The $250,000 Funding Trap

$250,000 is a lot of money. Venture investors might not think so, but for most of us it’s a lot of moolah. And for early stage startups it’s often the amount they ask for coming out of the gate (or $500,000 – which seems to be pretty standard as a first, seed ask). The problem is that $250,000 is a dangerous amount of money to invest in an early stage startup.

For first-time entrepreneurs, $250,000 sounds like a million dollars. Maybe more. They’ve just raised money, they feel like giants ready to take on the world, they feel validated, and success is guaranteed! So they start spending. Office space. Office furniture. Business cards. T-shirts. Introductory video about their business. And then they spend more – particularly on hiring. All of a sudden, a founding team of two is a small startup of five.

The problem is that $250,000 runs out very quickly. And the milestones needed to raise the next round of financing are either not properly defined (and then it’s just a wishy washy mess later on), or they’re unrealistic. Founders – with their pockets bulging full of cash – get distracted from the core of building a product that customers want, and all of a sudden those seemingly easy-to-hit milestones 6-9 months out are impossible, and the company is losing momentum. This experience may be inevitable (think: The Startup Curve and the Trough of Sorrow), but it’s made particularly worse and potentially deadly when a startup doesn’t have enough capital.

$250,000 is a lot of money. I don’t like the idea that people can be flippant about spending that kind of money when there are many, many ways that money could be used for something useful in the world. But psychologically to startup founders it seems like even MORE money than it really is, and that puts a lot of startups into trouble. It results in a lot of startups struggling to raise follow-on capital, and ultimately failing before they even have a chance to succeed (what I’ve called Startup D.O.A.)

At Year One Labs we decided to invest up to $50,000 per startup. This is more than typical accelerators/incubators but far less than $250,000, or even $100,000. The thinking was that anything more than $50,000 and entrepreneurs would more readily make mistakes with the money. Anything less and they wouldn’t be able to survive (for up to 12 months in the program.) We didn’t want founders starving to death, but we also didn’t want them feeling comfortable or overly confident in their ability to spend. One thing accelerators and incubators have done successfully is chip away at the early stage $250,000 funding rounds. They make it possible and acceptable for entrepreneurs to take a lot less money, but get a lot more help and guidance. That help and guidance, the mentorship and focused access into key networks (of partners, other entrepreneurs, investors, etc.) is a value that traditional venture investors and even angel investors don’t provide (at least not on a consistent basis.) More startups will emerge further along with more traction out of relatively short accelerators than they would have with $250,000 in funding (and less value-add). They can then raise a more substantial follow-on round and give themselves a proper runway.

Going from a $250,000 round to a $500,000 or $1M round is extremely difficult. Founders are given too much flexibility to make too many mistakes with $250,000 in their pocket, and they realize (often too late) that they’re out of money, and haven’t hit key milestones. They also get too distracted (with that amount of money) but also realize that they have to start raising almost immediately, which is a further distraction. One advantage of (most) accelerators and incubators is the focus of a demo day that brings a lot of concentrated investor interest at one time. That can speed up some of the normal process of fundraising, which is great.

This isn’t meant to be a pro-accelerator/incubator post per se. I’ve certainly raised some concerns and issues with the accelerator model. But I’ve seen a lot of companies raise $250,000 or thereabouts only to run into a heap of trouble after the fact. These startups were most likely not able to raise more (even if they wanted to), so they go with a lower raise. Investors may look at this as hedging their bets instead of investing too much too early, but I think they are doing startups a disservice.


7 Tips for Successful Board Meetings

boardroom table

Once you’ve raised funding, your board meetings will likely become a lot more serious. Prior to raising capital your board likely consists of the founders and that’s it. After funding, your investors will want a seat at the table (and maybe more.) Boards are often setup with 5 people (2 founders, 2 investors and an independent, or 2 founders, 1 investor and 2 independents.) It’s important when raising money early on that you retain control of the board. I’d argue that this is more important than valuation, even though most entrepreneurs focus on valuation above anything else. Board control is key. Without it, you can find yourself in a lot of difficult situations going forward.

Another quick note: You don’t have to pick the independents right away. It’s quite common to leave the open seats available for awhile. And like advisors, don’t focus on “celebrity board members”, look for people that can be strategically valuable to the company.

