Archive

In Conversation With Brad Feld (StrictlyVC Insider Series 2017)

Earlier this month, Connie Loizos of StrictlyVC and TechCrunch gave me the opportunity to sit down with Brad Feld from Foundry Group at her latest “Insider Series” event. I love these events because everyone attending is genuinely interested in investing in startups and everyone has a genuine desire […]

Investing Notes From The Upfront Summit (2017)

How many years now — three? I had to check my back catalog, and lo and behold, I just wrapped up my third Upfront Summit. Every year, it’s an absolute blast, and each year becomes more memorable than the last. After two full days on the ground in […]

Unpacking Cisco’s Last-Minute Acquisition Of AppDynamics

It’s like a trick play in sports, like a flea flicker, or fake field goal kick, or a surprise bunt and suicide squeeze — the list goes on and on, but for AppDynamics, the dramatic sports analogies are plentiful. Set to IPO this week and begin trading at […]

Unpacking Atlassian’s Acquisition Of Trello

Wrapping up my first CES/Vegas retreat, I boarded the plane to check Twitter to see — lo and behold — that Trello had been acquired by Atlassian for $425M in a great, quick early-stage venture outcome. There’s quite a bit to unpack here, so I’ll just leave a […]

Looking Ahead To 2017

It’s that time of year, a time to look ahead to the next year and wonder what it may bring. Earlier this week, I reflected on what I’ll remember from 2016. If this past year taught us anything, it’s that crafting precise predictions is a difficult, if not impossible, […]

Trying To Stay Grounded As A Writer And Investor

If you’ve read this blog over the years, you may have noticed a slight shift in topics discussed, mainly from technology products, services, and markets to eventually include my half-baked views on the financing environment for startups. I just scrolled through my archive in reverse-chronological order and noticed […]

Entrepreneurial Resilience And Creative Metamorphosis

Back in early 2015, mobile live-streaming hit the scene, with products Meerkat and Periscope taking different paths — Meerkat hit the market, raised a big seed followed by a Series A led by Greylock, while Periscope was scooped up by Twitter to be integrated into its platform as […]

Transcript: Chamath Palihapitiya @ Post Seed 2016

(Below is the full transcript from my fireside chat with Chamath on Dec 1, 2016 in San Francisco. Below is the full transcript, including audience questions. We covered topics related to the election, how the Bay Area may be treated by a new administration, changes in healthcare, the […]

Myriad Money Motivations

If you still follow me on Twitter (sorry if you still do), you may have noticed that I’ve been working out some thoughts related to the impact of how much money is not only in the Bay Area today, but how much more may come in. Yes, I […]

Quick Notes From Laguna Beach (WSJ Live 2016)

As if working in venture capital wasn’t already a great job, my colleagues from my venture partner role at GGV Capital surprised me with an extra ticket to this week’s WSJ Live event down in Laguna Beach. It was also great to see some of my WSJ reporter-friends […]

Save The Date: The Post Seed Conference, 2017 (Dec 1st in SF)

As you know, each December a small group of investors (which includes me, Bullpen, Vator) produce a conference, “Post Seed.” I’m excited to announce and share that the 2016 version of this conference will take place in San Francisco on December 1st. For more information here: www.postseed.co I […]

Throttling

One of many reason LPs (rightfully) prefer to invest in new firms with “spinouts” (investors who have already been inside a VC firm) is because there is no Khan Academy online course for Fund Management. I am lucky because I have been at least exposed to how a […]

A Local Fragmentation Tax: Labor, Capital, and Attention

As I’ve been musing about on Twitter, oftentimes in the current Bay Area ecosystem, I don’t understand how very early-stage companies recruit teams to join them because there are so many opportunities (which is great) and so much capital in the ecosystem. At the seed-stage, when investing in […]

The Story Behind My Investment In Joymode

On occasion, I have had the good fortune of purely investing in a person, usually someone I know well, usually someone I call a friend. I have happily done this with companies like Trusted and EaseCentral. And, I did the same thing with Joe Fernandez and his new […]

Make Series A’s Great Again

Over the past few weeks, I’ve caught up with and hung out with some of the larger investors on Sand Hill and beyond. At the same time, I am helping lots of seeded companies begin to think about and/or prepare for their Series A. As every seed investor […]

Quick Thoughts On Mixing Up The Demo Day Model

The “seed accelerator” model for early-stage investing can and does work well for those running and participating in an accelerator. Yet, the format can frustrate investors who attend. While they are good social events for investors to show up to, the information-overload and herd behavior can make it […]

