Attorney · Investor · Independent Director

The unwritten rules, written down.

Most founders in regulated health, consumer, and technology markets are not stuck because they are not smart. They are flying blind on rules nobody handed them. I take the opaque, expensive, fear-soaked parts —

"How do I structure this thing?"
"How do I handle the data and the rules?"
"How do I set guardrails on how we are using AI?"
"Can we say that?"
"What is the actual risk in this term sheet?"

— and hand them back as patterns you can recognize and decisions you can make this week.

01

What I actually do for you

Structure it so it holds

The architecture decisions — how this thing is built, how it earns and keeps customer trust, how the structure and model hold up under investor scrutiny — are cheap to make right and brutal to fix later. I show you the pattern so you make them once, intentionally.

Name the real risk

Information security and privacy, AI governance, referral relationships, corporate structuring, claims and labeling, the term sheet on your desk. The two or three things that actually decide the outcome — in plain English.

Hand you the next move

Every conversation ends with something you can act on this week — and the context to repeat it to your team, your board, and your investors yourself.

02

The range is the differentiator

Simone Otenaike
Simone Otenaike

Most advisors live in one room and protect the mystique — because the mystique is the pricing power. I have spent years in three rooms, working from the margins of all of them, and my goal is to dismantle the gate rather than guard it. My value does not come from any one seat; it comes from having sat on every side of the same table.

i.

As an attorney

The trained instinct for where the exposure lives — and, just as often, where it does not.

ii.

As an investor

Early stage capital's point of view: what actually moves a valuation, sinks diligence, or makes a generalist investor walk from a regulated deal.

iii.

As an independent director

The boardroom lens — fiduciary judgment and the questions a serious board will ask about your risk before you are ready for them.

03

Ways to work together

A

Boardroom Support

An independent director or strategic advisor for early-to-mid-stage companies in regulated health, consumer, and technology markets. Ongoing judgment on risk, governance, and the decisions that compound — on a retainer or board basis, structured so you reach out more, not less. The billable hour rations exactly the conversations that prevent disasters; this does not.

B

Strategic Counsel

Project-based work and selective legal services for founders entering or scaling inside regulated health, consumer, and technology markets: mapping the risk landscape, pressure-testing strategy, translating what the lawyers and regulators are actually saying into what you should actually do — and taking on direct legal work where the problem is high-leverage and the range above changes the outcome.

04

How I work

Clarity over performance

If you cannot repeat the point in one sentence, the work is not finished. Sophistication you cannot act on is just noise in a nicer font.

Real over polished

Straight answers, including the ones you did not want. No posturing, no theater — measured, honest, and on your side.

Open over gatekept

The mystique around the law is mostly a moat protecting the people who charge for it. I would rather hand you the pattern and the network than guard the gate.

Generous over scarce

Social capital compounds when you spend it. Intros, context, and the unwritten rules go further shared than hoarded — for you, and for the people coming up behind you.

Not sure what you don't know yet?

That is usually the most expensive place to be — and exactly where this works best. The right fit is a founder or board in a regulated health, consumer, or technology market who wants the hard parts made legible, the truth told plainly, and a partner who is in their corner before there is a fire. No pitch. Start with a conversation.