Both Sides of the Table

FEBRUARY 1, 2015

*. What is the role of a VC for entrepreneurs? I suppose it can be different for every founder and for different VCs but I’d like to offer you some context on what I think it is and it isn’t. I was recently contacted by an entrepreneur who was consider a few different business models for his company.

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OCTOBER 8, 2014

” It’s the most common refrain I hear from investors and even entrepreneurs these days. ” I hear it when I visit LPs (the people who invest in VCs) all across the country, “Yeah, I haven’t been out there for a few years but I keep hearing that something is going on there.”

entrepreneurs 376

entrepreneurs creativity technology capital 376

Both Sides of the Table

MARCH 6, 2015

*. If you are a 20-something tech entrepreneur you could be forgiven for thinking that seed-stage investors, Angellist Syndicates and widely available angel money always existed. I was out to raise my first seed money in my second startup of $500,000. I was out to raise my first seed money in my second startup of $500,000.

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VC peer-to-peer frameworks board 348

This is going to be BIG.

APRIL 23, 2012

I'm often the last one to leave an event, held back by the most persistant of entrepreneurs trying to squeeze as much advice as they can out of me. I have one failed attempt at a startup under my belt as a founder and I don't have any particularly usable skills that anyone would pay for like selling, designing, building, etc.

advice 412

advice startup VC strategy 412

Both Sides of the Table

APRIL 27, 2013

And I am often approached by entrepreneurs in cities which don’t have a vibrant VC community. If you don’t live in a major VC zone, I have some tips for how to make it easier to raise Venture Capital. It’s a goal to help you understand the life of a VC. I travel the country a lot. Ask SuperCell.

VC 365

VC board communities pitching 365

Both Sides of the Table

MAY 30, 2018

One of the hardest things about the fund-raising process for entrepreneurs is that you’re trying to raise money from people who have “asymmetric information.” VC firms see thousands of deals and have a refined sense of how the market is valuing deals because they get price signals across all of these deals. So why does a VC ask you?

VC 324

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Both Sides of the Table

MAY 30, 2015

I’m so tired of seeing young entrepreneurs get screwed by their angel investors on convertible notes and I know I can’t convince you not to do it so I’d like to offer one simple bit of advice to help you avoid getting screwed (at least on one part of your note). It’s the silent screwing that stings.

entrepreneurs 381

entrepreneurs VC advice financing 381

This is going to be BIG.

JUNE 16, 2014

How long does it take from first meeting a VC to getting cash in the bank? Similarly, I got introduced to Chantel Waterbury from chloe + isabel by Bo Yaghmie from Cooley, who was my lawyer when I had a startup--so I had to trace back when I first got introduced to Bo by Fred Wilson. That''s an interesting question.

VC 415

VC pitching networking venture capital 415

Both Sides of the Table

JUNE 8, 2014

I have never been more optimistic about the impact that the tech startup community is having on cities in America or about the role that cities outside of San Francisco / Silicon Valley can play in our future. Changes in the Startup Ecosystem. So the startup work moves to where the startup founders live and not vice versa.

startup 390

startup communities venture capital angel capital 390

Both Sides of the Table

AUGUST 30, 2014

Many startups now go through accelerators and have mentors passing through each day with advice – usually it’s conflicting. There are bootcamps, startup classes, video interviews – the sources are now endless. Improving startup productivity ? Startup psychology / confidence ? What is a founder to do?

advice 407

advice frameworks startup mix-use 407

Both Sides of the Table

MAY 13, 2018

If you truly believe that you, your company and your products are exceptional and your company will be valuable then you’re actually doing them a FAVOR by helping them invest in your startup. The typical VC process is as follows: They say there are three rules in property: Location, location, location. Same with VC.

VC 332

VC advice entrepreneurs energy 332

Both Sides of the Table

NOVEMBER 29, 2014

I had been thinking a lot about this recently because I’m often asked the question of “what I look for in an entrepreneur when I want to invest?” In fact, my salary never caught up with my pre startup salary across 2 companies and 8 years. So I did, in fact, invest in myself. They choose a different path. I often say.

startup founder 409

startup founder investing investment founder 409

This is going to be BIG.

