Micro Private Equity

Headland acquires small, profitable businesses from retiring owners and runs them with AI and automation.

Thousands of great businesses close every year because the owner is ready to stop — not because the business is broken. We keep the lights on. Then we make them better.

We review every inquiry personally. Hear back in 2 business days.

The Problem

2.3 million Boomer-owned businesses. 10,000 owners retiring every day. Only 4% survive to the fourth generation.

These aren't failing companies. They're profitable, established businesses with loyal customers, proven products, and real cash flow. Their only problem is that the founder is 65 and ready to stop.

Traditional private equity ignores them — too small, too boring, too manual. Most don't find a buyer. They close. Decades of value, relationships, and institutional knowledge disappear.

That's the gap Headland is built for. AI changes the operating math on businesses traditional acquirers won't touch. We find them, acquire them, and run them with the leverage that wasn't available five years ago.

How We're Different

Built to hold, not to flip.

AI-native operators. We don't hire a management team and hope for the best. We bring an AI-first operating playbook: automated workflows, systemized knowledge, 24/7 ops that don't add headcount. The same infrastructure scales across every business in the portfolio.
Owner-friendly terms — no earnouts that punish. We don't structure deals where you only get paid if we succeed after you leave. Clean terms, upfront value. You get paid for what you built, not for what we do with it next.
30-day close target. From LOI to wire, we aim for 30 days on straightforward deals. No 9-month process, no endless diligence loops, no retrading at the finish line. We move fast because we've done the work upfront.
We keep your team and your name. We don't acquire businesses and absorb them into something unrecognizable. The brand stays. The team stays. The thing you built continues — with better tools and a permanent home.
What We Buy

Five verticals. All profitable. All proven.

SaaS & Software
$200K–$2M ARR · 2+ years profitable · NRR >85%
Newsletters & Media
10K+ engaged B2B subscribers or 50K+ consumer · proven revenue
Ecommerce
3+ years operating · gross margins >40% · repeat rate >25%
Agencies & Services
60%+ retainer revenue · no single client >35% · skilled team
Local Services
HVAC, plumbing, pest, landscaping · defined geography · management in place
For owners

You built something real. It deserves to keep running.

You're not looking for a turnaround artist or a PE firm that wants to strip the company down. You want someone who will take care of it — the customers, the team, the thing you spent years building.

That's what we do. We acquire and operate. We don't flip, we don't consolidate into an unrecognizable entity, and we don't cut staff to juice a multiple. We run it well, indefinitely.

Tell us about your business →
For brokers

Have a listing that fits? Let's move fast.

We're a committed buyer in the $300K–$5M revenue range across SaaS, newsletters, ecommerce, agencies, and local services. We know what we want, we move quickly, and we don't retrade.

If you have a listing that fits our criteria and a seller who wants a clean exit with a buyer who will genuinely steward the business — reach out directly.

Email deals@headland.polsia.app →

The best businesses don't need to be built from scratch. They need to be found, acquired, and given the tools to thrive for another generation.

Headland is building a portfolio of enduring businesses, powered by AI, held forever.