I wanna go fast! Startups are all about scale and speed (or so I read on Twitter) and my genius idea is no different. How could there possibly be a case for growing slowly if what I really want is a game-changing startup?
I just wrapped up my last startup and I’m totally ready to take on the next one! I just had this great idea 5 seconds ago and I’m running with it! If I just had a good outcome on my first run as a Founder, my second one should be even better, right?
I’ve got a cofounder who is leaving the company and has a huge chunk of equity. Am I missing something or do they now get the same amount of value that I’ve got except they never have to work for it again while I slave away for the same benefit for the next decade?
The culture of my startup is starting to head south. People are starting to get real toxic, everyone’s complaining that they are overworked, and the vibe is getting really bad. Where is all this coming from and how do I change course?
I’m talking to my new Cofounder about how we split up equity but in the back of my mind, it occurred to me that they may not stick with this thing. Should I be concerned that my Cofounder could up and leave some point, and if so, how should I plan for it?
Celebrating adding staff is like celebrating the cost of a wedding — it’s the liability, not the achievement. If staffing up isn’t a sign of success, then why do so many startups shout from the rooftops about how quickly they are scaling up? Doesn’t adding staff mean that a startup must be doing well? Growth and staffing go hand in hand right?
I’ve watched tons of ‘once hot’ startups come and go, from Meerkat to Quibi, WeWork to Theranos. What are some of the things we can learn as Founders about how to manage our own startups when everyone is telling us how amazing we are? What are some of the pitfalls that come with the new hotness?
Should we be talking about societal issues at work? Do leaders have the right to lock down what can or cannot be discussed at work? How can Founders and their staff find common ground?
I’ve got a great plan for how to scale my startup, but I’m sort of wondering what happens if things don’t go to plan? How should I be thinking about my downside when most of my startup planning seems focused on growth and scale?
I’m starting to wonder whether my co-founder is the right fit. At first, they seemed really engaged, and I thought we could build something great, but lately, I’m starting to second-guess partnering with them at all. How can I tell if this is the right person, and if it’s not — how do I get out of this?
Why can’t I find anyone to work at my startup that is as committed as I am as a Founder? I’ve created comp structures and upside, and yet I still feel like I’m the last person standing when it comes to really being committed to this thing. Is it me or is this just the way things at startups go?