So here are 7 tips for successful board meetings:

  1. Board meetings are important. You shouldn’t take them lightly. Be prepared and well organized. A bad board meeting can be extremely painful, frustrating and a waste of time.
  2. Prepare a board package and send it a day before. This can be time consuming, but it’s an important way of being organized. Investors will appreciate the effort and thoughtfulness that goes into it. It also gives investors a chance to catch up on the entire business. Here are some of the things you can (should) include in the board meeting package, which also serves as the board meeting’s agenda:
    • define clear goals for the board meeting
    • review action items from previous board meeting
    • state of the company (financials, key metrics, etc.)
    • governance issues
    • staffing report
    • financial report / budget
    • key accomplishments
    • key challenges
    • sales funnel / user acquisition strategies
    • product roadmap
    • business development roadmap
    • milestones to accomplish by next meeting
    • final takeaways / actions
  3. You run the board meeting. This is very important. Make sure you’re in charge of the board meeting, keeping everyone focused where you want them focused. Losing control of a board meeting is surprisingly easy, and it’s hard to get back. It’s also going to be an indication to investors that you might be losing control over your startup too (whether that’s true or not.) You can’t ignore investor confidence as a key variable in having a good, productive relationship with investors.
  4. Get the governance stuff out of the way quickly. You don’t want the board meeting focused on administrative issues. You want it focused on strategy, business goals and key tasks that you want everyone working on.
  5. Have a clear agenda (using what I’ve written above as a framework), but don’t obsess over it. Let the meeting go where it goes, but keep a reign on it as well. You’re in charge, and you have to keep everyone focused on what’s important.
  6. Don’t think of a board meeting as a report. The point of a board meeting isn’t for you to report what’s going on with the business. Board members and investors should have access to and know what’s going on all the time. There’s an element of reporting of course (and a good board package will help with this), but the best board meeting is going to be a fairly open, strategic discussion on the business. It’s a focused point in time where you can ask for help, brainstorm creatively and get everyone aligned and excited.
  7. You need to give board members “homework.” I don’t mean this in a bad way, but this is your opportunity to really ask for help and get commitments from board members that they’ll do things you need them to do. This doesn’t mean you shouldn’t get investors and board members involved in-between board meetings too (they should be helping the whole time!) but the board meeting is a focal point for getting their help on key issues.

Board meetings are important. They’re key benchmarks for investors to assess you, and good points in time for you to re-focus investors and get their help. Board meetings can serve as forcing factors for having important strategic discussions, and making major decisions. If you look at them as something you’re forced to do by investors, and mostly about reporting to investors on the state of affairs, you’re missing the point. A good board (caveat: You need a good board for all of this to work!) will be much more than that.

Image courtesy of Shutterstock.


Kill the Goddamn Buzzwords and Give Me a Use Case

Recently I’ve been reviewing a bunch of startup pitches (over 150) for a couple of different things, and it’s frustrating to see potentially good ideas and quality entrepreneurs get ignored too quickly because their pitches suck. It’s like resumes with typos – there have to be some basic filtering mechanisms for written pitches, otherwise reviewers would be overwhelmed. Incidentally, my feelings on this apply to face-to-face or phone presentations as well as written ones.

One of my simple filters is this: Use Cases vs. Buzzwords.

Investors need to be able to instantly understand your value proposition. Even if they don’t agree with the value proposition, you have to spell it out very clearly, otherwise you’ll get junked immediately. A value proposition doesn’t need buzzwords. Buzzwords are almost always focused on you – the startup – and not on the most important person that deserves attention in your pitch: the user or customer. Buzzwords rarely reflect the value to customers. Words like “revolutionary” or “patent-pending” — do those things really matter to users? What about “next generation” or “innovative”. These are all words focused on you, the startup.

Scrap all the buzzwords and get to the point. Most investors have seen hundreds of pitches, you’re not going to wow them with lengthy, meaningless descriptions.

Instead, focus on use cases.

How will the product be used? And I don’t mean in broad terms – but literally describe how it gets used.

Who benefits? Why do they benefit?

How does your product fit into your customer’s daily life?

Use cases are practical. They’re also a great form of storytelling. They allow an investor to envision a user actually using your product. Hopefully they can relate to the use case (or know someone that can) which is going to connect them immediately to what you’re doing. Without use cases, there’s very little chance they can relate at all, and every investor invests in stuff they understand.

If you can’t describe a compelling use case you may not have a compelling value proposition. It also shows a potential lack of understanding of your customer. And if that’s the case you’ve got bigger issues than a bad pitch. Use cases get right to the nitty gritty of your startup, but too often they’re obfuscated in pitches. Instead too many pitches are filled with long-winded diatribes on how you will fundamentally and radically shift the ever-evolving landscape of cloud-based web gadgetry through patent-pending algorithms that match a broad-base of users with the intent-driven goals they’re socially connected to.

Quick side note: DO NOT put the word “cloud” in your pitch unless you actually understand something about cloud computing. Hosting something on the Web does not count.

Use cases. Use ‘em.


About Ben Yoskovitz
I recently joined GoInstant as VP Product. GoInstant changes how we use the web, making it shareable like never before.

I'm also a Founding Partner at Year One Labs, an early stage accelerator in Montreal. Previously I founded Standout Jobs (and sold it). I'm a hands-on startup guy, helping companies grow successfully from the idea forward. You can reach me at byosko at gmail dot com.

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The opinions and commentary on this site are mine and mine alone. They do not necessarily reflect the opinions or positions of my employer, GoInstant.