Diglio is a highly accomplished M&A advisor with over 25 years of experience specializing in the lower middle market. Beginning his career in 1999 at the age of 28, Cress has since become a nationally recognized leader in business sales, serving as President of CII Advisors, a respected business advisory firm with a legacy spanning more than four decades. Under Cress’s leadership, CII Advisors has
grown into a powerhouse of experienced M&A professionals, collectively closing over 500 transactions totaling more than $500 million in enterprise value. His firm specializes in the sale of privately held companies with revenues ranging from $5 million to $50 million and EBITDA of $1 million or more. Cress has successfully sold businesses across virtually every industry, with a focused expertise in sectors such as home services, construction, roofing, HVAC, plumbing, landscaping, windows and doors, glass, pest control, and property management. His deep understanding of these industries and their business dynamics enables him to deliver optimal outcomes tailored to each unique situation. What truly sets Cress apart is his personal dedication to every client’s engagement. He is known for being hands-on throughout the entire process, employing a skilled M&A team to meet the rigorous demands of each transaction—never delegating key responsibilities to junior associates. Cress is a skilled negotiator, meticulous in detail, and deeply empathetic to the emotional and financial complexity of selling a business. He understands that for most entrepreneurs, the sale represents the culmination of a lifetime of hard work, and he strives relentlessly to help each client realize the maximum value for their business. Cress is widely respected for his integrity, transparency, and client-first philosophy. He fosters a collaborative team atmosphere, working closely with clients and their legal, financial and other trusted advisors to ensure a smooth and successful transaction. His distinguished career has earned him numerous accolades, including induction into the IBBA Hall of Fame (Class of 2025), Lifetime Master CBI, M&AMI, Fellow of the IBBA, Fellow of the M&A Source, and recipient of the prestigious CII Rolex Award. He has been named CII Advisor of the Year, honored multiple times by the Transworld President’s Club, and awarded the Sunbelt Largest Transaction Award (2010), Tom West Award, IBBA Chairman’s Award, and both Gold and Platinum Club distinctions from the M&A Source. Diglio brings a rare combination of experience, heart, and high-performance results to every engagement. For business owners seeking a trusted, capable, and caring advisor, Cress stands as a benchmark of excellence in the M&A industry
