I’m thrilled to announce The Daily Bolster — a quick-hitting podcast for startup leaders scaling their businesses. It’s the actionable insight you need to scale—in about 5 minutes. The first episode drops this coming Monday. Our team created The Daily Bolster for folks in the startup world who — like me — want to hear from industry experts of all backgrounds, but don’t always have the time to listen to full length interviews, even at 2x speed (which usually ends up sounding like Alvin & The Chimpunks, anyway). Instead, we’re getting straight to the point. GTTFP, as Brad says. Starting next week, I will be joined every day by experienced operators and industry experts who share their real-world experiences and…
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Entrepreneurship
How I engage with the CCO
Post 4 of 4 in the series of Scaling CMO’s- the other posts are, When to Hire your First Chief Customer Officer, What does Great Look like in a Chief Customer Officer and Signs your Chief Customer Officer isn’t Scaling. You can engage with each person on the executive team one-on-one to understand what their issues and challenges are, but I’ve found that engaging with the CCO offsite with customers is far more productive and leads to a better understanding of the service organization than any other meeting time. I have typically spent the most time with or gotten the most value out of CCOs over the years doing the following. In person at “Canary in the Coal Mine” customers….
Patience vs. Impatience
Patience and Impatience are both critical tools in the founder toolbelt. That sounds kind of funny since they’re at odds with each other. Let me explain. Patience is hard, but there are some things that require it. As they say metaphorically about Product, nine women can’t make a baby in a month. Products needs to be built, tested in the wild, marinate with clients. GTM motions take time to figure out. Brands take time to build unless you have billions to throw at the problem. Bread takes time to rise. Patience is a really useful tool when people on your team or board get itchy for success and you need to calm them down and keep them focused. Impatience, on the…
Signs your Chief Customer Officer isn’t scaling
This is the third post in the series. The first one When to hire your first CCO is here and What does Great Look Like in a CCO is here). Although we think of scaling issues as primarily startup issues, any company can face scaleup issues for example, through a merger or acquisition that changes your landscape immediately. Nowhere is a scaling issue felt more deeply than in the company-customer relationship and there are several signs that I use to quickly figure out whether the Chief Customer Officer is up to the task, or even ahead of the game, in scaling. A CCO who isn’t scaling well past the startup stage is someone who typically throws bodies at things like…
It All Starts With Self-Awareness
If I had to pick one human trait that is the single most impactful in one’s ability to have positive and successful interpersonal relationships, there’s a hands-down winner: Self-Awareness. This is true no matter what kind of relationships you’re talking about — parent, manager, executive, friend, partner or spouse. Someone shared a framework with me years ago that helps explain why this is true, which I’ve been meaning to blog about for a long time. I found this image, which is close enough to the 2×2 that was once drawn for me on a whiteboard. The framework is at once incredibly simple and incredibly complex. Having true self-awareness and the ability to be reflective, to take in input and feedback,…
Swoop in, Swoop out
A fellow CEO with whom I’m friendly was venting to me the other day about one of their Board members. They were stunned that the lived experience they have day in, day out running the business wasn’t something the director internalized at all — and this is a good, well known, high quality VC director. I pointed out that VCs are on lots of boards and can’t get in the headspace of all their CEOs all the time, although the good ones don’t just swoop in and swoop out but do take the time to track all the significant things and the nuances with all their portfolio companies. My friend, the CEO, had a brilliant comeback line that is worth…
When to Hire a Chief Customer Officer
(Post 1 of 4 in the series of Scaling CCOs) Very few startups start life with a Chief Customer Officer, even though customers are the lifeblood of every startup; instead, you’ll likely start your customer service organization with a “jack of all trades” account manager position. You’ll have one person who handles all customer issues from basic support all the way through to true customer success. Sometimes these functions will be handled by the product team but most often they are handled by a customer service team. Specialized roles and multiple teams (e.g, support vs. professional services) with their own managers can emerge quickly in the life of a startup and these roles will usually come before a full-time CCO,…
5 Things Successful Founder Operators do Differently
I am fortunate in my current job to spend a lot of time talking to other founders and CEOs. I mentor and coach them, my company and I help counsel them on executive and board searches, and I spend time with them at conferences and seminars. Even when I am giving them advice, I always take time to learn what they’re doing, what works, and what doesn’t work. I’ve noticed a consistent set of behaviors and practices common among the successful founder operators – the ones who go on to lead their companies through multiple chapters of growth and sometimes never hire the “seasoned operator” to come in and take over. #1 – They are students of the game. It’s…
My end of year routine (Taking Stock, Part III)
I have an end of year work routine that’s a pull-up and self-assessment. I’ve been doing this for years, and I’ve written about its evolution in Part I and Part II of this series. I’ve always taken a few minutes at this time of the year to ask myself these four questions: Am I having fun at work? Am I learning and growing as a professional? Is my work financially rewarding enough, either in the short-term or in the long-term? Am I having the impact I want to have on the world? If I answer at least 2.5 of these questions as yes, I feel like things are on track. If I am below that, or even at 2.5 sometimes,…
What Does Great Look Like in a CMO?
(This is the second post in the series… the first one When to Hire your first Chief Marketing Officer is here). Whether you have someone in your company that can level up to greatness or you need to bring in a CMO, the characteristics and skills of a great CMO you should aspire to include some of the following. A great CMO understands that the marketing budget starts with drivers and business results and works backwards in a modular way to spend, not the other way around. Yes, they will get some resources but rather than spend that money to fill in the gaps on their team to make the Marketing function strong or powerful, they’ll look at the business…
Book Short: It’s All About Creative Destruction
I was excited to read Launchpad Republic: America’s Entrepreneurial Edge and Why It Matters, by Howard Wolk and John Landry the minute Brad sent it to me. I love American history, I love entrepreneurship, and I’m deeply concerned about the health of our country right now. I have to say…on all fronts, the book did not disappoint! The authors make several points, but the one that sets the tone for the book is that like our country’s origins and culture in general, entrepreneurship is itself rebellious. It’s about upstarts challenging the status quo in some way or other with a better way to do something, or with a new thing. The balance between protecting private property rights and allowing for…