InfoChachkie

VC Confessions: We Passed On Twilio’s Seed Round

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Too Early – Twilio secured a $1M seed round during the first half of 2009, nearly one year after we met with Jeff. A version of this article previously appeared on Forbes. There are a number of reasons why Rincon Venture Partners passed on Twilio’s Seed Round.

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Why Selling To The Government Can Destroy Your Startup

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When the US government announced the 2009 Cash For Clunkers stimulus plan, it promised dealers they would receive payment “within 10-days.” A version of this article previously appeared on Forbes. The US Postal Service pulled off another debacle with the Maya Angelou stamp.

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TechStar Co-Founder @BFeld: Are We Experiencing A Startup Accelerator Bubble?

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In 2009 Jed created a Google doc to track the seed accelerators. In 1961, after 70-years, professional baseball created its first expansion teams – the Angels and Twins.

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What Entrepreneurs Can Learn From The Grateful Dead

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In 2009, ScewAttack ranked Daikatana #7 on its Top Ten Biggest Bust list, while in 2010 GameTrailers cited it as #2 on its list of the biggest gaming disappointments of the prior decade.

Bank Robber or ATM Operator?

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This is a reposting of a ‘classic’ popular post. A Fortune 500 CEO once told me that I was a Bank Robber. Initially, I was offended. However, once he explained what he meant, I was flattered. A Bank Robber is someone who craves the thrill of the chase. They love planning the heist and experiencing the adrenaline rush that goes along with taking down a bank. They relish the role of the underdog, with the odds are stacked against them.

Top Ten infoChachkie Entries Of 2011

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was published in 2009 and Time Wounds All Heels was written in 2008. I began publishing my blog in 2008. For the first couple years, I wrote under the pseudonym Uncle Saul. I was hesitant to use my own name, as I did not want my blog to be perceived as a self-promotional vanity project. By early 2010, I found my stylistic voice and identified my audience of emerging entrepreneurs and thus dropped my penname.

Pour And Stir I – In Pursuit Of The Ideal Business Model

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Note: This is Part I in a three-part series on The Perfect Business Model. Click here for Part II , and Part III. Authentic, hand-crafted Persian rugs always include intentional imperfections. They are said to be, “Perfectly Imperfect, and Precisely Imprecise.” The same is true with many crafts and architecture created in Muslim cultures.

Fast Follower III – First Mover Disadvantage

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This is part III of a three part series. Click here for Part I and Part II. John Fitch was first. He spent the majority of his adult life fruitlessly attempting to capitalize on the novelty and uniqueness of his invention. Unable to raise funds from wealthy individuals, he solicited $300 from a hodgepodge of small businessmen, including tavern owners, grocers and physicians.

Decision Making 101 - Defining Your Values Makes Most Decisions Easy

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In addition, he had taken a pay cut at Startup A in 2009 and was accruing a note payable equal to his back pay. “It’s not hard to make decisions when you know what your values are.”. Roy Disney, American Entrepreneur.

Pour And Stir II – Managing Your Cost Per Customer

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“I know half the money I spend on advertising is wasted, but I can never find out which half.” John Wanamaker. If Mr. Wanamaker had access to the Internet, his oft-repeated quote, would have never been uttered. In the “good old days”, pre- 1999, advertising dollars were largely gambled away.

Sales Kids With Grit – Web 2.0 Paper Routes

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What do Warren Buffet, Martin Luther King, John Wayne, Walt Disney, Harry Truman and Wayne Gretzky all have in common? In addition to all of them reaching the pinnacle of their chosen professions, they also all started their careers performing the same job. All of these extremely successful individuals were paperboys*. At its peak circulation in 1969, the weekly newspaper Grit had a circulation in excess of 1.5 million.

Web 2

Small Ideas, Big Benefits

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This is a reposting of a ‘classic’ popular post. When viewed from The Fringe, the world is like a cash booth from a bad 1950’s TV game show. Just like in the game show booth, in the real world, you can count on various exogenous factors to generate some proverbial wind that will swirl the cash around and force you to work a bit for the money. However, in the end, all you really need to do is reach out and grab the cash.

Bro Factor – Intimate Relationships Which Provide Your Startup With An Unfair Advantage

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This is a reposting of a ‘classic’ popular post. Bro – abbreviation of “Brother&# , meaning friend or dude. A term of endearment used to denote a familiarity beyond a casual friendship. In the world of Big Dumb Companies (&# BDC&# ), there is little likelihood you will establish a professional relationship with someone outside of your company that goes beyond a casual friendship.

Monopoly

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This is a reposting of a ‘classic’ popular post. Along with Dr. Seuss’ “ Green Eggs and Ham ” and Marcia Brown’s “ Stone Soup ”, the seemingly innocuous board game “Monopoly” has played a pivotal role in the United States’ rise as an economic superpower. If you haven’t already subscribed yet, subscribe now for. free weekly Infochachkie articles!

Are You an Entrepreneur?

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This is a reposting of a ‘classic’ popular post. You are forty, out of a job, a newlywed, your wife is expecting a baby, you don’t own your own home, you have no specialized qualifications, the only company you ever launched went bankrupt and you have just been sentenced to one year in jail.”. Source: Harold Evans, They Made America. Pop Quiz: Who was this person and what did they ultimately do with the cards dealt them? The answer is at the end of this entry.