The Mood Among GPs and LPs (Fall 2016 Version)

This past week was a busy week for LPs (those who invest in VC funds) and GPs (those who deploy said funds) to meet and mingle in the Bay Area with a few big events going on. I like to write about what I learn from the LP […]

Venturing Along With GGV Capital

As many of you know, I have been a venture partner to GGV Capital. Today, GGV Capital announced me, along with another Venture Partner (Denise Peng, formerly of Qunar) and a new EIR (and and my old friend), Jason Costa. More precisely, I have been a Venture Partner with […]

Reflecting On My Investment In Chariot (Acquired By Ford Motors)

I woke up on Friday ready for a day of back-to-back to meetings. Scanning my email, a few reporters had sent short emails asking about some embargo related to Chariot. I texted Ali, the CEO of Chariot, with a casual “Hey man, what the…?” Then around 10am, my […]

The Story Behind My Investment In Saildrone

Years ago, I used to work in Oakland, commuting downtown daily while living off Dolores Park. That seems like a lifetime ago. Now, entrenched with work and family in the Valley, I rarely get to make it over to the East Bay — I wish that wasn’t the […]

The Story Behind My Investment In Mux

Earlier this year, Mark Zuckerberg stood in front of a deceptively simple and elegant slide that laid out the future of what Facebook will focus on. In that slide, we see everything from satellites to artificial intelligence, and beyond. In addition to far-out technologies, we also see a […]

The Story Behind My Investment In Shaper Tools

Earlier this year, a seed investor I co-invest with frequently offered to introduce me to one of his favorite companies. This startup raised a small seed round a year ago, and in that time, they brought in a new CEO, sharpened their focus, and — lucky for me […]

Jerry Colonna Breaks Me Down On The Reboot Podcast

A few summers ago, I was driving from mid-Connecticut to JFK to pick up my brother-in-law. On that long drive down, I stumbled upon a podcast where Jason Calacanis and Jerry Colonna were chatting. I loved the discussion, listed to the entire podcast again, and wrote about it […]

Light Blog Housekeeping

Every summer, I try to revamp or clean-up this blog. For this summer, it was more about clean-up. There are still some loose ends to be polished up, but briefly, here’s what changed: 1/ The “Haystack” Name: For some reason, I named my site “Haywire,” and that name […]

Five Takeaways From Walmart’s Acquisition of Jet.com

Jet.com, once laughed at — or, should I say, often laughed at — will now have the final laugh. Walmart will announce tomorrow that it has acquired Jet.com, which has raised upwards of $565M of venture capital from some of the best funds in the world, for $3.3 […]

Five Quick Takeaways From Salesforce’s $750M Acquisition of Quip

These big deals are cutting into my sleep! Another day, another interesting deal in startup-land. This one wasn’t quite as big as the $35b Uber-Didi deal, but it’s still big. Quip was just acquired by Salesforce, reportedly for $750m. Quip raised two rounds of VC totally $45m (per […]

My Five Quick Takeaways From The Uber-Didi Deal

It is late (for me) on a Sunday night and my Monday is packed, so I’m going to forego some sleep and quickly jot down my thoughts and reactions to the news that Uber is leaving China, taking investment from its Chinese rival, Didi, and taking a 20% […]

Transparency Is Coming To Venture

Fascinating interview with @semil by @HarryStebbings on @twentyminutevc! https://t.co/RQFkztHABu — Marc Andreessen (@pmarca) July 26, 2016 Today is a big media day at Haystack Fund! Just kidding, but for some reason, previous discussions I’ve had with reporters and media all seemed to surface online today. As I was […]

Venture Capital as a Hyperlocal Game

A few weeks ago, Chris Mims of The Wall Street Journal wrote a great piece on the struggle between entrepreneurial energy spreading across the country while the dollars allocated by LPs in venture capital funds increases in concentration in the Bay Area. Specifically, Mims reports that while the […]

The Unconventional Wisdom in The Dollar Shave Club Exit

Like any big startup acquisition, there is a rush to unpack it, especially when the price tag is rumored to start with a “B.” There’s a lot of bragging rights and credibility wrapped up in that number, and the ecosystem will even fudge numbers a smidge to make […]

The Story Behind My Investment In Myra Labs

This is going to be a fun story to write about Myra Labs. About a year ago, my good friend Nakul told me I should meet this guy spinning out of Bloomreach — Viksit. I happen to know one of the founders of Bloomreach, who quickly pinged back […]

