Business Mastery Podcast

230. “Financial Infrastructure and Due Diligence” with Jeffrey Glick

• Dawn Kennedy • Season 1 • Episode 230

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0:00 | 39:04

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Dawn talks with Jeffrey Glick, CPA, Founder of START U UP and Head of US Operations at OCFO, Silver Tsunami Protector via Financial Expertise. Jeff works with startups and emerging businesses to make them more “bankable” for their first material financial transaction (loans, investors, mergers, acquisitions, or a sale). Jeff explains that basic bookkeeping and monthly P&Ls may be sufficient for some companies but often won’t support growth, valuation, or informed decision-making without timely, accurate reporting and key metrics like project-level margins and client “stickiness.” They discuss what lenders, investors, and buyers look for in due diligence, including management’s command of data, internal controls over cash disbursements, employment contracts, industry standards, and adequate liability coverage. Jeff defines tail risk and tail insurance, highlights the value of data rooms and sell-side due diligence/quality of earnings, and notes that proactive infrastructure is an investment that can reduce valuation discounts and improve outcomes.


Who is Jeffrey Glick and whom does he serve? (00:41)

Why Financial Infrastructure Matters (01:14)

QuickBooks Is Not Enough (01:12)

Bankability and Key Metrics (04:06)

Due Diligence Red Flags (08:32)

Cash Controls and Approvals (10:59)

Insurance and Tail Risk (14:27)

Bank Underwriting Deep Dive (18:28)

Investors and Deal Economics (21:47)

Sell Side Prep and Audits (27:10)

Family Business Growing Pains (29:51)

Modern Tools and Exit Trends (33:36)

Wrap Up and Where to Find Jeff (37:12 )



Jeffrey Glick’s Information:

LinkedIn: https://www.linkedin.com/in/jeffreyglick/



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