2010

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Want to Know the Difference Between a CTO and a VP Engineering?

Both Sides of the Table

I recently did a post for startups on understanding sales people. A few people have asked me to try and define the perfect startup organization chart. I don’t believe that one exists. Every team configuration is different. But I do have more insight into understanding your startup team. This time I thought I’d try and address engineering talent.

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Hacking Innovation Education in New York

This is going to be BIG.

Business plan competitions are the air guitar championships of the startup world. This is the case when the requirements of these events don’t actually include building a real business or product. I mean, you don’t have to build an actual business—you can just mimic the movements and demonstrate something that looks like a startup on paper, without any of the necessary risk taking, lessons learned or even a fraction of the effort—all the stuff that investors like to see.

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Invest in Lines, not Dots

Both Sides of the Table

Everyone seems to be in such a rush to get shacked up these days. In normal times investors will look for “traction&# before investing. We want to make sure we’re in love. This sometimes frustrates entrepreneurs who just want to “get back to running the business.&# But if you understand it you’ll see that it is perfectly rational and it should also influence how you form relationships with investors.

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Want to Know How VC’s Calculate Valuation Differently from Founders?

Both Sides of the Table

Back in 1999 when I first raised venture capital I had zero knowledge of what a fair term sheet looked like or how to value my company. Due to competitive markets we ended up with a pretty good term sheet until we needed to raise money in April 2001 and then we got completely screwed. It was accept the terms or go into bankruptcy so we took the money.

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15 Modern Use Cases for Enterprise Business Intelligence

Large enterprises face unique challenges in optimizing their Business Intelligence (BI) output due to the sheer scale and complexity of their operations. Unlike smaller organizations, where basic BI features and simple dashboards might suffice, enterprises must manage vast amounts of data from diverse sources. What are the top modern BI use cases for enterprise businesses to help you get a leg up on the competition?

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How to Not Suck at a Group Presentation

Both Sides of the Table

Most people suck at presenting to big groups. It’s a shame because the ability to nail these presentations at key conferences can be once-in-a-lifetime opportunities to influence journalists, business partners, potential employees, customers and VCs. This was evident at the Twiistup pre-event company pitch last week at UCLA. Francisco Dao came up with the idea of letting 10 companies that weren’t selected for Twiistup to do a presentation the night before to a group of people and l

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Startup Sales – Why Hiring Seasoned Reps May Not Work

Both Sides of the Table

A while back I wrote a bunch of posts on Sales & Marketing and have been meaning to get back to that theme for a while. Even if you don’t have “direct&# sales I would tell you that “everything is a sale&# including fund raising, hiring, getting press and doing business development. So I hope these posts will be useful to all and not just those who need road warriors.

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Understanding How The Innovator’s Dilemma Affects You

Both Sides of the Table

One of the most influential books of my career is The Innovator’s Dilemma by Clay Christensen. I cannot recommend it enough for people in the technology or media sectors. Many people bandy about the definitions of “disruptive technology&# or “the innovator’s dilemma&# without ever having read the book and almost universally misunderstand the concepts.

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Embrace Losing – It Will Make You Stronger

Both Sides of the Table

This is an updated post from my ongoing series on Startup Advice that I learned from founding two companies. . I HATE LOSING. I hate it. I really, really, really hate it. It chaps my hide. It rips at my core. I don’t get over it easily. I lose sleep. I fucking hate losing. It’s not so much the actual outcome that I hate – it’s the process.

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Embrace Losing – It Will Make You Stronger

Both Sides of the Table

This is an updated post from my ongoing series on Startup Advice that I learned from founding two companies. . I HATE LOSING. I hate it. I really, really, really hate it. It chaps my hide. It rips at my core. I don’t get over it easily. I lose sleep. I fucking hate losing. It’s not so much the actual outcome that I hate – it’s the process.

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How Top Tech CFOs Solve Annual Planning’s Biggest Challenges

Gearing up for 2025 annual planning? Our latest eBook from the Operators Guild is your ultimate guide. Discover real-world solutions and best practices shared by top CFOs, drawn directly from discussions within OG’s vibrant online community. Learn from senior executives at high-growth tech startups as they outline financial planning strategies, align CEO and board goals, and coordinate budgets across departments.