The Story Behind My Investment In ScopeAR

Back around the holidays in 2015, one of my LPs (who is also a friend) sent me a note about a YC company from the most recent batch, S15. I had been at YC and saw the company, but hadn’t been thinking about the “AR” space. I know […]

By Bits And Pieces, Giving Back And Paying Forward

Over the past few months, a number of people I know well but maybe haven’t seen in a long while have resurfaced in life. It is great, and I can’t explain the timing. Maybe it’s summer. Maybe I have more time and am not traveling. Whatever the reason, […]

The Most Important Sensor In The World: The Mobile Phone Camera

Long before Instagram was created, nearly every technology observer realized the massive potential of mobile phone cameras. Kevin Systrom, the famous CEO of Instagram, once remarked on stage, paraphrased: “When the iPhone 4 launched, most people saw a phone with a great camera — we saw a great […]

Notes From The Field: Summarizing Dozens Of Meetings With M&A Teams

Last December, I got into a longer conversation at a social event with someone who had lots of corporate M&A experience in tech. She said something to me that lodged into my brain: “Generally speaking, we have no interest in VC prices.” As that quote snaked its way around […]

“Having The Hard Conversation”

Earlier this summer, I was catching up a friend who’s at an early-stage fund. He said something which has stuck with me, paraphrased: “We try to tell ourselves all the time — we need to be the folks willing to have the hard conversation — with everyone.” My […]

The Side-Hustle Into Venture

Last weekend, a number of people shared the first-person account of millennial “side-hustling” that was published in Quartz. You can read the article here. It’s not that great of a piece, nothing new or earth-shattering is revealed, but I’d wager it was shared so widely because people have […]

The Story Behind My Investment In Tempo Automation

About a year ago, my friend in NYC Joel pinged me about a company he had invested in. It was a short description, but I took the intro and met Jeff, the CEO of Tempo Automation, for coffee. We had a great discussion, and he had the right […]

Reflections On The Startup Funding Climate As We Slip Into Summertime

Disclaimers: This isn’t a doom and gloom speech. There’s tons of opportunity out there. And, this is mainly focused on consumer markets. Also, this post is a little long in the tooth. Please forgive me. I haven’t had time to write with all the little kids running around […]

Unpacking Microsoft’s Acquisition Of LinkedIn

The first notification which caught my bleary eyes Monday morning — Microsoft to acquire LinkedIn for $26 billion. Much has been written about why this may make sense for Microsoft. What’s less clear is: What motivated LinkedIn to take this path? I’ll attempt to answer this at the […]

Dissecting This Week’s Media Fissure

(Disclaimer: Before a writer rips me apart or tweets this post without reading it fully, I used to be a long-time columnist for TechCrunch (the most frequent contributor they’ve ever had, over 100 posts and nearly 100 videos over a three period. I’m also a small, early-stage investor […]

In Fundraising, As In Politics, “It’s The People, Stupid!”

People will sometimes stop and ask me, “How did you become an investor?” To which I usually reply, “I’m not a real investor — I just play one online.” It’s partly a joke, but there’s some truth to it — it’s easy to write a few small checks […]

What The Money Folks Are Saying

There’s a lot of noise about what’s happening the private startup market. It’s easy to just say X and Y are happening and read the headlines. Today, I got an email from Industry Ventures (IV), which acts as an LP into various VC funds and invests in “special […]

When Inbound And Outbound Get Turned Upside Down

In the world between founders and investors, both sides should always be mindful of their interpersonal behaviors — especially being aware if the origin of each relationship is outbound, inbound, or mutually developed. In a situation where one experiences inbound interest, that person is often at an advantage […]

Medium Rare

I love Medium, the product. I wish I had the opportunity to invest. When Greylock became their first institutional investor, I knew Medium would be a billion dollar exit and wrote about it here. Since then, other great investors and firms have backed up their trucks to ride […]

Shift To Consumer Investing

I intend to shift most (not all) of my focus back over to consumer investing in Haystack 3. In my first fund, it was dominated by consumer. That wasn’t intentional. I was just starting out, I was a dog chasing cars. In my second fund, most of it […]

The Chocolate Chip Cookie Company

Nearly a decade ago, I met an investor while I was in Boston who was trying to explain to me how some very rich people like to invest. This is many years before I become interested in investing myself. He called it “The Chocolate Chip Cookie Company” syndrome. […]

Haystack is written by Semil Shah, and is published under a Creative Commons BY-NC-SA license. Copyright © 2017 Semil Shah.

“I write this not for the many, but for you; each of us is enough of an audience for the other.”— Epicurus