
The One Best, “Secret” Hack to Getting Venture Funding
I am fairly confident there are at least 10,000 Medium posts, 20,000 WordPress articles, and over well over 1,000,000 Tweets on How to Get Funded. It bores me personally, but I know it’s an important topic. Raising money for many CEOs is one of the their top 5 priorities. Without venture capital, I’d be nowhere. […]

Details of Upfront Ventures New $400 Million Fund
I am so proud and humbled to be able to formally announce that Upfront Ventures has raised its 6th venture capital fund in the past 21 years. Upfront VI is our latest core fund and is $400 million to invest in early stage entrepreneurs. This brings our combined funds under management to nearly $2 billion. […]

Getting Your Head in the Game for Fund Raising
When you run a startup you’re always on borrowed time. You have cash in the bank, a monthly burn rate and a “cash out” date that few in the company truly comprehend. I’ve never met a founder who wasn’t acutely aware of his or her ticking time bomb and the sense that failure and humiliation […]

How to Avoid Being Replaced as CEO by Your VCs
Worried about a bunch of VCs replacing you? You should be a little worried, probably. Just the other day, a CEO that I know fairly well was fired by a VC. Strange thing was, the VC didn’t talk to the rest of the board. Who didn’t agree. So he got un-fired. Awk. Ward. CEOs getting […]

Raising More Than $20m in Venture Capital? It’s All Good — If You Are Even Better Than Box
For the past few years, it’s been pretty confusing trying to understand what’s going on in SaaS fundraising. Starting in ’13 through mid-’15, rounds dramatically grew in size and pace, and dozens of unicorns were minted. Things then slowed down dramatically in Q1 ’16, as the SaaS public markets crashed … and then recovered in […]

Hacking Demo Days like an SDR
So it took me a little while to grok and figure out Demo Days. They are overwhelming. Too many start-ups presenting, too quickly. Too many charts and graphs with unlabelled X and Y axises. Not enough detail, not enough time, too canned, too polished, not polished enough. But with 20 institutional and angel investments […]

What Do LPs Think of the Venture Capital Markets for 2016?
At the Upfront Summit in early February, we had a chance to have many off-the-record conversations with Limited Partners (LPs) who fund Venture Capital (VC) funds about their views of the market. While I’m not an LP, the following post represents my discussions with more than 100 LP firms – specifically ones that do fund […]

The Full Dataset on What VCs are Thinking About Funding in 2016
Every year at Upfront we try to analyze the venture markets. We try to look at the sources of capital, the valuations, exits and trends. We use this try to draw some context that informs our funding decisions. Of course we fund companies in good markets and bad. In venture our goal is to fund […]

Unicorpse and The Moral Hazard of Making Unicorns
I’m sure that many more thoughtful than me has written about the moral hazard of venture capital. In economics, moral hazard occurs when one person takes an unreasonable risk because someone else will bear the burden of the negative consequences. In the age of unicorns, the moral hazard in venture capital has never been greater. Moral hazard […]

Themes in SaaS in ’16
I have no great predictions to offer in SaaS in ’16, no profound insights, no epic thoughts on how BlockChain, VR and Uber-for-the-Enterprise will change the world. But … I do see a lot of stuff, and a lot of start-ups, and am at least in a position to reflect on some more tactical and […]

What To Do When Your Competitor Gets Funded?
Clutter.io announced they raised $9 million from Sequoia, arguably the best venture capital firm that exists. Congratulations. Sincerely. Conventional wisdom says I shouldn’t tell you this because I invested in their main competitor, MakeSpace. I know my MakeSpace friends will forgive me because I just don’t believe the conventional wisdom is right. And it’s part of what […]

Mamoon Hamid of Social+Capital: Why Sh*t Really Gets Funded (Video + transcript)
We’re publishing the full series of both the videos and transcripts from all of the SaaStr Annual 2015 sessions (check out the Zenefits and Slack/Yammer posts if you missed them). Today we’ve got Mamoon Hamid, Co-founder and General Partner at Social+Capital, an early stage Venture Capital firm that funds breakthrough healthcare, education, financial services, mobile, and enterprise software companies. Mamoon has […]

The Top 8 Mistakes I Made In My First 18 Months As a VC Partner
So I’ve been investing “institutionally” as a VC for about 18 months now (maybe really only 12, counting from the first check that really mattered). A little bit before that as an angel, but not that much. ‘Cause I sort of needed to decompress for a little while after I sold my last company. At first, […]

How a Venture Financing Can Implode Post-Term Sheet
I wrote a slight variant of this post a little while back and TechCrunch was gracious enough to publish it here. ……………….. We’re talked a lot about the behind-the-scenes learnings gained from being a relatively new VC partner. What it’s like to raise a $180,000,000 fund (here). My top mistakes (here). Why VCs need Unicorns to […]

5 Things To Be Wary of In VC Financings
Even these days, in The Best of Times for SaaS, many founders are wary of Venture Capital. Don’t they all just fire founders? Well, not really, not usually. But sometimes, if you give away control and screw it all up, then yes. More on that here. But often times they simply can’t. One board seat doesn’t give […]