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How to Run Better Presentations & Improve Results

Both Sides of the Table

I sit through a lot of presentations. It’s usually people wanting to raise money and/or persuade me of something. Many of these are not as effective as they could be. 1. Understand Personality Types – One of the benefits of working for a big company (Accenture) was that we had lots of speakers come in and train us in topics like leadership, creativity, presentations, strategy, etc.

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Why You Should Make Your Competitors Your Frenemies

Both Sides of the Table

Yesterday I wrote about how to talk to investors about your competitors. In short, acknowledge they exist, be transparent about strengths & weaknesses and use your differences to talk about how you want to position yourself in the market. But forget talking about them, how should you actually treat your competitors? Conventional wisdom in most companies is that “the competition is the enemy&# – it’s the rallying cry to dig deeper, get more features out the door, issue pres

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What the Past Can Tell Us About the Future of Social Networking

Both Sides of the Table

This blog post originally appeared in serialized form here on TechCrunch. This post has a bit more than the serialized version, but if you prefer an even shorter version I created the ADAH version , which is < 50% the length. I recently spoke at Caltech at the Caltech / MIT Enterprise Forum on “the future of social networking,&# the 30-minute video is here and the PowerPoint presentation is here on DocStoc ).

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The Power of Twitter in Information Discovery

Both Sides of the Table

It surprises me how many really smart people I meet still doubt the power of Twitter. It seems the urge to be a naysayer of Twitter is really strong for some. I think some of this stems from the early days of Twitter when it was presumed that it was a technology to tell people what you ate for lunch. Twitter never seemed to really take the offense in PR and marketing.

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Your Fractional Finance and Accounting Team

Mighty Financial specializes in supporting the financial aspirations of small businesses and entrepreneurs. With our comprehensive bookkeeping and precise accounting expertise with decades of experience across diverse financial roles, our team offers tailor-made services ranging from essential bookkeeping to strategic fractional CFO support, catered specifically to the unique challenges of technology companies, startups, and SMEs.

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What’s Really Going on in the VC Industry? What Does it Mean for Startups?

Both Sides of the Table

Lots of discussion these days about the changes in the VC industry. Here’s my take: 1. The VC industry grew dramatically as a result of the Internet bubble - Before the Internet bubble the people who invested in VC funds (called LPs or Limited Partners) put about $50 billion into the industry and by 2001 this had grown precipitously to around $250 billion. 2.

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What I *Would Have* Said at TechCrunch Disrupt

Both Sides of the Table

What do you get when you combine 7 panelist plus one moderator on to a stage for 30 minutes to talk about a serious topic? Answer: Not much. And that was evident on today’s Angel vs. VC panel. It’s a shame. There are real changes in the venture capital industry and it would have been fun to talk about them. I said almost nothing in the 30 minutes.

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Tips on Pitching in Person

This is going to be BIG.

Personally, I find pitch events to be a little bit contrived. It’s not how I want to encounter a company—I’d rather just sit across the table from someone and chat about their business and their vision. However, the innovation community seems to be in love with this format, so you can’t be a VC without watching a bunch of them. For the most part, while the companies may be interesting, the actual pitches are usually so-so.

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App is Crap (why Apple is bad for your health)

Both Sides of the Table

Absolute Power Corrupts, Absolutely. I was living in Europe in 2000 when the first WAP phones (Wireless Access Protocol) were introduced. These phones were so over hyped. They were going to bring the Internet to your mobile phones ushering in the era of “m-commerce.&# Gag. I had just returned from living in Japan where I witnessed the hugely successful launch of i-mode by NTT DoCoMo so I knew the potential that the mobile web would ultimately bring, but I saw so many flaws in the launch

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Digitalization: 5 Tech Updates That Will Help You Survive The Recession & Thrive

Lack of digitalization decreases business competitiveness. To thrive, embracing modern solutions becomes essential. The approach to digitalization often aligns with a company's business model. This shift not only boosts productivity but also automates processes and improves security. The tech market offers a wealth of technologies tailored for management, planning, and forecasting, replacing outdated pen-and-paper methods.

