1. Facebook IPO

    Today is a historic day - the biggest tech IPO in American history.  For all of us in the startup world, it’s an especially interesting moment because the facebook story is the outlier that shapes so much of the broader environment as it relates to valuations.  

    Speaking of valuations, I have a fun story re: Facebook.  A little more than 2 years ago I was hanging out with a good friend who is in the finance world in NYC.  By all accounts he has a substantially better mind than I do for valuing things: CPA, CFA, trained at Goldman, worked at 2 hedge funds and is currently manages a large investment portfolio of US equities for his job.  My buddy is a hardcore value investor, a true disciple of the Buffett/Graham worldview.  

    At the point in time two years ago, we were discussing facebook given my exposure to the start up world and my buddy was simply dumbstruck that Zuck hadn’t sold the company when the offers were out there from Yahoo and the like.  His logic was that when someone offers billions for a yet to be monetized and extremely hard to value asset, especially when you stand to make more than a billion personally, you have to take the deal. 

    My contention was that facebook could be so much bigger.  Granted, I had no clue how they would get to low single digit billions in value, but I was confident in the growth story and the trajectory. 

    So we made a gentlemen’s bet - for pride - on 5/19/2009 that was the following: 

    I think we see an IPO or acquisition within 2 years from today.  And that
    the 1st day market cap will be in excess of $10B.  Or the acquisition price
    will be in excess of $8B.

    My buddy took the other side and said that facebook wouldn’t get to $10B in opening market cap or sell for at least $8B.

    As time went on, it became clear that facebook was going to well exceed the valuation hurdle, but I was 1 year off on the time horizon. Today, almost exactly 3 years to the day that we made the bet, Facebook is going public. At a value that is 10x what I, the bull, thought it would be.  

    What an amazing story.

  2. video via brycedotvc

    My thoughts: 

    We talk a lot in the startup world about how it’s all (or mostly) about the people. I happen to believe that this is quite true. And many times we think of this in the context of a founder and whether he/she is “fundable”. Will an investor bet on this particular jockey. But an even more important question is how will the entrepreneur create a culture which will lead to success. How will he/she be able to recruit the right talent & know when to make the tough decisions. And most importantly, how will a culture emerge which supersedes the individual skills and talents of a particular entrepreneur and allows for massive scaling. This video features close to a dozen folks from the startup community sharing their thoughts on this issue - thought it was incredibly well made and good food for thought.

  3. Brad Feld at Square 1

    Last week we had the distinct pleasure of hosting noted venture capitalist and startup luminary Brad Feld of Foundry Group for a chat with talk to local entrepreneurs here at the Square 1 office.  Brad is a good friend of the bank - Square 1 and Foundry have partnered together on lots of portfolio companies.  It was fantastic to have the opportunity to host such a notable national name here in Durham. 

    I’ve followed Brad’s blog for many years.  Thus - as often is the case in today’s world - I felt like I kind of already knew him even though we’d never met in person.  I was delighted, therefore, to find that Brad was just as I expected he would be - whipsmart, passionate, & supremely dedicated to helping entrepreneurs.  And, as expected, he dropped a couple f-bombs (I had set a pre-talk over/under at 1.5 and was proud to find my handicapping skills were prescient as he came in just above the line at 2). 

    Untitled

    Brad dropped a lot of knowledge during the hour+ talk and Q&A.  He spent the a large part of this time talking about Startup Communities -  a topic he’s been thinking a lot about in concert with a new book he’s writing.  Some of the key points which hit home with me included: 

    • There are two key constituencies in a startup community - Leaders and Feeders.  It’s very important, in his opinion, to note a few things about these groups.  First off, neither is inherently better than the other, and both are extremely important if you’re going to build a sustainable startup community.  While there is no “better” group, Feld is resolute in his belief that “Leaders” have to be entrepreneurs.  It is entrepreneurs who have to be the drivers of the community.  Feeders are, by definition, everyone else in the community who are not entrepreneurs but are invested in the success of the community.  

    This was a really interested concept for me to grapple with, and ultimately I think I agree with Brad on it.  There is a tendency to look at folks who are leading as the sexier roles within a community and thus as more important.  This is why service providers or VCs or university people who are driven and want the community to succeed will aspire to take on these roles.  Yet, for long term viability, it is crucial that the entrepreneurs serve at the forefront and lead the charge.  Everyone else can feed this charge - and in fact MUST feed this charge - and there is just as much value in feeding as leading.  But ultimately the people who are the creators of companies have to also be the leaders of the community. 