SEPTEMBER 20, 2021

That prediction obviously turned out pretty wrong, but it did drum up a whole lot of chatter about the right ingredients for building a startup community—about New York vs Boston on the East Coast and whether cities like Austin and Seattle would ever break through. This is where you’ll find the most experienced, most ambitious, top employees.

communities 434

communities startup real estate mentorship 434

Both Sides of the Table

FEBRUARY 14, 2016

I’d like to explain as best I can my opinion on what is going on because most of what I hear from entrepreneurs is not only wrong but is reminiscent of what I heard in 1997-2000. What is the True Sentiment of VCs? It pains me to see the typical (and predictable) responses on Twitter, “VCs want prices to drop!”

startup 285

startup VC entrepreneurs investing 285

Both Sides of the Table

FEBRUARY 9, 2014

I often talk about what I’m looking for when I meet with an entrepreneur. Above all else I’m looking for a genuine passion for what the entrepreneur is doing. You can sense when it is a “mission” for this entrepreneur to succeed and she will continue the journey even if success isn’t easy or immediate.

peer-to-peer 373

peer-to-peer VC pitching entrepreneurs 373

Both Sides of the Table

JANUARY 8, 2014

What is a principal at a VC firm and how does it work at Upfront Ventures? ” Associates have different functions at different VCs. VC firm admin. VC firm policy or fund analysis. Helping be the VC “presence” at key events. inside insight into VC decision-making. Industry reviews.

investing 365

investing investment VC board 365

Both Sides of the Table

MARCH 19, 2013

The era of VCs investing in successful consumer Internet startups such as eBay led to a belief system that seemed to permeate many enterprise software startups that hiring sales or implementation people was a bad thing. If you’re an early-stage enterprise startup services revenue is exactly what you need.

startup 403

startup financing finance strategy 403

Both Sides of the Table

JUNE 13, 2018

As a VC and former entrepreneur let me offer you some advice. Remember that the goal of an email to a VC or an introduction from a trusted mutual connection is simply to get you the meeting. The VC will smile, thank you, and later pass. This is part of a series on how to improve your fund raising game.

VC 261

VC pitching advice entrepreneurs 261

Both Sides of the Table

OCTOBER 17, 2019

I became a VC 12 years ago in 2007 when the pace of deals was much slower. I had just left Salesforce.com where I was VP, Products, after they had acquired my second startup. VC is a long-term business Some businesses are overnight successes but few of them really move immediately up and to the right. Over the past 2.5

VC 223

VC venture capital capital investing 223

Both Sides of the Table

APRIL 25, 2013

She was everything I was looking for in an entrepreneur to back. Didn’t I make myself clear about celebrities & startups ? Turns out she’s done this startup thing before. And they’re both full time committed to their startup – Moonfrye. Unsurprisingly for Kara is was the VC connections.

startup 398

startup creativity advice entrepreneurs 398

Both Sides of the Table

JUNE 24, 2015

By now most of you know that Chris Sacca invested in what is now thought to be one of the best performing VC funds of all time having invested an $8.4 Matt learned the “client service” approach to venture capital or startups by working at CAA and credits Richard Lovett with having taught Matt the importance of client service.

VC 334

VC venture capital energy culture 334

Both Sides of the Table

JULY 27, 2014

Scott and I agree on nearly everything: The VC structure is changing and there appears to be a bifurcation into small & large VCs with an impact on “traditionally sized” VCs. The only point we didn’t seem totally aligned on was what we happening to the “middle of the VC market.”

VC 309

VC SaaS strategy ventures 309

Both Sides of the Table

JUNE 17, 2017

There are certain topics that even some of the smartest people I talk with who aren’t startup oriented can’t fully grok. It’s common cocktail party chatter to hear people confidently pronounce that some well known startup is sure to blow up because, “How could they succeed when they’re not even profitable!” What did they actually do?

startup 227

startup venture capital VC capital 227

Both Sides of the Table

SEPTEMBER 14, 2016

I recently read a blog post by Beezer Clarkson, Managing Director of Sapphire Ventures about why entrepreneurs should care about from whom their VC funds raise their capital. There are a lot of things I think entrepreneurs should care about when raising from a VC: How big or small their fund is? I’m still not sure.

entrepreneurs 237

entrepreneurs VC mentorship strategy 237

Both Sides of the Table

JULY 7, 2015

One of my favorite entrepreneur-Twitterer weighed in, “You want to keep tapping into their collective intelligence so you keep saying ‘Thank you for the feedback’ and they keep sending it,” Ms. I’ll give Sam Altman the last quote from the article , YCombinator also warns young entrepreneurs about taking on too much, too fast. “We

startup 323

startup advice pitching VC 323

Both Sides of the Table

OCTOBER 7, 2014

This is something I think entrepreneurs don’t totally understand and it’s worthwhile they do. No VC will be so naive as not to see straight through it. When I first became a VC, seed rounds were typically $500k – $1.5 If you''re newer to VC math here''s a great primer]. Nobody cares. Why the latter?

