Techcrunch reported today about the new joint venture between Yuri Milner of DST fame and super angel Ron Conway. Called Start Fund, this new investment vehicle will give every single YCombinator company a $ 150K debenture with no cap and no conversion discount. As an investor, I see some potential issues with this. For one, [...]
Once upon a time, VCs raised big funds and wrote big cheques. They talked about putting “money to work”, and looked to put $5M – $10M into every company they backed. There were many reasons why this strategy did not work that have been well documented. And while some funds were successful with it, the [...]
I’ve probably posted about this before, but something I read this morning made me think about it, and it’s an important concept so forgive me if you’ve heard it before. Nic Brisbourne from DFJ Esprit across the pond in the UK has an interesting post on apply lean startup principles to fundraising. I think it [...]
Investors are fond of asking entrepreneurs about exit strategy. After all, Investors get in in order to get out or exit. And these days the predominant exit is to be bought by another company. So, getting a sense of who would buy you and why is a logical part of the investment decision. Prolific angel [...]
It is common when entrepreneurs are pitching to investors for those investors to offer lots of suggestions. After all, that’s our job, right? To provide value add, guidance, etc. When you invest at the seed level, little is set in stone. Pivots are expected. Still, when someone suggests something new, think hard about whether that [...]
After many years of pitching, it’s been fun (and surprisingly normal) to be on the other side listening to pitches. Over the last few weeks, the Real Ventures team has met with easily 50 companies. I took some notes on some great things to do in pitches and some things to avoid. Here they are:
I was on a panel on early stage funding at the Accelerate TO event this week in Toronto. The goal was to discuss the state of early stage funding in Toronto and Canada at large. An interesting comment that came out during the discussion was that we need more entrepreneurs funding each other. Even if [...]
With four funding transactions in closing right now, I’m thinking a lot about legal documents these days. As I sift through stacks of documents and interact with numerous law firms, it struck me that one key party is missing from this stage of the process – the investors. And I think this is a missed [...]
I was on a panel last week at the National Angel Capital Organization‘s annual shindig. The topic? Best practices for early stage term sheets. If you’ve raised capital before you know that the term sheet is the least of your worries as it’s just a precursor to a much bigger set of definitive agreements including [...]
I often meet with founders trying to decide whether it makes sense to raise capital. This is very refreshing that this is even a question. When I first got into the startup World 11 years ago, it was a given that you needed capital. Now, its a choice. For SaaS businesses (my main focus), assuming you [...]
It took me a while to warm up to it but I am loving Quora more and more. There is a wealth of information and connections on it. I can’t believe how much time people devote to answering questions on it. I wanted to draw your attention to one post from Antone Johnson a startup [...]
There is a lot of debate going on these days about VCs and super angels. When is an investor a “super angel” vs. a “VC”? Does it matter? If so, why? I tweeted earlier today about joining the VC World, and one of my partners chimed in that we’re not a VC. He’s right of [...]
I’ve seen a wide variety of investor pitches over the years from the Jobs’ wannabe key note variety (i.e. no words, just pretty pictures) to the War & Peace variety (60 slides, very detailed). The goal of a pitch is not to educate, it is to sell. Education may come during questions or as the [...]
Continuing my love-in with founders this week, I wanted to share some thoughts around founders and exits. When VCs invest, they do so through preferred shares. These vary in shape and size from straight “plain vanilla” prefs to very complex founder-unfriendly prefs. The main goal of holding prefs vs. common shares (the ones founders have) [...]
Fred Wilson has chimed in and added to the recent discussion around seed / micro VC funds and what they mean for the future of startup fundraising. The post and the previous one it refers to are worth reading as always. Fred lays out a great business case for web 2.0 and its impact on [...]