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Design for the Novice, Configure for the Pro

Both Sides of the Table

I recently wrote about my philosophy of minimalism that “ less is more &# with the mantra “when in doubt, leave it out.&#. I’ve had a long-standing rule of thumb in product design, which I call “design for the novice, configure for the pro.&# I started saying this back in 2001/02, long before the era of Web 2.0, lean startups or even the advent of AJAX.

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Anything is Possible (in a Startup)

This is going to be BIG.

I know you're out there. I can feel you now—corporate recruiters at career fairs, sending offer letters to work at banks and consulting firms. I know that you're afraid. Google is. You're afraid of startups. You're afraid of change. You’re afraid that students and young people are going to realize that you’re not the best place for them to learn, grow, or gain in responsibilities.

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73.6% of all Statistics are Made Up

Both Sides of the Table

How to Interpret Analyst Reports. The headlines in the media are filled with that latest stats. Stats sell. The stats are often quoted from the latest reports. People then parrot them around like they’re fact when most of them are complete bullsh*t. People throw them around at cocktail parties. Often when they do I throw out my favorite statistic: 73.6% of all statistics are made up.

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Want to Work in VC? Here’s How

Both Sides of the Table

I’m often asked by people, “how do I get into VC?&# and I normally respond by saying, “there is no easy path. It’s often a combination of luck, relationships & timing. Often these jobs aren’t even publicized.&#. Well, I know 3-4 VC jobs that are publicly available. GRP Partners is looking to hire two analysts (maybe even three) to join our practice in Los Angeles.

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PE Mastery: CAPTARGET's Playbook for Quality Lead Flow

CAPTARGET presents a masterclass in M&A deal sourcing. Learn to cast a wide net, embracing seller self-identification. Consistency is the linchpin: keep the origination process steady for a reliable flow of opportunities. Diversify your tactics, employing various tools and vendors. Tech matters! Understand DNS settings, domain authority, and brand presence for optimal outreach.

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Scaling Sales: Arming & Aiming – A’s, B’s & C’s

Both Sides of the Table

This article was originally posted in a much more concise version over GigaOm if you prefer the shorter version. This is part of my ongoing Sales & Marketing Series. In the first part of this post I talked about how sales in a startup is often evangelical , requires as consultative sale and needs constant adjustments based on customer feedback.

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Talking to a VC About Your Competitors

Both Sides of the Table

Competition. Unless you’re Microsoft selling an OS for a PC you probably have some. And even then Microsoft has substitute products as anyone who has taken Econ 101 will tell you. So if you’re raising money – from angels or VCs – you’re going to have to address the question of whom you’re competing against. And the reality is that if you have no competition it will likely be perceived as a negative, not positive.

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I Want My CIC! … The Benefits for Startups to Be Co-Located

Both Sides of the Table

[if you're not old enough to get the reference between this image and the title you can click on the image for a prompter]. This past December I spent a week in Boston to try to get to know some of the local VC’s and entrepreneurs a bit better. One of the meetings I had (organized by my good friend Jeff Yolen ) was with New Atlantic Ventures held the at the CIC, aka the Cambridge Innovation Center (no prizes for guessing where it’s located).

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Advertising Wants to be Measurable – An Investment Thesis

Both Sides of the Table

One of the investment themes I’ve been focused on in the past 3 years has been Performance-Based Marketing. When I started investing the US advertising market was $300 billion with only 10% of it ($30 billion) of it being online and measurable. One recession later and the US advertising market is about $245 billion – but still only 10-12% is online and measurable.

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How to Stay Competitive in the Evolving State of Martech

Marketing technology is essential for B2B marketers to stay competitive in a rapidly changing digital landscape — and with 53% of marketers experiencing legacy technology issues and limitations, they’re researching innovations to expand and refine their technology stacks. To help practitioners keep up with the rapidly evolving martech landscape, this special report will discuss: How practitioners are integrating technologies and systems to encourage information-sharing between departments and pr