Lower middle market M&A is insane.

professional profile

September 11, 2025

by a professional in Windermere, FL 34786, USA

In the past month, I’ve been opposite two very different types of counsel on $5–25M deals: 1. An AmLaw 50 firm with an army of attorneys. They move fast. They’re aggressive. Negotiations are sharp and coordinated. If you don’t have a team that can handle the pace and sophistication, you’ll get steamrolled. 2. A local litigation lawyer moonlighting as “the banker’s guy.” He barely knew M&A, and the seller/broker wouldn’t even let him revise documents, only comment on them. The lawyering was slow, off-market, and sometimes nonsensical. If you don’t have patience, respect, and the ability to quietly educate (never in front of their client), the deal will stall for months. That’s the reality of this space. On any given day, you can face a top-tier deal team or a small-town generalist. As an M&A attorney, you need to be equipped for both. The skill set isn’t just legal... it’s adaptability, communication, and mindset. Get that right, and this work can actually be fun.
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Reply by a professional
from Harvard University in Lynbrook, NY 11563, USA
^redacted‌ How about the 80 year old retired criminal lawyer doing his friend a favor?! Even the big shops can be hit or miss - often they have tremendous inefficiencies or just can't adapt to small deals and overlawyer things to the death...
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Reply by a professional
from Université Laval in Montréal, QC, Canada
This is spot on ^redacted‌. That’s exactly what makes this such a fascinating and dynamic market to practice in.
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