Roping in the Legal Eagles

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This is a reposting of a ‘classic’ popular post. Johnnie Cochran was an effective, albeit smarmy, defense lawyer who would say or do anything to defend his clients (anyone up for a glass of OJ?). He was a master at encouraging jurors to disregard facts and base their legal verdicts on emotions and conjecture. Yet, despite his exceptional courtroom theatrics, you would be foolhardy to hire good old Johnnie to review your software cross-licensing agreement.

IP 2

Is it Time for You to Earn or to Learn?

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This is part of my Startup Advice series. I often have career discussions with entrepreneurs – both young and more mature – whether they should join company “X&# or not. I usually pull the old trick of answering a question with a question.

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Most Startups Should be Deer Hunters

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This post is part of my series “ Startup Lessons &#. Elephants, Deer and Rabbits – Some thoughts on start-up segmentation. Nearly all of the mistakes I made at my first company I fixed by the time of my second company.

What Makes an Entrepreneur? Four Letters: JFDI

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This is part of my Startup Advice series. I had a picture in the office of my first company with the logo above and the capital letters JFDI. (In

How to (re) Approach People (Advice on the Eve of LeWeb)

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Business Etiquette Tips for dealing with VCs and Corporates at Conferences. This is part of my ongoing series with Startup Advice. With the LeWeb conference about to start in Paris I thought the timing of this post would be appropriate.

Save Your Spin for Someone Who Cares

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Handling PR with VCs. This is part of my series on How to Raise VC but could equally be filed under Startup Advice more generally. I recently got a phone call from an entrepreneur whom I respect and who runs a company that I hope will do great things one day.

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Most Common Early Start-up Mistakes

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This is part of my ongoing series “Start-up Lessons.&# If you want to subscribe to my RSS feed please click here or to get my blog by email click here. In the Beginning … This is a very important post to me because I find myself giving this advice all the time and if you don’t follow [.].

Most Common Early Start-up Mistakes

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This is part of my ongoing series “ Start-up Lessons. &# If you want to subscribe to my RSS feed please click here or to get my blog by email click here. In the Beginning … This is a very important post to me because I find myself giving this advice all the time and if you don’t follow the basic advice here you can cause yourself much heartache down the line – even if your company ultimately becomes über successful.

3 Sales Tips for Startups – Creating a Burning Platform

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This is part of my ongoing series Startup Advice. Many entrepreneurs who start technology companies are product people, technologists or savvy business people who worked previously for a larger company. Most start-up entrepreneurs have little or no sales experience. I know I didn’t.

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How to Deal with Skeletons in your Closet

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This is part of my series with Advice on Raising Venture Capital. I recently wrote a post on how to Deal with your Elephants in the Room during your VC meetings. Elephants being big issues that the VC will be thinking whether you bring it to his/her attention or not.

Don’t Roll out the Red Carpet on the Way out the Door

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This is part of my Startup Advice series. Before I started my first company in 1999 I worked for Andersen Consulting (now Accenture).

Startup Software Development – Do Your Homework Before You Develop Anything

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I just had an all-too common conversation with the founder of a startup who had spent more than a year working with a software development company who had produced a mess. The mess really comes from a developer who was willing to get started on a product that was not fully thought out. I always take a very different approach in early conversations.

Good Judgment Comes with Experience, But Experience Comes from Bad Judgment

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This is part of my Startup Advice series of posts. I heard Bruce Dunlevie of Benchmark Capital say these words at a conference in London nearly 10 years ago. I jotted the words down (I normally pay little attention to anything said at conferences.

IPO Market Surpasses 2008, 2009, According to Report

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A new report today released by PwC finds that the market for initial public offerings (IPOs) has jumped significantly in 2010, with volumes exceeding both 2008 and 2009 levels. PwC tallied up 154 IPOs completed this year so far, raising $37.5 billion for companies, which is 123 percent increase in volume and a 49 percent increase in volume compared with numbers last year. In particular, PwC said there was a surge in fourth quarter activity, with 55 IPOs completed in the quarter, worth $23.5

WTF is Traction? A 6-Step Relationship Guide to VC

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This is part of my ongoing series “Pitching a VC&# – the outline is here. You’ve pitched several angels and VC’s. Everybody seems to like you but nobody seems to be getting out their checkbooks. Most of them are telling you that they just need to see a bit of traction before they’d be prepared to [.].

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WTF is Traction? A 6-Step Relationship Guide to VC

Both Sides of the Table

This is part of my ongoing series “Pitching a VC&# – the outline is here. You’ve pitched several angels and VC’s. Everybody seems to like you but nobody seems to be getting out their checkbooks. Most of them are telling you that they just need to see a bit of traction before they’d be prepared to invest. Your friends and advisers tell you that this means you need revenue because in this economy VC’s will only fund businesses with revenue.

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Start-ups are all Naked in the Mirror

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This is part of my ongoing series Startup Lessons Building companies is hard work. I started my first company in 1999 in London at the height of the dot com craze. We also had facilities in Dublin, Ireland where our company was initially founded. We went through the euphoria of massive exposure at the time of our [.].

Start-ups are all Naked in the Mirror

Both Sides of the Table

This is part of my ongoing series Startup Lessons. Building companies is hard work. I started my first company in 1999 in London at the height of the dot com craze. We also had facilities in Dublin, Ireland where our company was initially founded. We went through the euphoria of massive exposure at the time of our launch due to an article that ran in the Financial Times. We were unprepared. Our software wasn’t fully baked.