Tyler from Less Annoying Business here. Here's what's new:
Freemium pricing, and cannibalizing your existing customer base [Blog post]
I know you're sick of my freemium posts by now. This is the last one, I swear. In this post, I examine how an existing product can add freemium without losing too much revenue to downgrades.
Sustainability starts with planning [Podcast]
This week, many of our topics have a common theme: How do you put a plan together to run a sustainable company? I mean, this podcast is called "Startup to last" so I guess it makes sense for us to talk about that from time to time.
What I've been working on
Meetings. So many meetings. But unlike other weeks where I have a lot of meetings, I'm actually enjoying this one because they're all different. I think I get particularly burnt out on meetings when they're all the same type of thing (e.g. interviewing candidates, doing 1:1s with the whole team, etc.).
Product development at Less Annoying CRM tends to be a bit streaky. We'll go months without any customer-facing improvements (due to some combination of internal work, projects taking a while, bug fixes, etc.) and then all of a sudden a bunch of projects will all be finished at the same time. We're entering one of those "lots of stuff getting finished at once" phases, and it's super exciting seeing so much progress. I know this progress is really the result of months of invisible work, but it still feels good.
Good stuff on the internet
Getting the Goalpost to Stop Moving [Blog post]
I found this post via the Enough Pizza newsletter which I highly recommend. It discusses how happiness is sometimes more about how close your expectations are to your reality than what your reality actually is. I think that one of the main thing that can ruin a business is the founder's mindset and engagement long-term, so I try to be very aware of this concept.
The definition of "success" for a calm company is as diverse as the founders themselves. In comparison, traditional/classic VC has only 1 very rigid definition: go big or bust. Which one are you picking? 👀
August 11th 2021
There are a lot of reasons I'm against venture capital, but this is one of the big ones. Unless your goals happen to be 100% aligned with your investors (which is rare), someone is going to be unhappy with the outcome. If you want the freedom to choose what success means to you, stay away from VC.