Attributes of a Successful CEO

Harvard Business Review has an excellent article titled What Sets Successful CEOs Apart. The authors talk about a variety of research where they distill down the four attributes that set successful CEOs apart from other CEOs. From the article, here are the attributes:

  • Deciding with speed and conviction.
  • Engaging for impact.
  • Adapting proactively.
  • Delivering reliably.

It sounds pretty simple but it’s incredible hard for a CEO to consistently do all four. Want to learn more? Head over and read What Sets Successful CEOs Apart.

What else? Have you worked for/with CEOs that had those attributes?

When Customer Expansion Outpaces Churn

One of the holy grails of successful SaaS businesses is having the expansion of existing customers outweigh customer churn. Meaning, if the business didn’t sign any new customers in a year, the upgrades from existing customers would be more money than the lost revenue from customers that leave, resulting in growth for the company. A business that doesn’t have to sell anything new, but still grows, is in an enviable position.

Here are a few benefits when customer expansion outpaces churn:

  • More Money to Acquire Customers – When customers regularly grow their account, more money can be spent to acquire the initial account, providing additional options for customer acquisition.
  • Faster Growth Rates – The law of large numbers starts to kick in making it hard to grow fast at greater scale. When customer expansion is more than churn, it makes it easier to grow faster as there’s a built-in growth engine.
  • Raising Money – Investors look for unit economics that show the fundamentals of the business are strong, and excellent customer expansion, along with customer renewals, and gross margins are three of the most important metrics making it easier to raise money.

Customer expansion outpacing customer churn is the hallmark of a successful SaaS company.

What else? What are some more thoughts on the importance of customer expansion being larger than customer churn?

Talkative Tuesdays – Tuesdays as the Meeting Day

Back in the Pardot days, we’d hold most of our important weekly meetings on Mondays. This included the weekly tactical, weekly all-hands, and weekly company lunch. Timing wise, it worked well to start the week by aligning the leadership team and breaking bread with the entire company.

Only, Mondays proved a challenge for several reasons. First, holidays frequently fall on Mondays, disrupting the flow of the most important meetings (should we skip those weekly meetings or move them to Tuesday?). Second, Mondays are a great day to build momentum and set a pace for the week, but if 2-3 hours are spent in meetings, it’s hard to make as much progress. Third, Monday is a popular day for employees to take vacation as part of a long weekend. Finally, and most importantly, Mondays, especially Monday mornings, people haven’t had much time to get in the groove for the week and prepare for the meetings.

Now, I’ve found that Tuesdays are the go to day for the weekly meetings and know several successful startups that run all their meetings on Tuesday. It’s still early enough in the week to get everyone aligned, yet doesn’t have the holiday and three-day weekend issues. Plus the work week is in full effect.

Call it Talkative Tuesdays — the meeting heavy day of the week.

What else? What are some more thoughts on making Tuesday the day for weekly meetings instead of Mondays?

When Angel Investing Isn’t Charity

Over the years I’ve gone on the record saying angel investing should be viewed as charity work for the majority of investors out there. Why? As an angel investor you get intangible benefits helping entrepreneurs and you’ll almost always lose all your money. Yep, sounds like charity to me.

Now, angel investing isn’t always charity. I know a handful of people in town — less than 10 — that have done well as angel investors. Here’s what they have in common:

  • Long-Term Focus – Angel investing has incredibly long-time horizons. An “average” investment takes 7-10 years to see a return, and most investments don’t see any returns. Angel investors that do it for fun when the market is hot — known as “tourists” — quickly leave when they see just how hard it is to make money, and how messy it is to build a startup.
  • Dozens of Investments – Angels often think that if they make three or four investments, one of them will do well. For angels to make it work, it takes dozens of investments. Think about investing $50,000 per deal, and saving 2x that for startups that go on to raise future rounds. Over dozens of rounds, plus a limited number of follow on rounds, it’s well over $1,000,000 to build a true portfolio.
  • Time Allocation – Sourcing dozens of investments, and talking to hundreds of entrepreneurs, requires a huge amount of time. Most entrepreneurs and ideas aren’t investable upon first meeting, and all investments take multiple meetings.
  • Defined Strategy – With tons of entrepreneurial styles, startup industries, and technologies, it can be overwhelming to pick investments. Successful angels define a thesis or strategy and use it to help in their decision making process. Most bet on people and markets.

For angel investors that have a long-term focus, make dozens of investments, allocate a sufficient amount of time, and have a defined strategy, angel investing isn’t charity work. For all others, they’re providing a charitable service.

What else? What are some more thoughts on when angel investing isn’t charity?

Video of the Week: How the blockchain is changing money and business | Don Tapscott

For our video of the week, watch How the blockchain is changing money and business | Don Tapscott. Enjoy!

From YouTube:
What is the blockchain? If you don’t know, you should; if you do, chances are you still need some clarification on how it actually works. Don Tapscott is here to help, demystifying this world-changing, trust-building technology which, he says, represents nothing less than the second generation of the internet and holds the potential to transform money, business, government and society.

Entrepreneur Evolution Over Time

One of the amazing experiences that comes with investing in entrepreneurs is seeing the entrepreneurs evolve over time. Early on, the entrepreneur is blissfully ignorant about what lies ahead and grinds it out to (hopefully!) to an early milestone of a million recurring, willing the startup forward. Then, slowly, it becomes clear that the entrepreneur needs to go from doer to manager (see Maker’s Schedule, Manager’s Schedule).

As a manager, the entrepreneur struggles. People require trust, and systems, and patience. The entrepreneur wants results, now. Slowly, after many mistakes, this whole people thing starts to come together. Culture starts to become important. More lessons, more learning.

Then, the next challenge: becoming a manager of managers. More people, more processes. More debating whether to work in the business or on the business. Onward and upward.

The entrepreneur evolution is fascinating. No two journeys are the same, but all are interesting.

What else? What are some more thoughts on the entrepreneur evolution over time?

The 7 Words Entrepreneurs Should Use Frequently

Entrepreneurs have a variety of leadership styles. One my favorites is servant leadership, defined as:

…both a leadership philosophy and set of leadership practices. Traditional leadership generally involves the accumulation and exercise of power by one at the “top of the pyramid.” By comparison, the servant-leader shares power, puts the needs of others first and helps people develop and perform as highly as possible. Servant leadership turns the power pyramid upside down; instead of the people working to serve the leader, the leader exists to serve the people.

Entrepreneurs that believe in servant leadership should use these seven words frequently:

Let me know how I can help

Pretty simple, right? These seven words show that you’re proactive and want to help. Many people want help. Fewer people ask for help. Servant entrepreneurs would do well to incorporate these seven words.

What else? What are some more thoughts on servant entrepreneurs using these seven words?