    • For everyone involved in a sustainable startup community, there has to be a long term, 20+ year worldview.  This point is absolutely true. It can’t be about this year’s conference or this year’s amount of venture funding raised or the one company that has a chance to make it.  Rather, it has to be about how you can build over time - through multiple generations of companies, investors, feeders & leaders - a sustainable community.  It follows, then, that the leaders are likely in their 20’s and 30’s and that if there are exits, it will require these entrepreneurs to re-invest for additional decades in order to create a community that will last. 
    • In building a community, it’s not about being King of Everything.  It’s about providing ways for everyone to be involved, from top to bottom. This point was closely aligned with one of the answers Brad gave to a question about what can kill a startup community.  Startup ecosystems die when “old white guy parochialism” takes over and people try to be king of the startup world rather than looking to contribute to the overall community.  It was awesome to hear Brad talk through this given the fact that he is the de facto king of the Boulder startup scene.  Yet he doesn’t attempt to run the show with every little organization and community decision.  He gave the great example of when they started the Entrepreneurs Foundation of Colorado (a group that gets founders to donate a small % of the equity in their company in their early days and hopes to use the proceeds from any exits to invest back into the entrepreneurial community).  Brad thought this was a great idea and served as head of the board for the organization but then passed the reins to someone else once they were up and running.  Knowing how to delegate is so crucial to effective development of a community. 

    After spending lots of time talking about startup communities, Brad then answered numerous questions from the crowd. For me, his most interesting answer was to a question about whether companies should optimize to early revenue or focus on building out the product or user base at the expense of trying to earn revenue.  

    Rather than answer the question exactly as it was asked, Brad turned it on its head and said that he believes the fundamental way you need to look at every company is as something you need to run forever.  In order to run forever, you will need fuel - in the case of a business, this fuel is cash.  So when you’re thinking about how to grow the business you’re really thinking about how to manage a constraint (the fact that you don’t have an unlimited supply of cash).  There are two ways to grow your cash - through a financing event or by generating cash from operations.  In certain cases it may make sense to forego early revenue if product enhancements or building out a network will allow for a higher likelihood of raising $$ or of long term cash generation potential.  In other cases, it may make sense to seek early revenue and get to positive cash flow as quickly as possible, which you can then use to reinvest in the business. 

    Like I said, the dude is whipsmart. 

    Overall, we thought the event was fantastic and were glad we could host it for the community.  Brad, if you happen to stumble upon this post, thanks for your time.  And we are hoping to do another similar event later this year.  If anyone has any ideas about who we should try and bring in for a talk, please let me know in the comments. 

  4. Getting unplugged

    I recently returned from a week off on vacation. It was a fantastic week in Orlando at the Disney parks with my wife, kids, grandparents, nieces, nephews and brother and sister-in-laws. In total, we had 11 people in our party- including 5 kids aged 7 and under. When you combine this fact with the desire to make the most of Disney - which requires tons of walking, wading through masses of people and lots of patience - you could make the argument that I in fact need another vacation to recover from the first!

    And yet, I returned to work yesterday feeling refreshed and renewed. I found I had the ability to more holistically think about my professional world and role and a more tangible desire to produce outstanding results. And this all came after a week during which I was almost completely unplugged from day to day work activities.

    Getting fully unplugged is really hard to do in today’s world. For me, last week, getting unplugged was more a matter of practicality than choice - you try keeping track of so many little ones amidst the madness of the Magic Kingdom while also answering every email! And yet now I’m thinking about how and why I may choose to structure more frequent (albeit less lengthy) opportunities to pull back.

    I think it’s even harder for those in the startup world to unplug because most entrepreneurs feel that their companies are their babies and if they’re not there to take care of things who will?! And in many cases this may be true. But how much more value would be created if the entrepreneur let go of the day to day reins for a few days and got away - both physically and mentally - only to return with a fresh perspective?

    Perhaps a week away is not realistic for a variety of reasons. Fair enough. I’ve also found recently that there is tremendous value in carving out time in the middle of the day that is somewhat unplugged-ish. I do a couple runs a week during lunch time. The hour away from the desk is time that is used to think, to plan, and to prepare. I find that my afternoons after a running lunch are more productive and more efficient - and I feel better and less like a slob too!

