SHSteward Holdings
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Colorado Springs-based. Nationwide-minded.

Established small business acquisitions.

I am looking for established small businesses with loyal customers, experienced employees, steady cash flow, and an owner who cares about the next chapter. I am based in Colorado Springs and especially interested in Colorado and Front Range opportunities, but I am open to good businesses anywhere in the country.

Small business owner and technician reviewing work near a white service van

For owners and brokers

A good business deserves the right next owner.

Selling a business is often the result of years or decades of work, customer relationships, employee trust, and local reputation.

I am interested in conversations with owners who are considering retirement, succession, burnout, or a new chapter. The goal is not to strip a company down. The goal is to protect what is already working and improve carefully where the business needs support.

Colorado Springs is home base, not a boundary. If the company has real customer demand, honest numbers, and a transition that can be handled well, I am open to looking beyond my local market.

I regularly review business acquisition opportunities and am ready to make written offers when the business, financing, and people side line up.

What I am looking for

Useful work customers count on.

No business is perfect, and I do not expect yours to be. The best fit is a company where customers already value the work, employees know the business, and better systems could help the company continue growing.

1

Consistent operations

A history of serving customers well and operating with discipline.

2

Loyal customers

Recurring business, trusted relationships, and a reputation worth protecting.

3

Experienced employees

People who know the work, customers, systems, and local market.

4

Stable cash flow

Enough consistency to support patient ownership and steady improvement.

5

Operational upside

Room to improve systems, technology, marketing, processes, or reporting.

6

Owner transition

Owners considering retirement, succession, or a new chapter.

7

Community reputation

A business that customers, employees, and the community already respect.

8

A good fit

A company where stewardship, patience, and direct communication matter.

Industries of interest

Industries of interest.

I evaluate each opportunity individually and welcome conversations outside these categories when the fit is strong.

Commercial Services

Businesses serving other companies with recurring, necessary work.

Industrial Services

Specialized service providers with real customer needs and operational know-how.

B2B Services

Companies with clear value propositions, repeat customers, and strong relationships.

Home Services

Local companies with trusted teams and room for stronger systems.

Specialty Contractors

Trade-focused companies with reputation, technical skill, and repeat demand.

Distribution

Useful supply-chain businesses with stable customers and operational consistency.

Light Manufacturing

Straightforward production businesses with clear customer demand.

Storage-Related

Storage, real estate, and adjacent businesses that fit the broader Steward Holdings focus.

Our values

How I think about business ownership.

01

Long-term ownership

I am looking to own and operate for the long term, not buy something just to turn around and sell it.

02

Respect for your legacy

Every business has its own story. I want to understand what made yours work before changing what customers and employees already value.

03

Practical improvements

Improvements should be useful: better systems, technology, marketing, and processes without losing the things people already trust.

04

Partnership during transition

Whether a handoff is gradual or short, the transition should be handled with care for the owner, employees, customers, and reputation.

Relevant deal work

Steward Holdings is still early, so I am not going to pretend I have a long list of closed acquisitions. What I can point to is the work: reviewing real deals, negotiating when there is a possible fit, and sharpening the acquisition filter as I go.

That filter has also been shaped by Rainmaker Academy, Self Storage Income Inner Circle, Turo hosting, Amazon sales, and real estate investing experience.

Recent deal reps

I have gone through negotiations on a roll-off dumpster company in Colorado Springs, partnered on a $200k multi-house flip in South Carolina, evaluated an inn on a wharf in Maine, and regularly review storage and small business acquisitions. I am prepared to make offers when the numbers, financing, and transition feel right.

Why work with Steward Holdings?

Direct, confidential, and owner-focused.

Direct communication

You are talking with me directly, not getting passed through layers of people.

Confidential conversations

Early conversations can stay private, simple, and exploratory.

Flexible structures

When appropriate, we can talk through transition plans and structures that fit the situation.

Respect for people

Employees and customers are part of the value of the business, not an afterthought.

What to send

A rough first look is enough.

You do not need a polished package to start a conversation. If there is mutual interest, we can decide together what is worth sharing next.

1

Business type

What the company does, who it serves, and where it is located.

2

Size and history

Years in business, approximate revenue or cash flow, employee count, and customer mix if available.

3

Owner goals

Retirement, succession, burnout, partnership, partial transition, or another reason for exploring a sale.

4

Transition needs

What would matter most for employees, customers, reputation, and continuity after closing.

Common questions

Common questions.

Are you a broker?

No. Steward Holdings is a direct buyer. Brokers are welcome to reach out if they represent an owner or know of a good fit.

Are conversations confidential?

Yes. Early conversations can stay private, and I am open to using a reasonable NDA before reviewing sensitive information.

How would a purchase be funded?

Each deal is different. Funding may include buyer capital, lender financing, seller financing, or another structure that works for the transition.

What happens to employees?

Employees are part of what makes a good business valuable. The goal is to preserve what works before changing systems, people, or culture.

Every business is different

Not every good business checks every box.

If you have built a company you are proud of and are beginning to consider retirement, succession, or selling, I would enjoy learning more.

Let's start the conversation

If you are considering selling your business, or simply want to explore your options, we can start with a confidential, no-pressure conversation. Even if you are still years away, I am glad to hear the story.