VC 399

VC advice finance financing 399

Both Sides of the Table

SEPTEMBER 28, 2013

” Your VC friends have been egging you on. So as a startup CEO you constantly have to suspend disbelief. ” A startup CEO’s job is to absorb stress so the team doesn’t have to. The don’t understand VC liquidation preferences or multiple return expectations. ” “True.

startup 417

startup peer-to-peer VC culture 417

Both Sides of the Table

MAY 3, 2015

It spoke to me because it so resonates with my nearly daily advice to entrepreneurs and VCs alike. Every VC firm works differently but when asked about our process I always reply the same way, We’re a “high conviction” shop. The same is true at startups. You’re a startup, not GE.

advice 332

advice peer-to-peer startup frameworks 332

This is going to be BIG.

JUNE 23, 2014

When I turn down the opportunity to invest in a startup, I really turn it down. Sugarcoating isn''t helpful to entrepreneurs. Entrepreneurs are sending me back notes saying "They turned it down, but I''m not sure why." You''d rather know exactly why I didn''t do a deal than scratch your head over some opaque "VC speak".

pitching 351

pitching VC venture capital opportunity 351

Both Sides of the Table

MARCH 3, 2013

Let me start by saying that Clayton is one of the most influential people on my thoughts about markets that led to both the concept behind my first startup and my main theses in investing. Startup Grind was a truly awesome conference and Derek the consumate host. We spoke about the disruption of VC through crowd funding.

education 403

education disruption entrepreneurship venture capital 403

Both Sides of the Table

JANUARY 16, 2013

I’m very excited to be finally be able to announce that this week we’ve added Sam Rosen to our ranks at GRP Partners in the role of entrepreneurs-in-residence – EIR. I looked up his bio, “UVA, banking analyst, doing some early startup work” and thought – sure – come meet me for a coffee.

pitching 372

pitching advice VC entrepreneurs 372

Both Sides of the Table

MARCH 8, 2018

If you’re an entrepreneur who would like to see this clause in more startups please ask your VC to include it in future term sheets and link to it from their home page. “We Many of us had experiences of asking entrepreneurs, “Why are none of our candidates women?” Ours is: upfront.com/inclusion.

VC 284

VC leadership mentorship entrepreneurs 284

Both Sides of the Table

NOVEMBER 19, 2015

I’m often asked about the differences between being at a VC and being an entrepreneur and whether I prefer one or the other. The biggest difference I cite is that Venture Capital often feels like an “individual sport” while startups are a “team sport.” Branding & Shared Values.

culture 339

culture VC communities venture capital 339

Both Sides of the Table

NOVEMBER 20, 2012

Startups Are for Doers. Now, I’m pretty on the record that being an entrepreneur is about being great at The Do. But trust me when I say that my observations across many startups (and other companies, frankly) is that not enough time goes into thinking. Or quit their startup to do something different. See the world.

creativity 400

creativity venture capital entrepreneurs board 400

Entrepreneur's Handbook

NOVEMBER 17, 2020

Since then, I’ve founded several startups, was employee #3 at a $65m VC firm in San Francisco, and realized that there is a similar phenomenon to what Robert Kiyosaki is talking about in Rich Dad, Poor Dad currently occurring in Silicon Valley. Path 1: Venture-backed startup 90% chance of $0. Forget startups.

founder 144

founder VC venture capital entrepreneurship 144

A VC: Musings of a VC in NYC

MARCH 28, 2022

So I saw this tweet by Semil Shah yesterday: A friend who works in an industry far from tech startups & VC asked what would be the single article I’d share to read on each topic. It is also true that there are good deals and good entrepreneurs that can’t find anyone to invest in them. That is a failure of the system.

VC 261

VC entrepreneurs venture capital strategy 261

Both Sides of the Table

FEBRUARY 8, 2016

Much has changed in the past four months of the technology startup world and how outsiders value the business. We entrepreneurs have been spinning that line for decades in every boom cycle. I am a VC so this will be seen as self serving. It applies to all startups – not just SaaS. It’s simply not true.

startup 269

startup VC financing finance 269