    To summarize - there’s a temptation in our business lives to accomplish through action. We feel better about our work if we’re doing something, without regard for whether that something is of the most value. Sometimes it takes getting unplugged - for a week or maybe just an hour - in order for us to have a mindset which actually allows for maximum results.

  5. We’ve all been there before.  You’re at a kid’s birthday party or the gym or on an airplane and you meet someone who inevitably asks, “So, what do you do?”

    Whenever I’m asked this question I generally start by saying I work for a commercial bank - but not just any commercial bank - one that specializes and focuses only on entrepreneurial companies.  It seems that almost everyone gets jazzed up by the idea of entrepreneurs and innovation.  So when I go on to describe my role in working with the earliest of early stage entrepreneurs - how I’m tasked with regularly meeting in coffee shops to hear people describe their visions for building the next big thing - my newfound friends more often than not show a boatload of interest and at least a twinge of jealousy. 

    “You have such a cool job,” I’ve heard more than once.  And the truth is, I do.  

    I often continue by telling people that the most rewarding part of my job is not the free coffee or even hearing all the incredible ideas from entrepreneurs.  It’s the fact that when I’m doing my job right, I’m helping these entrepreneurs move their idea along the continuum from nascent kernel of vision to real-life business.  

    Don’t hear me wrong; I’m definitely not doing the heavy lifting.  That responsibility and privilege most certainly belongs to the entrepreneurs who risk everything in the name of creation.  Yet, in situations in which I can make an introduction to a potential investor or serve as a sounding board regarding product/market fit, there is a sense of partnership and contribution to this pursuit of the dream which is invigorating.

    In short, I never get tired of seeing entrepreneurs attempting to build great companies and in doing my best to help along the way.  

    Common knowledge and statistics tell us that the great majority of these startups will fail.  Which makes it all the more sweet when you work with an entrepreneur and are able to see tangible results of positive momentum in real time.  Over the last year, I’ve had the incredible opportunity to work closely with Rami Essaid, founder and CEO of a promising young startup called Distil.  Rami and his team are still very early in the process of building their company.  But they have made enormous progress in the last 6 months and it has been a joy to play a small part in helping move the train forward.  

    The Distil story is a great example of how I work with startups through the Square Roots program at Square 1 Bank, so I created a case study to give a deeper dive into the path thus far.  I’m really excited about what the future holds for Rami & Co. and hope to work with many more entrepreneurs like him in the future.  

    Check out the Prezi above to see the Square Roots Case Study: Distil

    (best viewed full screen - press play, then choose “more” / “Fullscreen”)

  6. Venture Debt: How Covenants can be good, bad or ugly

    In my prior post I gave an overview of the theory behind financial covenants in venture debt deals and some basic examples of the type of covenants used by lenders.   With this post we will take a deeper look at what happens when there is a covenant trip and the pros and cons of venture debt deals with covenants.

    When a covenant violation occurs (often called “tripping” a covenant), it is technically a violation of the terms of the loan agreement.  While the actual repercussions and remedies available to the lender will vary from deal to deal, in general there are several options for dealing with a covenant violation. 

    First off, most debt deals have a default rate term which provides the lender with the ability to invoke an increase in the interest rate on the loan in the event of a default, and until the default is formally addressed in some fashion.  The default rate will typically be noted in the section of the loan agreement dealing with interest rate for the specific loan and there will likely be a cap on the allowed amount for the increase.  A lender may or may not choose to invoke the default rate, but the trip of the covenant is the event which allows the action.

    Within the loan documents there will be explicit terms which outline the lender’s rights and remedies in the event of a default.  The range of remedies is widespread, with the simplest being that most lenders will not allow any additional extensions of credit (i.e. advance requests for more money) as long as the company is in default.  The harshest and potentially most damaging term is the ability of the lender to declare all outstanding obligations due and payable upon the event of default.  Depending on the liquidity position of the company and/or access to additional capital, this could lead to a scenario in which the company does not have adequate capital to both repay the loan and continue operations. 

    As noted in Part I of the covenant post, the worst-case instance described above is a very rare occurrence.  The vast majority of covenant violations are dealt with via alternative methods.  These methods can vary, but the commonality among all is that some action is a requirement – it is not acceptable nor realistic for a violation to remain outstanding in perpetuity. 

