtual Assistant business, don’t stress about making it “glamorous.” Just focus on making it valuable. Forget about what everyone else is offering. Focus on skills you know you are really great at and you enjoy doing. And if you’re in a slow season, keep pushing - it only takes one good client to change everything.

💡I help women get paid for boring admin work by teaching them how to build a Virtual Assistant business that actually makes money.

I do this inside my Skool community, Do The Boring Work - where I give you the exact steps, scripts, and strategies to land paying clients.

You don't have to figure out all this stuff alone! https://www.skool.com/dotheboringwork

Stay Curious, Stay Connected,

💫 Chastity

Do The Boring Work is a community for women ready to turn their skills into a profitable Virtual Assistant business. Whether you’ve worked in corporate, retail, health, food service, etc., your skills can support businesses that need help. Flexible hours, steady income, working from anywhere, it all sounds great, but most aspiring VAs get stuck before they start. We work on real, actionable steps to build your business. Inside you'll learn tactics to land clients, price your services confidently and generate income.