August, 2016

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Five Lessons Learned Getting to a Second Fund

This is going to be BIG.

Today, I'm happy to announce that Brooklyn Bridge Ventures, the firm I founded and continue to run as the sole General Partner, has raised a second fund, totalling $15.1 million in commitments. Nearly all of our existing investors returned, and they were joined by a couple of new family offices and a prominent college endowment. What does this mean?

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The Pivot You Need to Read About

Both Sides of the Table

GOAT just announced it raised $5 million in venture capital led by our friends at Matrix Partners. On the surface that sounds unremarkable — fundings happen daily. But this isn’t just any funding. GOAT (“Greatest of All Time) is a sneakerhead marketplace that is en fuego, but we led the company’s last financing round in 2012 (yes, four years ago) when they were an application for letting people join group dinners.

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Lessons Learned from My Entrepreneurial Journey

Entrepreneurs' Organization

By Charl Vollmer , special to Octane Blog. I’ve heard people say that being an entrepreneur is tough, and that you’ll undoubtedly make many mistakes along the way. As for me, I tried proving everyone wrong. I wanted to show the world that I could beat this entrepreneurial race. Little did I know I would encounter more mistakes than I had ever anticipated, and that which I couldn’t have prepared for.

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Bridge Group 2016 Sales Development Metrics and Compensation Benchmark Report

For Entrepreneurs

Intro Sales development teams are taking a much more data-driven approach in recent years by closely tracking their metrics and performance. Benchmarking your performance against other companies offers a valuable way to see how your company stacks up against the competition. We have collaborated again this year with The Bridge Group, an inside sales research.

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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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3 Marketing Insights from a World Class SaaS Marketer

Tomasz Tunguz

Jeff Wiss has managed demand generation and corporate marketing for some iconic software companies. MySQL, the most valuable open-source acquisition; Zendesk*, the $3B leader in customer support software; DataStax, The business commercializing Cassandra; and most recently Duo Security*, an Ann Arbor-based trusted access company that has some of the most sensational SaaS metrics I’ve ever seen.

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Why Founders are Wrong, Even When They're Right

This is going to be BIG.

Investors turn down deals for some pretty dumb reasons. They lack logic, consistency, and sometimes even a grasp of what their own job is. You know. taking actual risk. "We're not interested for this round, but come back to us when Sequoia is leading at a $1.5 pre-money, you have seven enterprise customers and you're cashflow positive. Oh, and make someone from your 25 person Moldova tech team your co-founder.

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The Toastmasters Secret Sauce On Running Successful Meetups

Unvalidated Learnings

8 Tips To Onboard New Users And Keep Old Users Engaged Following a friend’s recommendation, I attended my first Toastmasters event last week. Having no idea what to expect, I left amazed by how well thought out and choreographed the event was. Here are 8 tips I took away from it on how to run effective meetups, onboard new users and keep old users engaged.

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Mile-Markers of My Entrepreneurial Journey

Entrepreneurs' Organization

By Kevin Choquette, an EO San Diego member, and president and founder of Fident Capital. If you want to achieve, become a world-class learner. That’s the tweet-sized heart of this blog post. I grew up in a loving home of modest means, and creating a future became a mandate. I don’t chase after success just for the money. My father instilled in me the “work hard” approach to life, and I’ve employed it to address basically all challenges associated with this pursuit.

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I’m a very slow thinker

Derek Sivers

When a friend says something interesting to me, I usually don’t have a reaction until much later. When someone asks me a deep question, I say, “Hmm. I don’t know.” The next day, I have an answer. I’m a disappointing person to try to debate or attack. I just have nothing to say in the moment, except maybe, “Good point.” Then a few days later, after thinking about it a lot, I have a response.

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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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Event Driven SaaS - The Workflow of the Future

Tomasz Tunguz

A senior SaaS executive once told me, “Reports sell software.” In a top down sale, that’s absolutely true. The CEO wants better predictability of bookings so she’ll buy a CRM tool to gather the data. Classically, software has been built for that mantra. First, a company buys a database. The sales people, marketers or customer care staff continue working as normal.

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Why bother to sit in with customer service?

Berkonomics

Over fifty years ago, I was CEO of a record manufacturing company in Hollywood. We were the only such facility on the West coast to provide and control the entire process from studio, through finished vinyl record pressings in the same building, therefore able to promise quality control others could only dream about. As founder and CEO of the then public company, I was expert in several of the “clean” processes such as studio recording, record mastering, cover design and photo– lithography.

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How to Run Startup PR Like an Election Campaign

This is going to be BIG.

Campaigns, conventional or not, are highly motivated and energetic storytelling machines. They come up with a narrative, figure out who they want to get it in front of, and work like all hell every single minute to get it out there. That's the kind of pace a startup needs to be on--except that most startups treat their PR as if all you need to do is to launch your message at a debate and cross your fingers after that.

