Frequently Asked Questions

Questions we get asked.

Twenty two of them, answered in full. What each side of the firm covers, how an engagement runs, and where our role stops.

Sheet
07 of 08
Drawing
FQ-07
Scale
1:1 with the questions
Revision
A · 2026
DWG 07-0
SHT 07 / 08
Answers
Frequently Asked Questions

Questions we get asked.

Every answer here is the one we give on a call. Nothing is softened for the website, and where the answer is no, it says no.

The questions arrive in three groups. The first covers what the two sides of the firm actually take on. The second covers how the work starts, how it runs, and how we are paid. The third covers the limits: what we do not do, and what happens to your information while we are inside the business.

Open any question to read the answer in full.


  • Services. The two sides of the firm and what each of them takes on.
  • How We Work. How engagements start, how they run, and how the firm is paid.
  • Scope. The limits of our role and how we handle your information.

Services

08 questions

The two sides of the firm and what each of them takes on.

The side of the firm that works inside the business on what it sells and how it sells it: entering a new market, launching a product or service, building the commercial engine, rebuilding pricing and the sales engine, and opening the partnerships that create distribution.

The full breakdown is on the Growth Execution page.

Preparation for a company's highest-stakes conversations, whether that is raising a round or selling the business: building the data room the way a diligence team will read it, crafting the narrative and the numbers behind it, putting the team through the hard version of the meeting, and preparing them for diligence and negotiation.

Think of it as the preparation an accelerator puts a company through, run privately and without a piece of your company changing hands. The full breakdown is on the Capital Readiness page.

No. The same preparation applies to selling a business, licensing into a large partner, or taking on a strategic investor. An investor sizing up a company and a buyer weighing an acquisition are asking most of the same questions.

We deliver bespoke engagements because every company arrives with its own needs and its own constraints. We are happy to build a solution around your company.

Capital Readiness in particular can be run as a full program from start to finish or selectively, taking only the parts you need. The growth side works the same way.

Absolutely. We work with clients across the globe and the firm is built for it. Our network runs across North America, Latin America, Europe, the Middle East, and Asia-Pacific.

A large share of the work is international expansion, taking a company that is established in one market into its next one. Whichever side of the firm you need, where you are based is not a constraint.

Market selection and sequencing, the entity and regulatory path, and the local relationships a new entrant needs from the first week: distributors, channel partners, operators, and the people who know the regulators and the buyers. We open those through the firm's network and we are in the meetings that follow.

Yes. We can hold a role inside your team for an agreed part of the week, which is often how a company covers commercial leadership, market entry, or investor work without hiring for it outright. Where there is no commercial leader in place, we can carry that seat until the right person is hired.

We do not work with companies in any of the following categories: cannabis, cryptocurrency, token based companies, prediction markets, and vaping and related products.

Beyond that it comes down to timing. We price to the value of the outcome, and that works best for a company at the point where real expansion, a raise, or a sale is genuinely in view, because that is where the work provides the most value.

If that is where you are, we will say so and tell you what would make the timing right. We would happily have the conversation again in a year.

How We Work

08 questions

How engagements start, how they run, and how the firm is paid.

Every company arrives with a different shape, and we deliver bespoke engagements built around it.

On the growth side that can be a defined project, an hourly arrangement, an ongoing retainer, or a fractional seat where we hold a role inside your team for an agreed part of the week.

Capital Readiness works the same way. Take the complete program from start to finish, or take whichever pieces you need: the data room on its own, the narrative, or the rehearsals before a meeting that is already in the calendar.

Whichever shape it takes, the scope and the terms are agreed in writing before any work begins.

Yes. We can build the plan with your team and hand it over for your people to run, execute it with you ourselves, or do both. If what you want is the strategy built and nothing more, that is a complete engagement on its own.

Yes. Bring us the plan and we will run it. If the plan is sound we say so and get to work, and if something in it will not survive the market we say that too before anyone spends against it.

We partner with your team from sales to product to leadership to create and deliver the engagement. We work alongside your people, in your meetings and on your calls.

With a conversation about where the business is stuck, what has already been tried, and what the next year needs to look like. If there is a fit we scope the work, agree what it covers and what it does not, and start.

A working network of commercial partners, operators, distributors, and capital allocators across North America, Latin America, Europe, the Middle East, and Asia-Pacific. When a client enters a new market they arrive with that network already in place. We make the introductions ourselves and we are in the meetings that follow.

The organizations we collaborate with are described on the Partners page.

No. We never take equity, in any engagement, under any structure, ever. There is no version of our work that includes a stake in your business and nothing the firm does requires a company to give up ownership to get it. We help you build your company. We want to see you succeed. Your company stays yours. Always.

No. Taking a percentage of capital raised is a regulated activity and we do not do it. Chesterton Hills is not a broker dealer, an investment adviser, or a placement agent. We do not offer, sell, or solicit investments or securities, and we take no success fee, finder's fee, or commission on any raise, sale, or other transaction.

Our role in helping you raise capital is purely advisory and connective. We help you prepare for the conversations and we introduce you to the right people. Any actual deal and every negotiation that produces it is entirely yours.

Scope

06 questions

The limits of our role and how we handle your information.

No. We prepare the company for the conversation and make introductions once it is ready. The raise itself is yours. We are not a broker dealer, an investment adviser, or a placement agent, we do not offer or solicit securities, and we are not a party to any transaction.

No. We prepare a company for those conversations. We do not act as a broker, we do not market a business for sale, and we do not run or close a transaction. That work belongs with your bankers, your counsel, and your own team.

No. We prepare your team for the negotiation: what tends to be negotiable, where leverage sits, the terms beyond price, and how to hold a position. Founders do this once or twice in a career while the other side does it every week, and rehearsal is the only thing that closes that gap.

We do not sit in the negotiation and we do not negotiate on your behalf.

While a company is working through the Capital Readiness side of the practice we are reaching out privately to aligned investors in our global capital allocator network. We ask whether they are interested in having a conversation and we help you set up the initial meeting.

Our role here is purely connective. We are not involved in the negotiations.

Confidentially, and we sign an NDA before sensitive material changes hands. Company information is used for the engagement and nothing else, and we do not use a client's name or details in outreach without permission.

No. These are regulated activities and we do not do them. When we map the regulatory path for a market entry, that is commercial planning: what the requirements are, what they will take, and how long they will run. The legal work itself gets referred out to a legal partner in that market, and we make the introduction. Legal and investment questions belong with your own advisors.

DWG 07-8 · The Next Step

Still have a question we have not answered?

Bring us the one that matters. The first conversation is about where the business is stuck, what you have already tried, and what you want your company's next year to look like.

Start the Conversation hello@chestertonhills.com

Thirty minutes. No deck required.