
Using an “F Reorganization” to Simplify M&A Deals
November 12, 2025
Why PE Is Targeting Skilled Labor Businesses in the Age of AI
February 9, 2026Here at Shepherd Law, our primary focus is buying and selling companies in what’s commonly referred to as the “lower middle-market”. Practically speaking, this means companies ranging between $5M – $50M in annual revenue. But despite the diminutive name, to most entrepreneurs (our people) there is nothing “small” about a $50M company! And private equity (PE) adores – and is incredibly active in – this lower middle-market.
Here’s what we’re seeing:
1. Strong Interest in Add-on (Tuck-in) Deals
- Private equity firms are increasingly focusing on add-ons. These are efficient ways to build scale, especially when platform formation is constrained.
- According to KPMG, add-on deals remain a priority in 2025.
2. Dry Powder + Lower Cost of Capital
- There’s a lot of uninvested private equity capital (“dry powder”), which is pushing sponsors to deploy into LMM.
- Interest rate projections are favorable: if rates moderate as expected, financing deals in this space will become more attractive.
- Lower borrowing costs can improve cash flow metrics and make leveraged acquisitions more feasible.
3. Valuations Are Under Pressure, but Quality Commands Premiums
- According to Capstone Partners, middle-market valuation multiples pulled back slightly in 2024 (they reported average ~9.4× EV/EBITDA).
- However, buyers remain very selective. High-quality, service-oriented companies (especially in tech, healthcare, fintech) are still highly sought after.
- GF Data shows that very small lower-middle-market deals (e.g., $1 M–$25 M TEV) are still happening, but multiples are lower than for larger platforms: for H1 2025, average multipliers ranged from ~5.5× to ~6.7× EBITDA depending on size.
4. Founder / Owner-Exit Dynamics
- Many lower-middle-market businesses are founder-led or family-owned. As founders age or consider succession, there’s increasing willingness to sell.
- Some of this is strategic: buyers (PE or corporates) see fragmentation in these owner-heavy sectors as roll-up opportunities.
5. Macro & Policy Risks: Tariffs, Regulatory Uncertainty, Supply Chain
- Trade policy (tariffs) is a significant risk, especially for lower-middle-market companies with exposure to global supply chains.
- Regulatory uncertainty (tax, antitrust) is causing buyers to be cautious; due diligence is more rigorous, and closing timelines are getting longer.
- Some companies are proactively reshoring or diversifying geographic exposure to mitigate tariff risk.
6. Capital Reallocation by Larger Firms
- Some larger private equity firms are “moving down-market” into middle and lower-middle segments to deploy capital, citing less competition and attractive valuations.
- According to Termgrid, some big PE firms see the middle market as a “bright spot” amidst more challenging capital markets.
7. Exit Environment and LP Pressure
- There is pressure on PE firms to deliver exits. Some are selling larger, high-quality portfolio companies.
- Expected exit activity is pushing PE sponsors to think about liquidity events, but macro uncertainty (rates, policy) may affect timing.
8. Search Funds and Strategic Buyers
- In the lower-middle market, search funds, family offices, and strategic corporates are active, not just traditional PE. This broadens the buyer base. (Implied in multiple analyses.)
- Strategic acquirers are using LMM M&A to drive innovation (especially in tech) or carve out niche capabilities.
Implications & Strategic Considerations
- For Sellers (Owners of Lower-Middle Businesses):
- This could be a favorable time to consider selling, especially for well-performing, niche or recurring-revenue businesses.They should prepare for more rigorous due diligence (financial, operational, regulatory) given buyer selectivity.
- Structuring deals: Earnouts, rollovers, or other creative structures might be leveraged to bridge valuation gaps.
- Position the business for growth (e.g., highlighting AI-readiness, recurring revenue, scalability) to capture premium multiples.
- For Buyers (PE, Corporates):
- Add-on strategy remains very attractive: buying smaller LMM companies to bolt onto platforms can generate synergies and scale.
- Given dry powder, deploying capital into LMM could yield strong risk-adjusted returns, especially with favorable financing conditions.
- Need to navigate macro risk: build in flexibility in financing, consider contingency plans for tariffs, and conduct robust scenario planning.
- Talent & integration risk: smaller companies may have more owner dependence; post-acquisition integration and management transition will be critical.
If you’re a business owner who’s been approached by a buyer and contemplating a sale, give us a call. We would be happy to walk through what to except – and whether now is a good time to sell!
by Thomas M. Shepherd Esq | Dec 3, 2025 | Article