    Depending on the severity and nature of the covenant violation, the likely action is either a waiver of the default or a restructure of the deal either through amended covenants or a new structure altogether.  A waiver is the preferred outcome for most companies as it essentially is a get out of jail free card – it is a formal note that a violation occurred but an equally formal notation that the lender is waiving the violation and no longer retains the rights and remedies to address the specific default.  There’s no double jeopardy with a covenant waiver.  This is a typical response when the violation is minor, due to a timing difference, or there was an event which occurred after the violation which mitigated the risk and overcame the default itself (for instance, a large round of equity which can cover up a multitude of sins in a lender’s eyes!)

    When a violation is severe or there is a covenant with cumulative or dependent characteristics, it’s often unlikely that a company will be able to comply with future covenant levels after an initial default.  In this case, a full restructure of covenants is needed.  In many ways, this process takes the same shape as the initial negotiations which led to the original covenant structure.  The lender will discuss options with the company and also touch base again with the equity sponsors to determine their level of support, especially when the primary source of repayment is additional equity capital.  The new covenant structure may simply involve new levels within the same structure or there may be a different, or added, covenant.  In addition, a coveant restructure is often used by a lender as an opportunity to amend the interest rate, amortization terms, charge additional fees, or take on additional warrants.  The perception is often that a covenant trip is a signal of increased risk and thus the lender looks to match the change in risk profile with credit enhancements and/or a higher return.

    In the event of a covenant trip, it’s important to keep in mind the implicit contract between venture debt providers and VCs which I previously described.  For lenders with large numbers of customers, the implicit contract and reputational risk of being seen as too heavy-handed can play a large part in how decisions are made.  When considering venture debt providers, it makes considerable sense for entrepreneurial CEOs to ask their equity sponsors how the potential lenders have responded to covenant trips in the past and what type of experience they have in working out deals which don’t necessarily go as planned.  Leveraging the historical relationship between venture debt provider and VC will help to not only select the best fit up front, but also in negotiating structure changes if needed in the future. 

    Of course, not all venture debt deals contain covenants, and it’s worth discussing the pros and cons of having a covenant in a deal.  Many venture debt funds will provide structures billed as “no-covenant” loans which functionally act as “cheap equity” for a company to use as it pleases.  While cheap relative to the cost of equity capital, the tradeoff with such no-covenant venture debt is often a higher overall cost than that offered by venture debt which contains covenants.  

    Regardless of whether or not there are covenants in a venture debt deal, virtually all transactions occurring today contain a Material Adverse Change clause.  The so-called MAC is a somewhat arbitrary catch-all term which allows the lender to call a default upon the occurrence of events which would represent a material change in the operations or financial condition or the company or in the ability to repay the debt obligation.  The obvious conundrum with a MAC is that it’s necessarily broad to capture a variety of potential circumstances and the definition of material change can mean different things to the various parties sitting around the table.  It can also mean different things for different types or stages of companies – an early stage company may be at 10% of plan and still able to raise a significant follow on round of equity; a more mature company may be at 75% of plan and have no plan for how to continue as a going concern.

    Combining the opaque nature of the MAC with the inherent complications of implicit relationships and contracts between parties can lead to very uncomfortable and messy situations when a lender feels it has to resort to calling the MAC.  Ironically, it is typically these situations which blow up in the face of all involved and give venture debt as a whole a bad name with some in the industry.

    With this knowledge as a backdrop, one can then understand the paradoxical nature of covenants in venture debt deals.  While at first glance covenants seem to be the fuse which, when lit, can blow up a company, covenants can functionally serve the exact opposite purpose.  By providing an explicit outline of expectations of all parties, covenants create definition in the deal which allows all parties to react rationally and transparently, even in suboptimal scenarios.  There is certainly considerable freedom and value in doing a debt deal with no covenants – and given the option of two deals with identical structure (pricing, term, etc) one would always choose the deal without a covenant over one with one.  Yet, I hope this two part overview of covenants in venture debt deals helps to demystify the terms and provide some insight into how the presence of covenants in your debt deal may not signal the end of the world as you know it. 

  7. Venture Debt: Let’s Talk Covenants (Part I)

    There’s no way to talk about venture debt without bringing up the notion of financial covenants.  The simple mention of the word “covenant” evokes a connotation of doom and fear in the hearts of many entrepreneurs and equity investors alike - perhaps in part caused by horror stories of overzealous lenders using a covenant trip to invoke remedies (read: sweep cash or foreclose on assets) which led to the demise of a company.  While there are certainly exceptions which prove the rule, the vast majority of debt deals which contain covenants don’t lead to such a disastrous outcome.  A proper understanding of the way covenants may impact a debt deal is an imperative which deciding how (and if) to pursue venture debt.

