From a decade in Tech Sales to Full Time Search: November Update

As of October 1st, I’m officially full-time searching for a small business to buy in the DC area. Since starting part-time in April, I’ve met with dozens of owners, brokers, investors, and friends - and to everyone reading this: thank you!

You’re receiving this because we’ve connected over the past several months. My goal with this note is simply to share an update on my journey and express some appreciation.

Thank you for taking the time to meet, share your stories, and be honest about the realities of running (and sometimes selling) a business. This season has been an incredible opportunity to reset, spend quality time with family, and recently celebrate Mateo turning one!

Celebrating a Fellow Searcher

A huge congratulations to my friend Dima Easterday, who recently closed on Rostov’s Coffee & Tea, a 46-year-old, family-run Richmond institution — on her birthday!

If you’re in Richmond, swing by and support her team.

If you’re farther away, you can grab some fresh beans or tea online at Rostovs.com — use code ShopLocalRVA for 20% off.

Biggest Learnings (so far):

💸 Working capital matters.​
I’ve spoken to several new owners who say, “I wish I’d asked for more.” Every business runs differently under new ownership. Model it carefully and negotiate accordingly.

🤝 Relationships are everything.​
The best small businesses are built on trust - with customers, employees, suppliers, and even the former owner. Maintaining and growing those relationships is at the heart of long-term success.

💼 Sales is the lifeblood.​
No matter the industry, consistent sales drive everything else: the culture, growth, and stability. My favorite and my strength. 🔥

📝 Pen & paper still rules.​
It’s amazing how many multi-million-dollar businesses still run on pen and paper. Many are just now adopting Excel or simple CRMs. That’s a massive opportunity to professionalize operations and add value.

What I am excited about:

Finding a ~20+ year-old DC-area business where I can continue the legacy of its founders.

My background in leading teams, driving sales, and building systems translates well across industries — from manufacturing and distribution, to home services to glass printing. I’m looking forward to applying those skills in the next chapter.

Lets Stay Connected

🌐 FoundationandFigVentures.com​
💼 Connect with me on LinkedIn
📅 Schedule time to talk​

A Small Ask

If you know someone who owns, has sold, or is thinking about selling their small business — especially in the DC, Maryland, or Virginia area - I’d love an introduction.

Even if it’s a friend of a friend, those conversations often lead to great insights & connections.

Carlos Castro

Foundation & Fig Ventures LLC

Disclaimer: The information in this newsletter is for informational purposes only and should not be considered legal or financial advice. Business buyers are encouraged to consult with their legal counsel and accountant to ensure the proper structuring of their transactions and to fully understand the tax implications of seller financing.

Thanks for reading! Feel free to reply directly to this email with any questions or thoughts.