Toronto, Ontario

A successor for the business you built.

One business. One owner. For the long term.

Dovetail is acquiring one well-run, founder-led company in Ontario and the surrounding region. Not a portfolio. Not a flip. An owner in the building who keeps your team, your name, and your customers, and has the capital behind him to close.

Hand-cut dovetail joints in hardwood on a workbench, with chisel and square
A dovetail joint holds without glue or fasteners. The fit itself is the strength.
Acquiring
One company
Size
$1–5M EBITDA
Sectors
B2B services · Vertical software
Hold
Long-term, operator-led
Taylor Miller, Founder and Operator
Who you'd be handing the keys to

Taylor Miller

Founder & Operator

I started Dovetail because I want to own and run one business, not advise on them or manage a portfolio of them. After the acquisition, I move into the business full time as its day-to-day leader.

I spent the better part of a decade at Bain & Company helping investors and companies decide which businesses to buy and how to make them stronger afterwards. I then moved inside operating companies: chief of staff to the leadership of a mid-sized manufacturer, and supporting the leadership team of a large software company through a period of change. Both taught me the difference between a plan on paper and one that works on the floor.

BackgroundBain & Company, Manager
Operating experienceManufacturing · Enterprise software
EducationIvey Business School, HBA
Based inToronto, Ontario
Not all buyers are the same

What happens to your business depends on who buys it.

Three kinds of buyers show up for a company like yours. Dovetail is a search fund: one operator, backed by experienced investors, buying one business to run it. Here is how the three tend to differ.

Private equityStrategic acquirerDovetail
Who runs it after closeA hired CEO, reporting to a board that owns many companiesAbsorbed into a division of a larger companyTaylor, full time, in the building
Your teamOften restructured to hit a planRoles merged or cut where they overlapStays. The team is what we are buying
Your name and brandUsually kept, sometimes rolled upUsually retiredKept
Time horizon3–5 years, then sold againPermanent, as part of something elseLong-term hold, no fund clock
ProcessAuction, deadlines, many partiesSlow, committee-drivenOne decision-maker, 4–6 months, at your pace
Your role afterwardSet by the fundSet by the acquirerYour call: full exit, advisory, or staying on
How it works

Four steps. Four to six months. Your pace.

Nothing here is an auction. Every step is confidential, and you can stop at any point. Most owners we speak with are a year or more from a decision, and that is fine.

01
A first conversation

A confidential call about your business, your timeline, and what matters to you in a transition. No deck, no agenda.

Whenever you're ready
02
NDA, then a look at the numbers

A mutual NDA before any financial detail. Your employees, customers, and competitors will not hear about this from us.

Weeks 1–4
03
Offer and focused diligence

A clean letter of intent with flexible structure, then organized diligence designed to keep disruption to your team minimal.

30–45 days of diligence
04
Close and hand over

Taylor joins full time. The first six months are stabilize-and-learn: knowledge transfer, warm introductions, no big changes.

Month 4–6, then years
Full detail, including what stays and what changes for your team, is on the owners page. The full process
Acquisition criteria

What we are looking for

Business
B2B services or vertical softwareField services, compliance-driven inspection and certification, mission-critical embedded services, or vertical software. Customers who can't easily switch; revenue that is contracted or repeat.
Scale
$1–5M EBITDA · $3–20M revenueProfitable for three or more fiscal years.
Team
10–75 people · 10+ years operatingAn established name and relationships anchored in the business, not one person.
Customers
No single customer above 20%Top five under half of revenue. Contracted, subscription or repeat revenue above 50% preferred.
Not a fit
Turnarounds, real estate, consumer-facing, highly cyclical

These are guidelines. If your business is exceptional and sits outside the range, we still want to hear from you.

Map: Ontario, British Columbia, Alberta and the US Northeast and Midwest as primary focus, with broader outreach across Canada and the northern US

Ontario first. Actively sourcing in British Columbia, Alberta, and the US Northeast and Midwest.

Know an owner who is thinking about what comes next?

Most of the businesses we meet come through an accountant, lawyer, wealth manager, or broker who knows the owner well. A short email is enough to start; we keep every introduction in confidence.

Make an introduction

Let's talk, whenever the timing is right.

Most owners we speak with are one to three years from a decision. A first conversation costs nothing, commits you to nothing, and is held in confidence.

BasedToronto, Ontario

Notes come straight to my inbox. I reply personally, usually within a few days. — Taylor

Thank you. Your note is on its way.

Taylor will reply within a few business days. If you don't hear back, email Taylor.Miller@dovetailgp.ca directly.