Ross Brendel – Investing in Permanent Capital Vehicles – Ep. 57

Ross Brendel is the cofounder and managing partner of Westerly Group alongside cofounder Rich Littlehale. Westerly Group was founded on the principle of supporting acquisition entrepreneurs with committed, permanent capital to pursue a specific industry thesis over an indefinite time horizon. Groups they’ve invested in thus far have theses in the water industry, mission-critical B2B services, industrial services, and route-based and multi-site consumer businesses. Permanent capital and longer hold periods have become much more popular in recent years and Ross and Rich take an incredibly interesting and unique angle in their study and investing in the model. 

In this conversation, Ross and I discuss Westerly’s permanent capital thesis and model, whether buying a business has become harder or easier and how to think about a purchase price with a longer term view, the types of entrepreneurs Westerly seeks to invest in, and nuanced advantages of committed capital in pursuing acquisitions.

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Think Like an Owner Sponsors

Live Oak Bank – Live Oak Bank is a seasoned SMB lender providing SBA and conventional financing for search funds, independent sponsors, private equity firms, and individuals looking to acquire lower middle market companies. Live Oak has closed billions of dollars in SBA financing and is actively looking to help more small company investors across the country. If you are in the process of acquiring a company or thinking about starting a search, contact Lisa Forrest or Heather Endresen directly to start a conversation or go to

Hood & Strong, LLP – Hood & Strong is a CPA firm with a long history of working with search funds and private equity firms on diligence, assurance, tax services, and more. Hood & Strong is highly skilled in working with search funds, providing quality of earnings and due diligence services during the search, along with assurance and tax services post-acquisition. They offer a unique way to approach acquisition diligence and manage costs effectively. To learn more about how Hood & Strong can help your search, acquisition, and beyond, please email one of their partners Jerry Zhou at [email protected]

Oberle Risk StrategiesOberle is the leading specialty insurance brokerage catering to search funds and the broader ETA community, providing complimentary due diligence assessments of the target company’s commercial insurance and Employee benefits programs. Over the past decade, August Felker and his team have engaged with hundreds of searchers to provide due diligence and ultimately place the most competitive insurance program at closing. Given August’s experience as a searcher himself, he and his team understand all that goes into buying a business and pride themselves on making the insurance portion of closing seamless and hassle-free.

If you are under LOI, please reach out to August to learn more about how Oberle can help with insurance due diligence at Or reach out to August directly at [email protected].

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