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All Forum Posts by: Charles Clinton

Charles Clinton has started 3 posts and replied 10 times.

Post: Understanding the differences between equity and debt investing

Charles ClintonPosted
  • Real Estate Lender
  • Brooklyn, NY
  • Posts 14
  • Votes 8

Hey @Joel Owens, thanks for the advice, I just updated

Post: Understanding the differences between equity and debt investing

Charles ClintonPosted
  • Real Estate Lender
  • Brooklyn, NY
  • Posts 14
  • Votes 8

Any time @Matt Motil, glad it's helpful. 

Post: Understanding the differences between equity and debt investing

Charles ClintonPosted
  • Real Estate Lender
  • Brooklyn, NY
  • Posts 14
  • Votes 8

Every homeowner understands the difference between their mortgage and the equity they have in their home but when it comes to commercial real estate transactions, the difference between equity, preferred equity, mezzanine debt and senior debt can confuse even savvy investors. The simplest deals will be just equity and senior debt, while the most complicated may have multiple tranches of mezzanine debt or senior debt that is later syndicated out into multiple notes. For now, let’s focus on the four categories you’re most likely to encountering when investing in real estate through an online investment or crowdfunding platform, going from the least to most risky:

Senior Debt is secured by a mortgage or deed of trust on the property itself so if the borrower fails to pay the the lender can take title to the property. This greatly reduces risk on the principal invested because, at worst, the lender owns the property and will look to maximize value by selling the property or selling the non-performing loan. The "cost" of this lower level of risk is a lower yield on the money invested. To properly understand the risk involved, look at the loan-to-value ("LTV") ratio of the loan - if the loan has a 60% LTV there is a lot more margin for error than an 85% LTV loan. It's a simple analysis, in the worst case scenario as the lender you'd much rather end up owning the property at 60% of its value than 85%.

Mezzanine Debt sits below the senior debt in order of payment priority. Once the developer pays operating expenses and the senior debt payment all income must go to pay the fixed coupon of the mezzanine debt. If the developer is unable to pay (assuming they aren’t also in default under the senior debt), the lender typically has the ability to quickly take control of the property. The senior debt and mezzanine lenders will usually enter into an agreement, called an intercreditor agreement, where they spell out how their rights interact (i.e., what happens if a developer stops paying both of them). Mezzanine debt typically has a higher rate of return than senior debt but lower than equity.

Preferred Equity is perhaps the hardest portion of the capital stack to speak about generally because it’s, for better and worse, very flexible. It gets it’s name because preferred equity holders have a preferred right to payments over regular equity holders. In terms of other characteristics, they will range from “hard” preferred equity, which can be very similar to mezzanine debt and include a fixed coupon and maturity date to “soft” preferred equity, which is more likely to include some of the financial upside if the project performs well. While hard preferred equity holders may have the ability to make some decisions or kick out the developer if they fail to make payments, soft preferred equity holders typically have more limited rights. As you’d imagine, the rate of return for hard preferred equity is similar (or slightly better) than mezzanine debt, while soft preferred equity returns can be substantially better.

Equity is the riskiest and most profitable portion of a real estate deal. Typically the developer (often called the sponsor) will be required to invest some portion of the equity to have skin in the game. As an investor in equity your risk is the greatest because every other tranche of capital is entitled to get paid before you. However, if the property does well equity investors usually have no cap on their potential returns. In real estate, equity is typically structured so that all investors earn a preferred return until they hit a certain annual return hurdle (i.e., 8%). After that, the developer will earn a disproportionate share of the profits (i.e., 40% of all the remaining profit), while investors receive the rest of what’s left pro rata.


If you’re new to commercial real estate investing, this is a lot to learn but once you get past the jargon it all starts to make sense.

Post: New to BiggerPockets - real estate lawyer turned entrepreneur

Charles ClintonPosted
  • Real Estate Lender
  • Brooklyn, NY
  • Posts 14
  • Votes 8

Thanks for the warm welcome @Mark Nolan. I've already been able to connect to a lot of smart people on the platform and am looking forward to being a bigger part of it going forward.

