Listen to This Blog Post When building a model and underwriting an acquisition more broadly, many prospective acquirors understandably struggle with how to balance calculated optimism about the future on one hand, with a sense of what is realistically achievable on the other. While investing is an inherently optimistic act (after all, you wouldn’t makeContinue reading “Ten Ways to Underwrite a Conservative and Realistic Base Case”
Tag Archives: valuation
Hard to Kill: A Four-Part Framework for Evaluating Small Business Acquisitions
Listen to This Blog Post I would make the world’s worst Venture Capitalist. If you don’t believe me, keep reading. As I’ve transitioned from operator to investor over the past 5 years or so, I’ve attempted to develop (and have attempted to articulate below) a general philosophy to guide my decision making, given that almostContinue reading “Hard to Kill: A Four-Part Framework for Evaluating Small Business Acquisitions”
Technical Debt: What it is, How Much of it You Can Live With, and How to Incorporate it into an Investment Thesis
My Guest Chris Smith is the Managing Partner of Spellbound Partners, a a company that helps acquirors with technical due diligence, fractional CTO services, and outsourced development services, among other things. Chris has over 25 years of experience building software platforms, and is an expert in cloud computing and software as a service (SaaS). HeContinue reading “Technical Debt: What it is, How Much of it You Can Live With, and How to Incorporate it into an Investment Thesis”
Rethinking Asset Intensity in Search Fund Acquisitions
Listen to this Blog Post The vast majority of Search Funds seek to acquire businesses that are both “asset-light” and “capital-light”. That is, companies that don’t have a large base of tangible assets that need to be added to, refurbished, or replaced to either maintain operations or pursue growth. All else being equal, this makesContinue reading “Rethinking Asset Intensity in Search Fund Acquisitions”
How to Price, Structure, and Diligence Around Customer Concentration
Listen to this Blog Post When evaluating a small business to acquire, to suggest that some form of concentration is common is likely an understatement. Indeed, in most cases, concentration of some variety is a borderline inevitability. Though this often takes the form of customer concentration (the focus of this blog post), it can takeContinue reading “How to Price, Structure, and Diligence Around Customer Concentration”
Is the Search Fund Acquisition Rate Falling? With Jim Edmunds, Badge Stone & Kent Weaver
My Guests This week, I’m joined by three of the most experienced and respected investors within the search fund ecosystem to discuss a topic that is understandably of interest to the entire ETA community: That subject is why the acquisition rate among search funds has fallen over the past 10 years, and whether the rateContinue reading “Is the Search Fund Acquisition Rate Falling? With Jim Edmunds, Badge Stone & Kent Weaver”
How to Avoid Common Stumbling Blocks in an M&A Process: with Raam Jani
My Guest This week I was thrilled to welcome Raam Jani to the podcast, who is one of the most experienced lawyers in the Search Fund ecosystem, and within the small business M&A ecosystem more broadly. Raam is currently a partner at Baker Hostetler, where he works on a variety of mandates, advising private equityContinue reading “How to Avoid Common Stumbling Blocks in an M&A Process: with Raam Jani”
How to Get Your Exit Proceeds (Mostly) Tax Free
My Guests This week, we explore two separate mechanisms that may allow acquisition entrepreneurs and their investors to receive their exit proceeds largely free of tax. Relative to how powerful these programs can be, both are not fully understood within the Search Fund community, especially among new and prospective searchers. In the first half ofContinue reading “How to Get Your Exit Proceeds (Mostly) Tax Free”
Achieving the Entrepreneurial Dream Through Franchise Ownership
My Guest Michael is the Founder of Streetlight Capital, a firm that invests in search funds and other forms of entrepreneurship through acquisition. Through Streetlight Capital, Michael successfully acquired, operated, and exited Buckeye Restaurant Group, an operator of franchised Wingstop restaurants. Michael acquired Buckeye’s first restaurants via a self-funded search in 2018, and via newContinue reading “Achieving the Entrepreneurial Dream Through Franchise Ownership”
An Investing Masterclass with Brent Beshore
My Guest Back by popular demand, for his second tour of duty on the podcast, is Brent Beshore. Brent is the Founder and CEO of Permanent Equity, a private investment firm that invests in Founder-owned small to medium sized businesses. They are a (very) long-term investor that looks to hold portfolio companies indefinitely, often withoutContinue reading “An Investing Masterclass with Brent Beshore”