Your Small Business Legal Guide™

Where value and experience intersect

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I help entrepreneurs making $250K+ get their legal foundation right from the start, so they can grow confidently without fear of making costly legal mistakes.

”“Aisha Massengill can do it all. She is masterful at deciphering complex legal issues, articulating a clear path forward and designing best outcome solutions. Her sharp financial and business acumen sets her apart. Aisha is a brilliant and trusted advisor.”
- Tchernavia RockerChief Human Resources Officer

You've poured your heart and soul into your business.

You started it to build something real — something that grows, supports your life, and maybe even outlives you.

But here’s what’s keeping you up at night:

That contract you signed? You’re not entirely sure what you agreed to. You just needed to get the deal done.

Those contractor agreements? Downloaded from the internet. You’re 80% sure they’re fine. But that 20% doubt? It nags at you.

Your LLC setup? It was cheap and fast. But is it actually protecting you? And are you leaving tax savings on the table?

Your brand, your framework, your signature methodology? You’ve built your entire business on it. It’s not trademarked. Anyone could take it tomorrow.

Sound familiar?

When legal support feels expensive or unpredictable, most entrepreneurs do what they can — internet templates, guesswork, or AI tools that don’t know your business or your state.

And that’s where risk quietly grows.

The real cost isn’t legal fees — it’s uncertainty.

✔️ Uncertainty slows decisions.
✔️ It delays hiring.
✔️ It makes you second-guess growth opportunities.

You shouldn’t have to choose between protecting your business and protecting your cash flow.

That’s why subscription legal support exists — so you can treat legal strategy like any other core business function: predictable, proactive, and built into your growth plan.

Schedule your consultation today

Here's the Truth: You're Not Avoiding Legal Help Because You Don't Need It

You’re avoiding it because:

Hourly billing feels like playing Russian roulette with your bank account
You don’t want to look stupid asking “basic” questions
Every conversation feels like it’s costing you $500 before you even get an answer
You’re using ChatGPT for legal advice because at least it’s free (and yes, we know—we’ve seen the contracts)

The result? You’re making six-figure decisions with Google-level legal protection. And your CPA is probably wincing at your entity structure.

What changes when legal becomes a partnership, not a panic call

Instead of waiting until something goes wrong, you get a steady legal partner who helps you:

Protect what you’re building

Keep ownership of your ideas, frameworks, and brand
Use agreements that protect your leverage — not give it away
Avoid costly mistakes before they happen

Make confident business decisions

Hire, contract, and scale without fear
Know your structure is working for you (and your tax strategy)
Get clear answers quickly so momentum doesn’t stall

Reduce risk your CPA worries about

Cleaner contracts and documentation
Better asset protection boundaries
Guidance that supports tax planning and long-term stability

Sleep better knowing you’re covered

No surprise invoices
No hesitation to ask questions
No guessing whether something is “serious enough” to call a lawyer

About

Aisha Jorge Massengill

Small businesses are the backbone of this country, and I identify with the hustle and grit it takes to succeed. I believe every growing and thriving business should have access to qualified, experienced counsel without the obstacles that come with hiring a full-time legal team.

I grew up in the Bronx, at the intersection of the Sedgwick Housing Project and Andrews Avenue.

Decades later, I founded my law firm to provide fractional in-house counsel services to growing businesses.

ABOUT AISHA

“Aisha is a reliable, trustworthy subject matter expert with high ethical standards and an uncanny ability to develop a deep understanding of our business which allows her to proactively make recommendations to protect our organization. She exercises sound judgement while truly being a partner and extension of our team. I look forward to a long partnership with Sedgwick Andrews and will engage Aisha's expertise in future training workshops for our people leaders.”
Sandy Ramsey

“Sedgwick Andrews has been working with my small nonprofit for several months now and has built my confidence in how our company is running. I know that we are in compliance and doing things the right way. When you work in you area of passion it gets worrisome thinking about all the things that could go wrong. With a team like Sedgwick Andrews I don't have to feel that way anymore.”
Dani Battle

“Aisha's demeanor and her thoroughness set her apart. She leaves no stone unturned, ensuring that every detail is considered. This meticulous approach has proven crucial in the projects we've collaborated on. She's not just a legal expert; she's a fierce advocate for her clients, consistently fighting for their best interests and navigating challenges with confidence.”
Charlene Hayes