Post: New to BiggerPockets - real estate lawyer turned entrepreneur

Charles ClintonPosted
  • Real Estate Lender
  • Brooklyn, NY
  • Posts 14
  • Votes 8

@Jim Groves would definitely be interested in checking out the blogpost, send it my way via message if you get a chance.

Post: New to BiggerPockets - real estate lawyer turned entrepreneur

Charles ClintonPosted
  • Real Estate Lender
  • Brooklyn, NY
  • Posts 14
  • Votes 8

@Brie Schmidt@Jim Groves@DONALD KUCZINSKI@Jay Hinrichs@Charles Worth

Wow! Really appreciate the warm welcome everyone. I'll definitely check out the crowdfunding forums and can hopefully add to those discussions. I'd really love input from you all too. Any thoughts/feelings/hesitations about crowdfunding? 

Post: New to BiggerPockets - real estate lawyer turned entrepreneur

Charles ClintonPosted
  • Real Estate Lender
  • Brooklyn, NY
  • Posts 14
  • Votes 8

Hi Bigger Pocket-ers, I know I'm supposed to introduce myself to the community as I start meeting new people and giving and receiving advice so here it goes: I began my real estate career as a real estate lawyer with Simpson Thacher, primarily working for Blackstone, KKR and a handful of other private equity clients.  I left my legal career to jump into the new world of marketplace finance ( or as its more commonly called, crowdfunding) because I see incredible potential in the space. The market has already been flooded with companies trying to capitalize on the new opportunity but we're really only seeing the tip of the iceberg on adoption by real estate companies and investors and what this market will look like once it matures.

I joined BiggerPockets to interact with its large community of intelligent real estate professionals, entrepreneurs and investors and learn from the community's remarkable breadth of knowledge (and hopefully add to it a bit also). I'm excited to get started and would particularly love to hear any experiences, thoughts, questions or criticisms about crowdfunding.

Post: Investing in single family vs commercial real estate

Charles ClintonPosted
  • Real Estate Lender
  • Brooklyn, NY
  • Posts 14
  • Votes 8

I'd love to get people's thoughts on the pros/cons of investing in single family fix and flips (or fix and rents) vs multi-family or other types of commercial real estate. Thanks!

Post: Crowdfunding

Charles ClintonPosted
  • Real Estate Lender
  • Brooklyn, NY
  • Posts 14
  • Votes 8

I've spent a lot of time researching the industry and I'm not sure I agree with Andrew. Don't get me wrong, some of these platforms are definitely just online hard money lenders, but some work with more varied structures. 

Lisa, what's your experience level? Do you just own the two rental properties? Each site has its own underwriting criteria but the reputable ones put significant effort into underwriting the sponsor to make sure they have significant track record and experience.

Post: TINY houses... Fad or here to stay??

Charles ClintonPosted
  • Real Estate Lender
  • Brooklyn, NY
  • Posts 14
  • Votes 8
Originally posted by @Linda Weygant:

This generation is delaying marriage and children at a staggering rate.  They also prefer to measure their wealth in shared experiences with their friends, travel and memories than in "stuff".

I think this is an interesting and astute point and one you often hear in articles about the new "shared economy" or tastes of the millennial generation. As a millennial myself I definitely think my values are different, in some ways, than my parent's generation and that the central nucleus of my life is a defined differently. That being said, because millennials are delaying marriage and children its almost too early to say how that will impact our goals and values. Its easy to place a trade less space for more freedom when the only person you're responsible for is yourself; as more millenials get married and start having kids I wonder if these patterns of consumption will begin to reflect their parents a bit more. 

Getting back to tiny houses...I find their efficiency fascinating and I think there are absolutely niche uses for them that could develop into lasting trends - second homes, first homes for unmarried or recently married couples, student housing - but it seems hard to see them meeting the needs and desires of most american families long term.