    (For the purpose of this post we’ll focus on financial covenants related to performance levels or minimum financial standards required of a borrower.  It is typical for debt deals to contain other “negative covenants” (i.e. things the Borrower won’t do, such as take on additional debt or allow additional liens on collateral), but in the interest of clarity we will focus on the financial covenants.)

    At the very basic level, covenants are used by a lender as a mechanism for mitigating risk by setting parameters of minimum performance/financial condition that the lender is comfortable with at the outset of a deal.  While I downplayed the negative connotation of covenants a bit above, the reality is that covenants are indeed a big deal, because a violation of a covenant gives the lender a legal right to enact remedies which may be counter to the desires of management.  While covenants typically get the bad rap, they only point towards the bigger reality – taking on debt is a big decision that should not be taken lightly.  Using venture debt usually means giving up a blanket lien on all assets (and sometimes intellectual property).  Therefore, when there is an issue with a debt provider, literally the entire company’s future hangs in the balance.  

    With so much to lose, why would anyone employ venture debt, especially in a start-up?  The exchange works quite well, in most cases, because of the ability of specialized lenders to create structures which avoid the “worst-case” scenario and the relationships within the industry and implicit contract between lenders and venture capitalists which helps to shape rational decision-making by all parties.  Venture debt works best when everyone understands the perspective of the others around the table and there is a mutual dialogue which helps to align the interests of all parties.  It may seem counterintuitive but my ideal customers are those who are initially scared silly by the idea of covenants and thus take the structure very seriously – I find that these customers are the most prudent and financially responsible; and when things don’t go as planned, they are swift to react and communicate prior to a covenant trip, allowing for a clean resolution. 

    Financial covenants can take all different shapes and forms but the most common are either performance covenants or metrics which require certain base levels within the company’s balance sheet.  Smart lenders attempt to structure covenants which not only track the company’s performance to plan, but also tie directly into the metrics the equity investors are tracking when considering additional investment.  The specific metrics may change over time – for instance, for an early stage company (pre-revenue or very early stages of revenue traction), the focus of the Board may be on growing users, revenue, monthly recurring revenue, or bookings, each of which could be a potential covenant for the lender to track.  Another popular performance covenant is EBITDA, as it implicitly captures the top line while also ensuring that expenses (and burn) are not way out of line with revenues.  Performance covenants are typically set at a discount to the company’s Board approved plan and measured monthly or quarterly.

    Typical balance sheet covenants include standard financial ratios – Liquidity Ratio, Quick Ratio, Current Ratio, Debt/Equity, or Debt Service Coverage.  For companies which are using debt to bridge to a next round of equity, a covenant which ties in to both performance and the balance sheet is a remaining months of cash requirement - lenders will sometimes track the company’s burn and require a term sheet or commitment from investors before allowing the company to fall below a minimum level of cash. 

    A final category of covenants is custom numbers which make sense for a specific business model or stage.  For instance, in SaaS companies or models with a strong reliance on monthly recurring revenue, it’s not uncommon to see a covenant tracking churn, as this is a leading indicator of overall performance.

    As a matter of practical advice for companies negotiating venture debt, the discussion around covenants should be open and transparent between company and potential lender.  The best covenant structures are those which align naturally with the stated goal of the company– for instance, an EBITDA covenant which is set at a discount to the company’s plan but forces towards eventual profitability at the end of the year if that is the goal of the Board.  When setting specific performance levels, agree on levels which work for both sides and avoid a situation in which there is so much front end negotiation that the covenant level ends up being set at a level where there is no choice for the lender but to act swiftly to preserve capital.   

    It’s important to remember that lenders do not extract any great joy in invoking remedies after covenant defaults (in spite of what the horror stories may say).  Covenants are a necessary means for mitigating risk for lenders that don’t have any other means of driving behavior.  Though the lender has a first position lien on assets, this is typically a passive position with much less ability to affect overall decision than the equity holders or management who sit on the Board.  Covenants are a mechanism for setting inflection points to address concerns, and are often the method by which a debt deal is able to remain on track by dealing with the issues at hand rather than letting them spin further out of control. 