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Welcome to The Unicorn Hedge

500 Hats

Yeah, There’s a Bubble… But it Ain’t in Tech Continue reading on 500 Hats »

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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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Think Like a CIO

Entrepreneurs' Organization

By Sid Bala, an EO Chicago member, and president and CEO of alligatortek. A company using technology to run their business may not have a CIO, but each member of the team should think like one. In today’s business landscape, the success and profitability of a company is more dependent on smarter IT and new software. In the day-to-day operation of your business, system and process bottlenecks highlight opportunities for growth and a better bottom line.

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Keep earning your title, or it expires

Derek Sivers

Until yesterday, I called myself an entrepreneur. Now, I don’t. It’s been years since I started a company, so I can’t keep using that title. Someone who played football in high school can’t call himself an athlete forever. Someone who did something successful long ago can’t keep calling himself a success. You have to keep earning it. Holding on to an old title gives you satisfaction without action.

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The Most Successful SMB SaaS Acquisition Channel Ever Built

Tomasz Tunguz

Channel distribution represents one of the biggest and most important changes in customers acquisition for SMB SaaS startups in quite a while. Historically, channel distribution has been reserved for the most expensive software and hardware. IBM, Intel, Cisco and their kin generate more than 80% of their revenues through a universe of resellers and distributors.

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Careful with terminations. Don’t disparage.

Berkonomics

It happens all the time when you’re a CEO. Somebody important leaves or is let go, and you worry over the impact upon remaining employees and customers. You worry that the person leaving will begin to unload all the pent–up garbage from the past, perhaps damaging the company and causing customer defections and even employee unrest. Your worry is real.

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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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How to Make Time

This is going to be BIG.

There is always more to do. Right now, I have about 1000 unread e-mails in my inbox and I have a bunch of personal errands and projects around the house that I've been unable to get to. One of the hardest things to learn is that if I don't get to all the e-mails, that's ok. You can't live your life in your inbox. You have to put your personal priorities into your schedule or else other people will put theirs on yours.

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Very true.

Unvalidated Learnings

Very true. Wouldn’t call it a problem per se but it is indeed what we spend a lot of our time trying to figure out. It’s obviously harder for businesses that create or expand existing markets, which is what the most significant companies typically do. That’s why bottom up analysis (how many potential users x potential aov) tend to work better than top down (current market size of x).

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Is It Important to Learn Widely as an Entrepreneur?

Entrepreneurs' Organization

We were very intrigued by an article posted on Inc.com by Art Markman , a professor of psychology and marketing at the University of Texas. Professor Markman argued that one core behavior of brilliant thinkers was to “learn widely”: “The best innovators have a base of knowledge that is both broad and deep. They start with an area of expertise that they deeply understand.

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When you’re extremely unmotivated

Derek Sivers

Like everyone, I get those times when I’m unmotivated to do anything. Brain dead. No energy. Everything feels like, “Why bother? What’s the point?”. But I’ve finally figured out what to do with those times. Like everyone, I have a list of boring chores that need to be done but that I’ve been putting off for years. I never do them because I’m always more excited about something else.

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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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Success Has 1000 Fathers and Failure is an Orphan

Tomasz Tunguz

Success has 1000 fathers and failure is an orphan. I heard this aphorism in my first year as a venture capitalist having forgotten it. There’s a lot of wisdom to it and I think it’s most applicable when interviewing. I remind myself of the same each time I speak with a candidate for a role. When I see a sterling resume, I know that I am susceptible to confirmation bias.

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Is ‘servant leadership’ too soft for today’s workforce?

Berkonomics

It’s a term rooted in ancient philosophy. Robert Greenleaf may have been the first to resurrect the concept in his book published in 1970. Not quite as bold as inverting the management triangle, the concept of servant leadership requires that a business manager focus upon his or her people’s highest priority needs first. The question begged by the headline above is whether this form of leadership is perceived as soft, indecisive, and inappropriate for the fast–moving world of today’s business.

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Why Kayaks Belong on NYC's Waterways and Why You Should Care

This is going to be BIG.

Last night, while I was speaking on a panel about food entrepreneurship, my cellphone suddenly lit up with frantic texts asking if I was ok. Something about some kayaks on the Hudson and a crash. I quickly searched Twitter while still on the panel and saw the horrific news. A group of kayakers had been run over by a ferry boat backing out of a dock near West 39th Street.

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The Most Important Book I Read This Summer

Both Sides of the Table

I love reading non-fiction as a way to challenge myself to understand topics that stretch my understanding of the world around me. I love history and biographies and even novels that are “faction.” This Summer I read “The Third Chimpanze” by Jared Diamond and since he’s my favorite history writer I of course loved it. If you haven’t read Diamond, though, I’d recommend starting with “Guns, Germs & Steel” & then “Collapse” but all three are worth reading.

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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