Lead Left Interview – Doug Cruikshank & Rafael Castro

https://theleadpc.com/wp-content/uploads/2026/06/cropped-THE-LEAD-ICON.png
Content hub / Article / Lead Left Interview – Doug Cruikshank & Rafael Castro

This week we speak with Doug Cruikshank, Managing Partner and Rafael Castro, Director, Enhanced Capital. Enhanced Capital is a small business investment firm focused on established lower middle market companies often overlooked by traditional sources of capital due to location or size.

The Lead Left: Gents, not many people may have heard of Enhanced Capital, but you’ve actually been around for a while. Tell us a bit about the history of the company.

Doug Cruikshank: Thanks, Randy. Our firm was started in 1999 by Andy Paul, a former managing partner at Welsh Carson. His practice was primarily healthcare, and he invested $2 billion of capital during his time there. He left Welsh Carson and founded the Enhanced Equity Fund with $200 million.

Rafael Castro: Andy’s focus again was healthcare, but more on lower middle market transactions. That first fund was separate from Enhanced Capital which is our lending fund.

TLL: I see from your website you’ve grown considerably in terms of your national presence since then.

DC: Yes we have offices in sixteen states.

TLL: How did you get started on your current lending strategy?

RC: In 2012 we raised an SBIC fund with the track record we had built over the previous decade. Our support came from a family office as well as other private investors. There’s $110 million of LP equity with $50 million of leverage for $160 million total capital. About 50% of that fund is deployed today.

DC: That was primarily a lower middle market mezzanine fund. As we were originating for that fund, we came across a private equity owned company that was a bit of a challenge from a credit perspective. Our capital was going to look a lot like equity, so we told the sponsor we needed a back-stop. We discovered, somewhat surprisingly, there was quite a bit of appetite for this type of approach.

TLL: Meaning that you could get a guaranty from the GP.

RC: That’s right. So in December 2012, we talked to Hamilton Lane about raising a fund for us dedicated to this approach. We started investing about a year later and held our final close this past December.

DC: We’ve financed 12-15 companies since we raised that fund. The thesis is that some deals can’t get done without sponsor support, so our capital is structured as debt so to be non-dilutive to the equity.

TLL: Has your strategy – deals supported by GP support – been a challenge in terms of fundraising?

DC: At first the LPs didn’t understand the nature of the debt. They were coming at the questions from the wrong angle. Is it sub debt? Is it senior? First lien? Second lien? The real way to think about our strategy is to ask what the net asset value of our GP fund guaranties is versus the debt. That answer is 15.5x the debt, so we’re 14.5x covered!

RC: We did ten loans in year one from the new fund, with one already realized. Our expected yield is about 12.25%, including cash and PIK.

TLL: What’s the average loan size?

RC: The average is $5 million. We could do $20 million, but our preferred hold is $10-15 million.

TLL: Talk to us about your origination strategy.

RC: It’s very simple, actually. There’s a finite world of PE firms. We look at market research data bases – like Prequin, PitchBook, and Capital IQ – looking for funds in the 2005-2010 vintage. Ideally $100-800 of million AUM with multiple funds. But you need to engage partners in a conversation. It’s usually taboo to talk about GP guaranties, but we’ll do some unnatural things. For example, other than a minimum cash balance test, we don’t require financial covenants on the borrower.

TLL: That gets their attention.

DC: We will be a first lien lender to a negative ebitda company. We’ll go five years in tenor – which compares favorably to working capital lines or equity. Our key differentiator is that we look to the NAV. Our loan is an unsecured obligation of the fund.

TLL: So it’s not always a GP guaranty.

RC: Sometimes, not always. We view it as a “fox-hole” guaranty – to make sure there’s a moral impetus and everyone’s incented alike. For the sponsor it’s a low risk since we’re not changing fund economics.

TLL: How have your results been? Have you ever had to call on a guaranty?

DC: We’ve never lost a dime. We’ve only had to call a guaranty twice. Both times we were paid in full.

To be continued the week of April 13

Contact: 

Doug Cruikshank

DCruikshank@enhancedcapital.com

Rafael Castro

rcastro@enhancedcapital.com
Business development companies and the rise of balance sheet financing vehicles

Podcast

Business development companies and the rise of balance sheet financing vehicles

Fitch's Deb Murnin and Chelsea Richardson discuss the growing use of off-balance-sheet JVs and finance companies among BDCs, exploring the drivers, leverage impacts, portfolio risk profiles, and potential rating implications for Fitch-rated BDCs.
Listen
Private Debt Investor New York Forum

September 15-16, Hudson Yards, New York

Private Debt Investor New York Forum

Bringing together the investors, managers and advisers shaping the next phase of the market — 200+ allocators and $10.6 trillion of LP capital expected. Benchmark strategies, hear from leading LPs, and cut through market noise over two unmissable days.
Learn more
US Private Credit League Tables H1'26

Report

US Private Credit League Tables H1'26

The definitive rankings covering private credit activity in H1'26.
Download
PitchBook's Q2 2026 US PE Breakdown

Report

PitchBook's Q2 2026 US PE Breakdown

Software freezes and energy powers on as US PE deal value falls 38% in Q2 2026.
Download
Making sense of private credit defaults

Webinar

Making sense of private credit defaults

What does private credit default data really tell us? Join our exclusive webinar featuring experts from KBRA, Moody's, Fitch Ratings, and S&P Global to find out.
Register

Latest news

    Rate hike expectations ease as term SOFR curve flattens

    The CME six-month Term SOFR rate reached a recent high of 3.979% on July 28 before retreating to 3.837% as…

    Read More

    3Q26: New loan assets rise to 44% of total lending, a 3-year high

    New loan assets as a proportion of total US loan volume make up 44% of the 3Q26 pipeline to date,…

    Read More

    North American GPs dominant as fundraising accelerates

    Our PEI Private Credit 200 ranking also shows capital raising increasing overall – and accelerating especially fast for the largest…

    Read More