
By 2035, an estimated six million lower middle market businesses will undergo ownership changes as baby boomers retire or step away. Of those companies, more than one million are positioned for acquisition, according to McKinsey. This massive shift in ownership — one of the largest in modern history — has been coined the “silver tsunami.”Â
Successfully navigating that transition depends on how quickly new owners can understand, modernize, and grow the businesses they’ve inherited. Organizations relying on fragmented systems and manual financial processes are more difficult to evaluate and operate, and less able to stay competitive.Â
As a result, modernization has become a business imperative, not just a technology initiative. AI can accelerate that process by connecting information and turning operational data into actionable insights.Â
Software providers serving the lower middle market can show how AI supports ownership transitions by unifying fragmented operations, improving visibility from day one, and building a stronger foundation for long-term growth. Â
Modernization is essential for business continuityÂ
Many lower middle market businesses were founded before computers and internet access became standard workplace tools. Processes often depended on employees who already knew how to get the job done, with technology added over time as new needs emerged. The result is a patchwork of disconnected applications, manual financial processes, spreadsheets, and operational workarounds.Â
That doesn’t mean these businesses are struggling. Many are profitable, established companies that have served their communities for decades. But as the silver tsunami accelerates, legacy back-office operations can become a liability. The opportunity now isn’t to reinvent the wheel, but to standardize these workflows. Â
Buyers need to quickly understand how a business operates, where money is going, and what risks they’re inheriting. When critical information is buried in manual processes or scattered across disconnected systems, evaluating the business and positioning it for future growth becomes far more difficult.Â
As a result, today’s buyers — ranging from professional operators to strategic acquirers and finance leaders — increasingly expect software that provides an immediate view of the business, strengthens financial controls, and connects information across existing systems.Â
AI is increasing what’s possible within that modernization. In a distributed HVAC or construction business, for example, AI agents can help employees order or fund cards, analyze spending data, and complete other tasks from the field through simple conversational prompts. These capabilities are expanding into areas like reconciliation, implementation, and account maintenance, where employees can handle more back-office work themselves without navigating complex systems or relying on support teams for answers.Â
Software providers should position AI around this shift toward self-service. The value is in helping employees find information and complete routine tasks on their own while giving new owners a more standardized, manageable operation to build on.Â
Three ways AI simplifies business modernizationÂ
AI makes ownership transitions more manageable by improving current operations and laying the groundwork for future growth. Three capabilities are proving especially valuable as more businesses prepare for ownership transition.Â
1. Remove manual work without disrupting workflowsÂ
Many businesses undergoing ownership transitions still rely on manual back-office processes for expense reporting, paper receipt collection, and transaction coding. In addition to being time-consuming, those tasks can make it harder to maintain clean financial records and give prospective buyers a clear view of how money moves through the business.Â
AI can automate more of that work without requiring companies to rebuild their processes from scratch. For example, employees in the field can submit receipts from a mobile device while AI automatically matches purchases to transactions, categorizes expenses, and prepares them for review. And that is only the starting point; these capabilities can extend to reconciling spending, flagging exceptions that require attention, and more, giving new owners a more reliable view of operations while freeing employees to focus on running the business.Â
The impact is clear. Organizations using AI-powered workflow automation saved nearly 8,700 hours by the third year, according to Forrester’s Total Economic Impactâ„¢ study commissioned by PEX. For software providers, the opportunity is to demonstrate how AI helps businesses modernize while keeping day-to-day operations moving.Â
2. Connect the information that lives across the businessÂ
Modernization also depends on giving new owners easier access to the information and tools running the business. Financial, operational, and ERP information often lives across multiple systems, making it difficult to answer even straightforward questions without pulling data from several places.Â
AI is creating more ways to access that data and functionality. Within a platform, agentic tools can let users fund cards, pull reports, or complete other tasks through simple conversational prompts. Model Context Protocol (MCP) extends that access across platforms by connecting software businesses already use, such as QuickBooks or Procore, to AI tools like ChatGPT and Claude.Â
Together, these access points make AI useful both for getting work done and understanding the broader operation. A leader could manage spending directly within a platform, then use an MCP connection in ChatGPT to review who spent money yesterday, identify uncoded transactions, and compare financial performance across systems. Instead of navigating each tool separately, users gain a more flexible way to manage day-to-day work and develop deeper insight into the business.Â
3. Transform data into decisionsÂ
Understanding the business is the first step. New owners then need to decide where to invest, what to improve, and which issues require immediate attention.Â
That’s where AI moves beyond reporting and into decision support. Rather than simply surfacing information, it can identify unusual spending patterns, explain why costs changed, highlight operational risks, and recommend where leaders should focus next. Those capabilities are increasingly important, helping owners spend less time interpreting reports and more time acting on them.Â
And as these businesses double, triple, or grow tenfold, their software should continue delivering actionable insights at every stage.Â
Supporting the next generation of business ownersÂ
As the silver tsunami accelerates, modernization will play a growing role in successful ownership transitions across the lower middle market. Businesses with systems that improve visibility, simplify operations, and support growth will be best positioned to thrive under new ownership. Â
Software providers have an opportunity to help customers navigate that transition. Connecting AI to the modernization challenges lower middle market companies face will be key to turning a once-in-a-generation market shift into sustained growth.Â