    It should be noted that not all debt deals contain covenants.  While covenants are very often found in venture bank deals, transactions with venture debt funds do not typically carry as stringent a structure and there are certainly venture debt deals without any defined covenants.  In the next post in the series, we will examine the remedies available to a lender when there is a covenant breach and the pros and cons of having a deal with covenants.   

  8. The TSA & “Startup Theater”

    Just before Christmas I read a fascinating article about the Transportation Security Administration (TSA) - the federal agency created post 9/11 which, ostensibly, exists solely to ensure that another 9/11 happens.  By now we’re all familiar with the cavalcade of annoyances known as “getting through security” which has morphed and grown over time to today’s form, which requires disrobing substantially at a minimum and a full body screening at a maximum.  

    It’s the article’s contention that despite all the security measures - and trillions of invested capital - we are not materially safer today.  Or, put in a different way, we have incurred massive costs for a benefit which is minute.  

    As interesting as this is for those of us who travel or as a potential policy debate, what struck me when reading the article is how easily the themes for the ineffectiveness of the TSA can be translated to companies as they grow. 

    At the core of the criticism is the notion that the majority of the actions of the TSA are “security theater: actions that accomplish nothing but are designed to make the government look like it is on the job.”  The author cites examples such as requiring the removal of shoes banning snow globes.  Focusing on these specific threats requires considerable investment of time and resources for screening and simply requires the “bad guys” to come up with different ways of accomplishing the task at hand.  

    This idea of “security theater” is so relevant when building a company.  Often in startups there is the assumption that “completing tasks just for the sake of tasks” is something that happens only in the corporate world.  In fact, how many entrepreneurs leave the corporate world precisely because they’re tired of doing corporate crap work that’s a requirement of a system or procedure rather than the best use of time?  

    Typically, the result in a very young company is very little “startup theater” - or doing things just for the sake of showing activity.  Rather, there are a million things to do and only a founder or small team to do them.  So in the beginning, the danger of massive activity cost for infinitesimal benefit is low.  The bigger danger is on focus, or choosing which tasks are truly important for moving the company in the right direction. 

    Yet, as the company grows - and especially if institutional money is raised - there is a real danger of beginning to take on the qualities of “startup theater”.  First, your Board will ask you for a specific dashboard or set of metrics for a meeting.  You spend a bunch of time putting it together and maybe it’s a great exercise or really valuable.  Once you (and the Board) have had a taste of the good that can come from an activity like this, there is the temptation to continue layering more and more of this good thing on top of each other.  More data, more dashboards, more metrics.  Soon it’s hard to tell signal from noise and there is a feeling that unless you’re doing more of this or that, you’re not really doing your job.  It’s startup theater, unless the activities are accretive to growth.  Obviously, the same could be said for meetings (which tend to grow exponentially, either in frequency or length, if not carefully patrolled).  

    Accordingly, it’s appropriate and prudent to ask ourselves about every action that we’re doing - does this help grow the business or is it just theater.  Startups are hard enough.  There’s no point in wasting time on tasks which dilute the ability to execute on the vision.    

  9. Venture Debt: The Implicit Contract Between Lenders and VCs

    In my first two posts on Understanding Venture Debt, I provided a general overview of different types of venture debt facilities and a brief look at the banks and funds that are actively involved in the space.  With this post I hope to shed some light on one of the less-obvious but highly important aspects of the venture debt landscape: the “implicit contract” between venture capitalists and venture lenders.

    Before going any further, I should pause to point out that my use of “implicit contract” here is borrowed from a fantastic academic paper put out by Darian Ibrahim in 2009 entitled “Debt as Venture Capital”.  Ibrahim is an Assistant Professor at the University of Wisconsin Law School and conducted a great deal of research in the venture debt space for the paper – I’d recommend that everyone spend the time to read it.  His work was certainly part of the inspiration for writing this blog – at best I hope to expound on more than a few of Ibrahim’s ideas; at worst, I hope this blog will serve as one more anecdotal data point for those, like Ibrahim, hoping to better understand the venture debt space.

    At the core of the implicit contract between venture lenders and venture capitalists is this: the vast majority of venture-backed companies are burning cash and do not have sufficient financial fundamentals to secure traditional commercial debt financing.  In the absence of future cash flows from operations, venture debt firms underwrite many of their loans based on an understanding of the likelihood of the company’s ability to raise additional equity capital in the future.

