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A Track Record of Direct Investing in the Mid-Atlantic

Tennally makes direct investments of $500k–$5M in businesses and real estate with operationally complex situations

Investment Focus

Mid-Atlantic Focus

Given our roots in Washington, D.C., and our ease of access across the region, we prioritize opportunities in the Mid-Atlantic — where proximity enables close, hands-on partnership with owners and management.

Operationally Complex

Corporate carve-outs that need new infrastructure built from scratch, turnarounds, and situations with real operational complexity — these are exactly the deals we're built for. Our operating background means we're not just underwriting a business; we're prepared to help fix it.

Creative Deal Execution

Not every good deal looks like a clean auction process. We move quickly and structure creatively when speed and flexibility matter more than a standard process, including Article IX sales, distressed debt purchases, bankruptcy transactions, and corporate carve-outs. If the structure is unconventional, that's often where we can deliver.

Investment Size

We put $500K to $5 million to work per deal, typically in businesses with $1 million to $30 million in run-rate revenue — profitable or not. Complexity and financial performance don't scare us off; they're often exactly why the seller needs a buyer like us.

Current Investments

We serve nonprofits, associations, and businesses across the Mid-Atlantic region — organizations that need dependable, senior-level financial management without the cost of a full-time hire.

"Having a trusted partner with deep financial expertise gives our board peace of mind in our decision-making."

About Us

Profile Picture of Jonathan Tipton
Profile Picture of Jonathan Tipton

Meet Jonathan. He is an investor and deal executive with two decades of experience across the full transaction lifecycle — sourcing, structuring, diligence, and post-close integration. Over his career, he has completed more than 50 transactions representing an aggregate value of over $650 million. His formative years in the industry were spent at a private equity firm specializing in acquisitions of under-performing companies.  He has since applied that investing and deal-making lens as an owner-operator and advisor, leading acquisitions, add-on integrations, and company sales. 

No two deals are the same, so we don't force a single process on all of them — we move fast to understand your situation and build the right solution around it.

Current Investments

Logo for eHouse Studios
Logo for The Original Crumbs Bakeshop
Logo for Western Capital Resources
Logo for iMarketing Resources
Logo for DC Urban Improvement
Logo for Swisher Inc.
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