Run the Numbers

Venture Debt as a Strategic Lever for Growth With Ruslan Sergeyev of Hercules Capital


Listen Later

In this episode, Ruslan Sergeyev, Managing Director of Hercules Capital gives CJ a masterclass in venture debt. He explains what venture debt is, its various types, and the potential benefits it can bring to your business. Ruslan sheds light on the current landscape and big players in venture dept. He provides insight on covenants, rates, warrants, and success fees in debt structure, and the difference between banks and funds. The discussion covers how much debt is appropriate for a capital stack and when you should refrain from raising venture debt altogether. Discover strategies for leveraging each banking activity as a chip to get the best deals with banks and learn what red flags to look out for in the process. 

If you're looking for an ERP, head to NetSuite: https://netsuite.com/metrics and get a customized KPI checklist.

SPONSORS:

Mercury is the fintech ambitious companies use for banking and all their financial workflows. With a powerful bank account at the center of their operations, companies can make better financial decisions and ensure that every dollar spent aligns with company priorities. That's why over 100K startups choose Mercury to confidently run all their financial operations with the precision, control, and focus they need to operate at their best. Learn more at mercury.com.

Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust®; Members FDIC.

NetSuite provides financial software for all your business needs. More than 37,000 thousand companies have already upgraded to NetSuite, gaining visibility and control over their financials, inventory, HR, eCommerce, and more. If you're looking for an ERP platform ✅ NetSuite: https://netsuite.com/metrics and get a customized KPI checklist. 

Maxio is the only billing and financial operations platform that was purpose built for B2B SaaS. They're helping SaaS finance teams automate billing and revenue recognition, manage collections and payments, and put together investor grade reporting packages. 🚀 Request a demo at www.maxio.com/runthenumbers for 10% off your first year.

Leapfin is accounting automation software that automatically prepares and posts reliable journal entries. High-growth businesses like Reddit, Canva, and Seat Geek choose Leapfin to eliminate manual tasks, accelerate month-end close, and enable accounting leaders to provide faster insights to help their companies grow. To automatically standardize your revenue data with measurable business impact, check out leapfin.com today.

FOLLOW US ON X:

@cjgustafson222 (CJ)

TIMESTAMPS:

(00:00) Preview and Intro

(02:36) Sponsor - Mercury | NetSuite

(05:13) Venture Debt: A Definition and Its Flavors

(08:07) Valuations Versus Distressed Sale Value for Venture Debt

(10:10) The Truth About Excess Cash Balances Held as Collateral Post-SVB Collapse

(14:28) The Percentage of Debt Deals Done in Conjunction With Equity Raises

(15:22) Typical Covenants Imposed on Startups

(16:38) Advice for CFOs Trying to Get the Best Terms or Covenants

(17:41) Covenants, Rates, and Warrants in Debt Structure

(20:00) Sponsor - Maxio | Leapfin

(23:19) When Not to Raise Venture Debt

(24:22) How Much Debt is Appropriate for a Capital Stack

(27:20) Ratios for Presenting the Business Case for Venture Debt 

(28:28) The Current Landscape and Big Players in Venture Debt

(33:01) Banks Versus Funds

(35:24) The Skews That Make the Most Money for the Bank

(36:25) Why Venture Debt is at the Top of Funnel for Banking Services 

(39:33) Whether or Not You Want to Be One of the Smallest Clients in the Bank's Portfolio

(41:31) Debt Versus Equity

(43:08) The Nature of the Relationship Between VCs and Venture Debt Players

(48:00) Using Each Banking Activity as a Chip to Get the Best Deals 

(50:05) Red Flags in the Venture Debt Process

(52:34) The Types of Deals Hercules Capital is Interested in



This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit cjgustafson.substack.com
...more
View all episodesView all episodes
Download on the App Store

Run the NumbersBy CJ Gustafson

  • 5
  • 5
  • 5
  • 5
  • 5

5

51 ratings


More shows like Run the Numbers

View all
This Week in Startups by Jason Calacanis

This Week in Startups

1,291 Listeners

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch by Harry Stebbings

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

537 Listeners

The Official SaaStr Podcast: SaaS | Founders | Investors by SaaStr

The Official SaaStr Podcast: SaaS | Founders | Investors

172 Listeners

a16z Podcast by Andreessen Horowitz

a16z Podcast

1,093 Listeners

CFO THOUGHT LEADER by The Future of Finance is Listening

CFO THOUGHT LEADER

127 Listeners

M&A Science by Kison Patel

M&A Science

135 Listeners

Equity by TechCrunch, Rebecca Bellan, Kirsten Korosec, Anthony Ha, Max Zeff, Theresa Loconsolo

Equity

340 Listeners

Capital Allocators – Inside the Institutional Investment Industry by Ted Seides – Allocator and Asset Management Expert

Capital Allocators – Inside the Institutional Investment Industry

794 Listeners

All-In with Chamath, Jason, Sacks & Friedberg by All-In Podcast, LLC

All-In with Chamath, Jason, Sacks & Friedberg

9,911 Listeners

Grit by Kleiner Perkins

Grit

193 Listeners

The Private Equity Podcast, by Raw Selection by Alex Rawlings

The Private Equity Podcast, by Raw Selection

32 Listeners

Business Breakdowns by Colossus | Investing & Business Podcasts

Business Breakdowns

351 Listeners

ACQ2 by Acquired by Ben Gilbert and David Rosenthal

ACQ2 by Acquired

260 Listeners

The Logan Bartlett Show by by Redpoint Ventures

The Logan Bartlett Show

188 Listeners

BG2Pod with Brad Gerstner and Bill Gurley by BG2Pod

BG2Pod with Brad Gerstner and Bill Gurley

520 Listeners