    This reliance on future equity financing is one of the reasons that venture lenders spend so much of their time developing and nurturing relationships with the venture capital firms who serve as the professional sponsors of entrepreneurial companies.  While offensive to some first-time entrepreneurs, the reality is that for many venture lenders (especially for early-stage or cash-burning companies), the capitalization plan in the eyes of the venture investor/Board member is far more important than the exact details of the business model of the company itself.  (There are exceptions to this rule, of course – asset-based lending and cash flow lending being prime examples.  For the purpose of this discussion it’s most appropriate to think of true “venture debt” designed to bridge to an additional round of equity or to eventual cash flow breakeven or an AR based loan to a company which is still burning cash and in need of future equity.)

    As a venture debt provider is conducting due diligence on a potential loan, a conversation with the sponsoring VC firm will be the most important aspect of the diligence process.  The lender will want to understand the details of the VC’s involvement to date and future plans for financing: how much capital the VC has into the company; the amount of capital specifically reserved for the company for follow-on investments; metrics the VC is watching for valuation or continued support reasons; the total capital need expected over the life of the company.  In addition to these company-specific questions, the lender will want to understand the dynamics of the specific VC fund: how much dry powder is remaining at the fund level; how the VC ranks the company within its own portfolio; whether or not the entire voting contingent within the partnership is supportive of continued funding.

    Venture lenders rely on the direct comments from the equity holders along with macro-level statistics around probabilities of future equity financings when assessing venture debt risk.  Venture capitalists tend to be rather smart individuals and understand the dynamics at play and therefore are aware that their statements hold considerable weight in the evaluation of a portfolio company’s credit-worthiness.  Yet in the vast majority of venture debt loans, there is no explicit or legal promise by VCs to repay the venture loan.  Thus, the “implicit contract” which exists between venture lenders and VCs revolves around the mutual understanding of future equity funding, which is ostensibly the primary source of repayment in many venture debt transactions.

    Negotiating the dance which is the implicit contract is of paramount importance for both the lender and equity investor and has far-reaching implications for both parties as well as the entrepreneur running the company.  It’s particularly important to note the following when considering venture debt:

    1.       Importance of Clear Communication: Because all parties involved in the transaction are relying on implicit indicators, it’s imperative that transparency and truthfulness win out above all else to maximize long term value for all parties.  This starts from Day 1, when a discussion begins around venture debt.  Honest communication around the capitalization plan and intended use of debt will help to avoid a situation in which debt is misused or too much leverage is employed.  Remember: an inappropriate use of debt in a venture-backed company is not good for anyone.  It exposes the lender to losses and can serve as the albatross weighing a company down from potential success.

    2.       The Impact of Implicit/Explicit contracts: Venture lenders must understand that VCs who serve on the Board of a particular shared portfolio have both the implicit contact with the lender and the explicit contract of their fiduciary responsibility to maximize shareholder value.  These explicit-implicit considerations will serve as the drivers in Board decision making and need to be considered by the lender.  The complication with this reality is that the scenario in which explicit-implicit contracts can be most at odds with each other (in a down case when the company has not performed as well as planned) is precisely when the implicit contract is of most importance.  In these cases, more than ever, clear and open communication is needed in order to navigate the situation in a manner which minimizes value lost on all sides.

    3.       Implicit Contracts still have consequences when broken: In a world in which there was no future repercussions for near term actions, implicit contracts would have no weight.  But how we act today does have implications on the future.  Venture debt can be an attractive, efficient, non-dilutive source of capital for VCs and entrepreneuers as they grow companies.  But it only works if the actions of the parties involved are in line with expectations.  As Ibrahim noted, this is largely enforced by the market – if a VC fails to live up to their implicit agreement for continued support, the likelihood of securing additional debt financing down the road for a different portfolio company is unlikely.  Similarly, a venture lender which develops a reputation for taking an overly heavy-handed approach to managing credits is a lender who will have trouble finding new business from top tier VC firms.

    The implicit contract dynamics of venture debt are pervasive, and surely are not limited to the points outlined in this post.  Rather, the intricacies are complex, not unlike the relational dynamics which define all relationships we have in life.  Not surprisingly, the VC and venture debt providers who are able to successfully “dance the dance” together tend to enter into deeper and deeper relationships over time - with more interconnected portfolio company relationships and more aggressive (and valuable) debt terms.  It is for this reason that the implicit contract is perhaps the most important facet to understand in the entirety of any discussion around venture debt.

