I'm a partner at Redpoint and write daily, data-driven blog posts about key questions facing startups including how to fund raise, startup benchmarks, management best practices and team building. I co-authored book, Winning with Data. Join more than ten thousand others receiving these blog posts daily by email.


Are You Present?

Last week, I was chatting with an old friend who after I told her how busy and ragged I sometimes felt, she asked me, "Are you present?" To which I immediately replied, "At work?" And she laughed, and said, "I meant at home, but I have my answer!"

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Building the Machine - Organizational Design in Startups

As a startup scales and surpasses its first organizational breaking point of 8 employees, it's time to start thinking about organizational design. The strategy a startup chooses in their market should determine their organizational design. In the First Round Review profile of Paul Arnold , the Head of Operations at AppDirect, Paul shares the challenges the initial organizational structure created as the company grew 5x in less than a year.

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Steady and Persistent Growth to $5.5B in Market Cap - The Ultimate Software Company

The Ultimate Software Company is a $5.5B market cap provider of SaaS Human Capital Management software. Founded in 1996, the company initially sold licensed software and migrated to multi-tenant SaaS in 2002 with a product called UltiPro. Today, more than 82% of revenues are subscription dollars.

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Pricing for SaaS Enabled Marketplaces - When to Go Free

SaaS Enabled Marketplaces employ elegant business models. They are verticalized SaaS companies that manage a marketplace to create winner-take-all market dynamics. SEMs can generate revenue in four ways - charge the buyer and/or supplier a software fee & charge the buyer and/or supplier a marketplace fee. In addition, a startup must determine what rake to charge.

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A Framework to Maximize Your Startup's Hiring Success

After a startup attains product market fit and begins to exceed the first breaking point of the startup management structure around 10 employees, it's time to codify the company's values. The values of the company are the most concrete way for a business to determine whether candidates might make good employees.

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Startup Best Practices 21 - Your Startup's Recruiting Scorecard

Last night, SaaS Office Hours at Redpoint welcomed Maia Josebachvilli, the VP of People and Strategy of Greenhouse. Maia is a thought leader in human resources. Specifically, she champions a metrics-based approach for developing world class recruiting teams. Because of her position, Maia has observed recruiting patterns in hundreds of companies, and has developed best practices for startups.

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The Tech Press Cycle and Unicorns

Just 25 months ago, Aileen Lee coined the term unicorn in her post Welcome to the Unicorn Club and last week the Economist declared these Unicorns "Gored" Over the span of those two years, the Unicorn press cycle has swung from euphoric apotheosis to bleak nadir.

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The Biggest Buyers of Software Companies in 2016

In 2015, startups benefitted from a vibrant fund raising market. In 2016, I believe they will enjoy a very active acquisition environment. The roughly 60 or so publicly traded software companies hold more than $380B in cash and short term investments on their balance sheets. Though Microsoft, Google, Cisco and Oracle possess 75% of that cash, 14 other companies have cash reserves of greater than $500M.

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Startup Best Practices 20 - Managing Oneself

It's the end of the year, time for performance reviews, self-reflection, and planning for next year. In addition to preparing our goals for our teams and our businesses, we should prepare goals for ourselves. Oftentimes, it's easy to let the company's ambitions drive our OKRs. But there's something more to consider.

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SaaS Office Hours with Maia Josebachvilli on Strategic and Tactical Recruiting Metrics

On December 2, SaaS Office Hours at Redpoint will welcome Maia Josebachvilli, VP of Strategy and People at Greenhouse, a fast growing recruiting software company. Before Greenhouse, Maia founded Urban Escapes, a DC-based startup she sold to LivingSocial. Maia is especially well known for her thought leadership in developing best in class recruiting metrics. She was also selected for Inc's 30 under 30.

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