The Definitive Guide to Mastering Roll-Up Acquisitions

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A Step-by-Step Playbook for Driving Market Growth Through a Roll-Up Strategy

Introduction

Why Bigger Isn’t Always Better When It Comes to M&A

Roll-Ups 101: Laying the Foundation

Roll-ups are a common type of acquisition and offer several benefits to companies. Let’s review the basics of this M&A strategy and share some notable examples.

“A buyer-led approach is essential for scaling roll-ups. DealRoom helps keep everything organized and aligned from origination to integration, making it easier to build trust with the seller early and stay efficient as we grow."

Matt James
Chief Acquisition Officer

Identifying the Right Market and Targets

What should corporate development teams look for when considering potential roll-up acquisition targets, and what are the red flags to avoid?

Structuring and Executing the Deal

Learn how to set your roll-ups up for long-term success by maximizing value for both buyers and sellers.

Integrating Acquired Companies

Discover strategies for addressing common challenges that arise during the all-important integration stage.

Why You Need DealRoom for Your Roll-Up Strategy

Without the right tools, a roll-up strategy can quickly fall apart. Here’s how DealRoom streamlines every stage of the process.

“Buyer-Led M&A is critical, especially when managing concurrent transactions. Achieving better outcomes relies on a unified, consistent process. This framework becomes even more essential at scale, where the complexities of multiple deals amplify the need for structure and efficiency. A Buyer-Led approach ensures teams stay aligned and successful, no matter how many transactions are in play.”

Johann Lepasana
Senior Director of M&A Integration Management, Wealth Enhancement
How DealRoom Powers Roll-Up Success

Discover how real-world customers rely on the DealRoom M&A Platform to manage their roll-up acquisitions. At DealRoom, we’ve helped dozens of leading roll-up companies efficiently manage multiple transactions and accelerate deal closures. Below, we’ll share two specific examples of effective roll-ups and how these teams leveraged DealRoom to set their acquisitions up for success.

Cadence Education, a premier early childhood education company, started out managing their private preschool and elementary school acquisitions with Excel trackers and manual updates. Once they started growing, however, the team realized they needed a more robust software tool with greater cross-functionality, security, and speed. So, they turned to DealRoom.

With DealRoom, they streamlined their roll-up strategy by bringing all their M&A activities into one secure platform. The tool’s communication features helped team members and stakeholders stay aligned and on track, leading to massive time savings: 40+ hours, to be more precise. In addition, they found that adoption was quite easy and everyone using the platform became very comfortable, very quickly.

“With a buyer-led approach, DealRoom keeps our acquisitions organized and on track—even when managing multiple transactions. It’s given us the structure to guide the M&A process effectively, align with our long-term goals, and create real value, all while making integration smoother for every team involved.”
Allison D'Agostino, Former Director of M&A, Cadence Education
How DealRoom Powers Roll-Up Success

Discover how real-world customers rely on the DealRoom M&A Platform to manage their roll-up acquisitions. At DealRoom, we’ve helped dozens of leading roll-up companies efficiently manage multiple transactions and accelerate deal closures. Below, we’ll share two specific examples of effective roll-ups and how these teams leveraged DealRoom to set their acquisitions up for success.

Liberty Company Insurance Brokers, an independently owned insurance company based in Gainesville, Florida, was expanding rapidly and managing 20–25 acquisitions a year. The data relating to all of these deals was spread out across multiple locations, including spreadsheets, OneDrive, SharePoint, and individual employees’ folders and devices. Looking up specific deal information took far too long, and executives had no way to view the “big picture” of Liberty’s M&A pipeline.

What the Liberty team needed was a single source of truth for all of their deal data, which they found in DealRoom. Having a central hub for all stakeholders made collaboration and decision-making much easier, and the platform’s Intuitive UI meant the solution was easy to adopt both internally and for sellers. In the end, making the switch to DealRoom saved them an impressive $200,000 just in the first year.

“With DealRoom as our single source of truth, we’ve centralized data, streamlined communication, and focused on integration rather than just closing deals. In our first year, we saved over $200K in software and time costs, helping us scale more efficiently.”
Amy Weck, Former M&A and Integration Leader, Liberty Company Insurance Brokers
How DealRoom Powers Roll-Up Success

Discover how real-world customers rely on the DealRoom M&A Platform to manage their roll-up acquisitions. At DealRoom, we’ve helped dozens of leading roll-up companies efficiently manage multiple transactions and accelerate deal closures. Below, we’ll share two specific examples of effective roll-ups and how these teams leveraged DealRoom to set their acquisitions up for success.

Cadence Education, a premier early childhood education company, started out managing their private preschool and elementary school acquisitions with Excel trackers and manual updates. Once they started growing, however, the team realized they needed a more robust software tool with greater cross-functionality, security, and speed. So, they turned to DealRoom.

With DealRoom, they streamlined their roll-up strategy by bringing all their M&A activities into one secure platform. The tool’s communication features helped team members and stakeholders stay aligned and on track, leading to massive time savings: 40+ hours, to be more precise. In addition, they found that adoption was quite easy and everyone using the platform became very comfortable, very quickly.

“With a buyer-led approach, DealRoom keeps our acquisitions organized and on track—even when managing multiple transactions. It’s given us the structure to guide the M&A process effectively, align with our long-term goals, and create real value, all while making integration smoother for every team involved.”
Allison D'Agostino, Former Director of M&A, Cadence Education
How DealRoom Powers Roll-Up Success

Discover how real-world customers rely on the DealRoom M&A Platform to manage their roll-up acquisitions. At DealRoom, we’ve helped dozens of leading roll-up companies efficiently manage multiple transactions and accelerate deal closures. Below, we’ll share two specific examples of effective roll-ups and how these teams leveraged DealRoom to set their acquisitions up for success.

Liberty Company Insurance Brokers, an independently owned insurance company based in Gainesville, Florida, was expanding rapidly and managing 20–25 acquisitions a year. The data relating to all of these deals was spread out across multiple locations, including spreadsheets, OneDrive, SharePoint, and individual employees’ folders and devices. Looking up specific deal information took far too long, and executives had no way to view the “big picture” of Liberty’s M&A pipeline.

What the Liberty team needed was a single source of truth for all of their deal data, which they found in DealRoom. Having a central hub for all stakeholders made collaboration and decision-making much easier, and the platform’s Intuitive UI meant the solution was easy to adopt both internally and for sellers. In the end, making the switch to DealRoom saved them an impressive $200,000 just in the first year.

“With DealRoom as our single source of truth, we’ve centralized data, streamlined communication, and focused on integration rather than just closing deals. In our first year, we saved over $200K in software and time costs, helping us scale more efficiently.”
Amy Weck, Former M&A and Integration Leader, Liberty Company Insurance Brokers
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“With DealRoom as our single source of truth, we’ve centralized data, streamlined communication, and focused on integration rather than just closing deals. In our first year, we saved over $200K in software and time costs, helping us scale more efficiently.”
Amy Weck, Former M&A and Integration Leader, Liberty Company Insurance Brokers

Sustaining Growth and Planning for Exit

Closing the deal is just the start. Keeping the momentum going is where the real work begins.

Conclusion

Streamline Simultaneous Transactions to Drive Long-Term Value