  10. Five Years

    Over the weekend, January 29th came and went without too much fanfare, which is rightfully so because there’s no real reason that January 29th should be remembered by the normal person. But I stopped to think a bit on Sunday, because this particular January 29th marked 5 years to the day from my first day as an employee at Square 1 Bank

    It’s really incredible to look back and realize all that has happened over the last five years.  On that January day half a decade ago, I was just 25 and had been chewed up and spit out in rather quick fashion by “the startup beast”.  Showing a bit of naivete and lacking not in hubris, I had joined a local venture-backed software company about 4 months prior to that January without thinking much about the bigger picture of whether the company was set up to succeed.  I simply knew I wanted to work for a startup, and since they had raised venture money, I was sure they had a plan. 

    Wrong. 

    So there I was in January, feeling pretty bummed and not quite sure if I had the cojones to jump right back into another startup.  But I knew of this very new bank which was kind of a startup in its own right and which worked with tons of other startups - though admittedly, I knew almost nothing of the in’s and out’s of venture lending.  Yet, I was desperate to find something different that was still entrepreneurial and was beyond grateful to dive in headfirst on January 29, 2007. 

    And it was a deep dive.  My role was analyst, responsible for underwriting loan deals for our venture backed clients and managing the portfolio of existing deals to make sure we understand the ongoing risks associated with each relationship.  My life was a sea of spreadsheets and new acronyms, which I waded through slowly at first before accelerating more quickly every day.  

    It wasn’t long before I realized that in spite of my own ignorance, I had really struck the jackpot with the job at Square 1.  I had found a company which was willing to take a chance on a kid who was passionate about startups.  Square 1 was only a year and a half old at that point, but already had crystal clear vision related to company values and mission and a desire to see growth from within.  I connected almost immediately with a fantastic mentor inside the bank, who took an interest in developing me and helping me to grow my career. 

    Over the past five years I have been blessed with incredible opportunity after incredible opportunity.  From day 1, I was matched up with the team doing deals in NYC and thus had a first hand look at the growth in the NY tech and venture capital scene.  This interaction with startups - companies which have the audacity to send projections showing an expectation of 400% year over year growth, and then hit their numbers - is the reason I love what I do.  Just yesterday, it was my pleasure to see the news that M5 Networks had entered into an acquisition agreement with Shoretel, in a deal worth more than $140 million.  I underwrote the original M5 loan in 2007 as an analyst, managed and grew the relationship for several years, and in the process got to know the team very well.  In a sense, M5 and I grew up together, so I was ecstatic to see their hard work pay off in a big way.   

    Over the years I’ve looked at hundreds of companies and put together debt deals with dozens upon dozens.  I’ve seen firsthand the times when things don’t go as planned - and learned that this is OK, there is always another day in the entrepreneurial world.  This has perhaps resonated most clearly through the Square 1 story itself.  Five years ago, the bank was still very much in its infancy and was just starting to get to real scale.  As my personal story has taken twists and turns within the bank, it’s been intertwined with the broader story of Square 1, a story which - like all startups - has borne the resemblance of a rollercoaster even if we were going “up and to the right” the whole time.  I tell people often that we are not perfect.  We are entrepreneurs serving entrepreneurs.  But because of this we have a unique ability to sympathize and partner with the companies we serve. 

    On a final personal note, I’m thankful for that day five years ago because it was a starting point for every day which has followed since.  The journey started that day as I walked up the stairs of the American Tobacco complex in Durham for the first time.  It took me and my wife to the busy streets of Manhattan for two years where I was lucky enough to serve as banker for a whole host of amazing NY-based venture backed companies.  And the journey continues today, as I work with tons of early stage entrepreneurs in the Southeast and Mid-Atlantic.  Every single day I meet with innovative individuals who are working on an idea that they think will radically change the way others interact with the world.  And when I’m successful, I have the privilege of actually helping these ideas take shape, grow, and blossom into companies which create jobs and impact our society in material ways.  I’m a fortunate man. 

    The road ahead is never easy to decipher, and thus we sometimes forget or can’t possible take in all that’s happening as we go about the day to day.  But in retrospect, everything is much more clear.  I’m glad for January 29, 2007.  And I’m excited to see what is around the corner in the years ahead!