Venture Capital “Orphans”: Exploring an Emerging Search Fund Investment Thesis

Listen to this Blog Post Since their inception in 1984, Search Funds have largely targeted a very particular profile of company: Targets tend to be mature, enduringly profitable businesses with recurring revenue profiles, low capital requirements, and straight-forward operations. These businesses are often still run by their founders, and these founders tend to be laterContinue reading “Venture Capital “Orphans”: Exploring an Emerging Search Fund Investment Thesis”

The 2023 SaaS CEO Survey

Listen to this Blog Post The Data Set The year in which each target company was acquired is detailed in the chart to the right. As can be seen, we were able to achieve reasonably good diversity by vintage year, with 18 of the 41 transactions taking place in 2019 or earlier, and 23 ofContinue reading “The 2023 SaaS CEO Survey”

Are You Selling to the Wrong Customers?

Listen to this Blog Post In my experience, among the countless strategic decisions that software CEOs must make, the decision of which end markets to serve doesn’t seem to command the time, attention, and level of thoughtfulness that it probably should. Leaders who run mature and established companies often take comfort in the product/market fitContinue reading “Are You Selling to the Wrong Customers?”

The Current State of the Debt Capital Markets

My Guests My guests today are Cory Kaiser and Timothy Eaton, Vice President & Associate Vice President respectively within TD’s Commercial Banking Group. Between them, they have over 40 years of experience lending to lower-middle market businesses not just to finance their acquisitions, but also to finance growth initiatives, day-to-day working capital needs, and leveragedContinue reading “The Current State of the Debt Capital Markets”

Evaluating 5 Very Different Approaches to Acquiring a Software Company

Listen to This Blog Post Enterprise software is considered to be among the world’s best business models, and for good reason: Revenue tends to be highly recurring. Switching costs, pricing power and customer retention rates are often high. And businesses have the ability to scale in a non-linear fashion owing to the fact that additionalContinue reading “Evaluating 5 Very Different Approaches to Acquiring a Software Company”

Brent Beshore: The “Forrest Gump of Private Equity”

My Guest My guest today is Brent Beshore, Founder and CEO of Permanent Equity, a private investment firm that invests in Founder-owned private companies. Permanent Equity is a long-term investor that typically intends to hold portfolio companies indefinitely, often without the use of any leverage. In addition to his role as an investor, Brent isContinue reading “Brent Beshore: The “Forrest Gump of Private Equity””

Buy at 5X EBITDA, Sell at 8X Revenue: The On-Premise to SaaS Transition of FieldEdge

My Guests My guests today are Steve Lau and Rameez Ansari, co-CEOs of AutoLeap, a cloud-based auto repair shop platform that counts Bain Capital Ventures among its investors. Prior to founding AutoLeap, Steve and Rameez purchased, operated, and sold D’Esco (later renamed FieldEdge), a software company that helps entrepreneurs run their HVAC, Plumbing, and ElectricalContinue reading “Buy at 5X EBITDA, Sell at 8X Revenue: The On-Premise to SaaS Transition of FieldEdge”

The Biggest Temptation of a Software CEO

Listen to This Blog Post In his book, The Five Temptations of a CEO, author Patrick Lencioni discusses five areas in which CEOs tend to inadvertently prioritize the wrong things. These “temptations”, as he calls them, can lead to poor decision making at best, and can risk the very survival of the company at worst.Continue reading “The Biggest Temptation of a Software CEO”

Considerations Unique to Acquiring a Software Company (Product)

Listen to this Blog Post: In a previous blog post, I discussed several financial considerations unique to acquiring software companies, specifically those of the small-to-medium-sized variety . In this week’s post, I present several non-financial considerations for the prospective acquiror to consider. Much of what I discuss below is intended to uncover how much “technicalContinue reading “Considerations Unique to Acquiring a Software Company (Product)”

Considerations Unique to Acquiring a Software Company (Financial)

Listen to This Blog Post When contemplating the acquisition of a software company (or any company, for that matter), the number of variables that potential purchasers must consider is overwhelming, and as a result it would be impractical to discuss all such variables in a single blog post of reasonable length. For this reason, whatContinue reading “Considerations Unique to Acquiring a Software Company (Financial)”