Ready to Roll: Practical Insights on Roll-Up Strategy (A Four-Part Webinar Series)
A practical webinar and article series focused on the legal and strategic issues that shape successful roll-up transactions. From diligence and deal execution to post-close cleanup, tax structuring, and key contract terms, this series is designed to help buyers, investors, and operators navigate repeat acquisition activity more efficiently and with a clearer eye toward long-term value creation and exit readiness.
Register for Session 1: How to Streamline Roll-Up Diligence | May 19, 2026
Register for Session 2: Post-Close Cleanup to Support a Stronger Exit | June 4, 2026
Register for Session 3: Key Tax Structuring Issues in Rollovers | September 2, 2026
Register for Session 4: Contract Considerations in Roll-Up Transactions | October 13, 2026
How to Streamline Roll-Up Diligence | May 19, 2026
11:30 AM - 12:30 PM
Register: Session One
Zachary M. Rupiper and Kelsey L. Tannock
Whether driven by private equity sponsors, strategic acquirers, or family offices, roll-up strategies all face a fundamental tension: every add-on demands rigorous diligence, but the traditional deal-by-deal approach is too slow, too costly, and poorly suited for highly acquisitive programs. When diligence becomes a bottleneck, deal momentum can stall and competitive advantages can slip away.
This webinar provides a practical roadmap for building a diligence engine that keeps pace with your acquisition pipeline. Drawing on practical experience and lessons learned from active roll-up programs, we will address:
- Smarter scoping and knowing where to focus diligence resources on what matters most across similar targets or industries
- Scalable, repeatable workstreams and standardized checklists tailored to typical roll-up targets
- Cross-functional coordination across legal, financial, and operational diligence teams running simultaneous transactions
- Common red flags in add-on transactions, from employment compliance gaps to fragmented IP ownership and owner-dependent business risks
- Post-closing integration issues that should be spotted during diligence — not on day one
Designed for deal team principals, M&A counsel, operating partners, business development leaders, and in-house professionals responsible for add-on execution, and will equip you to move more efficiently without sacrificing diligence quality. Join us to learn how leading buyers are turning diligence from a recurring pain point into a competitive advantage.
Post-Close Cleanup to Support a Stronger Exit | June 4, 2026
11:30 AM -12:30 PM
Register: Session Two
Helmut E. Brugman, Maureen E. Fulton, James R. Glover, Jackie N. Ryan, and Kayla E. Helgoth
This session will explore common post-close cleanup items that are easy to defer, but important to address to preserve value and position the platform for a smoother future exit. Featuring input from Koley Jessen subject matter experts and M&A team members, we will discuss common corporate, contract, employment, intellectual property and data privacy and security matters that should be addressed after closing to strengthen integration, reduce risk, and avoid complications later in the platform lifecycle and eventual exit.
Key Tax Structuring Issues in Rollovers | September 2, 2026
11:30 AM - 12:30 PM
Register: Session Three
Nicole R. Konen, Jeffery R. Schaffart, and Nicholas E. Bjornson
Rollover equity can be a powerful tool in acquisition transactions, but the structure matters. This session will address key tax considerations that arise in rollover transactions, including common pitfalls, planning opportunities, and structural decisions that can affect both buyers and sellers. Topics will include the fundamentals of tax deferral versus recognition, the mechanics of structuring rollovers involving C corporation, S corporation, and partnership entities on both the buyer and seller side, and the unique issues that can arise in these transactions. The session will also cover profits interests, including basic structural requirements, valuation and liquidation value considerations, vesting under Section 83, and issuance mechanics. Attendees will gain a practical understanding of how thoughtful tax structuring can help avoid surprises and support better outcomes over the life of the investment.
Contract Considerations in Roll-Up Transactions | October 13, 2026
11:30 AM - 12:30 PM
Register: Session Four
Jack D. Horgan and Troy F. Meyerson
In repeat acquisition strategies, contract terms can have an outsized impact on both execution and post-close value. This session will examine key contract considerations in roll-up transactions, including provisions that commonly drive negotiation, allocate risk, and affect integration or future exit planning. We will focus on practical drafting and deal points that help buyers stay disciplined while remaining responsive to the realities of lower middle-market transactions.