The system I use to manage chaos as a CTO
▲ 30 r/PKMS+1 crossposts

The system I use to manage chaos as a CTO

Over the past few years I've been balancing software engineering with management as a Head of Backend. During that time I've faced plenty of challenges, but one has always been the hardest: keeping everything under control.

At some point I realized my brain simply couldn't keep up anymore:

  • tomorrow I need to send the latest Java developer rates to the Sales team;
  • next Wednesday is the deadline for backend estimations on a new project;
  • I delegated a task and now I need to remember to follow up at the right time;
  • ...and the list goes on.

That's how the chaos slowly builds up. Earlier this year I became CTO, and things only got more complicated. Before long I had reminders, notes, and to-dos scattered across Calendar, Reminders, Notes, Notion, and several messaging apps.

I've always admired people who keep their promises and never forget important things. I try to be that kind of person myself, so I'm constantly looking for better ways to stay organized.

I've always liked the idea of visualizing work as timelines. The closest thing I found was the Planner plugin for Obsidian, but even that couldn't fully fit the way I wanted to work.

Eventually I sat down and wrote a list of everything I wanted from such a tool. That's how my own timeline organizer was born. I've been using it almost every day for the past month. It helps me stay on top of important things, look back at past events, and understand how different situations evolved over time.

The screenshot shows a real part of my day-to-day workflow. I changed all the names and project titles, of course, because of NDAs.

By the way, how do you deal with this kind of chaos? I'd love to hear what works for you.

u/jenyaatnow — 2 days ago

The system I use to manage chaos as a CTO

Over the past few years I've been balancing software engineering with management as a Head of Backend. During that time I've faced plenty of challenges, but one has always been the hardest: keeping everything under control.

At some point I realized my brain simply couldn't keep up anymore:

  • tomorrow I need to send the latest Java developer rates to the Sales team;
  • next Wednesday is the deadline for backend estimations on a new project;
  • I delegated a task and now I need to remember to follow up at the right time;
  • ...and the list goes on.

That's how the chaos slowly builds up. Earlier this year I became CTO, and things only got more complicated. Before long I had reminders, notes, and to-dos scattered across Calendar, Reminders, Notes, Notion, and several messaging apps.

I've always admired people who keep their promises and never forget important things. I try to be that kind of person myself, so I'm constantly looking for better ways to stay organized.

I've always liked the idea of visualizing work as timelines. The closest thing I found was the Planner plugin for Obsidian, but even that couldn't fully fit the way I wanted to work.

Eventually I sat down and wrote a list of everything I wanted from such a tool. That's how my own timeline organizer was born. I've been using it almost every day for the past month. It helps me stay on top of important things, look back at past events, and understand how different situations evolved over time.

By the way, how do you deal with this kind of chaos? I'd love to hear what works for you.

reddit.com
u/jenyaatnow — 3 days ago

A slightly weird story, and I could really use some advice.

A few months ago I built a tiny app for myself. I was just tired of digging through Notion every time I wanted to jot down or look up some small piece of info. I showed it to a couple of coworkers and friends so they could poke at it. Wasn't expecting anything. But they actually started using it. One of them said something like "wait, why isn't this public?".

So I thought - okay, let me try. I came up with a name (Everie), spent a couple of weekends putting together a landing page, and dropped a few posts in some niche communities. And then the thing I wasn't ready for happened: people started showing up on their own. DMs, feedback, feature requests. Nothing viral — the numbers are still tiny. But for someone who built this purely for himself, even that feels surreal.

What it actually is: it's not another Notion or Obsidian. Think of it as a "second memory" - you save small pieces of info in seconds, and find them again just as fast. The whole point is that capture and recall should be effortless: no folders, no tags, no "let's design a system first".

It's in open free beta right now - everie.app. I'd genuinely appreciate if anyone wants to poke around and tell me what's broken or weird.

But honestly, what I need most is advice. I'm fine on the building side, but when it comes to marketing and growing an audience I'm a complete beginner. A few questions I keep getting stuck on:

  1. Is it worth investing in content (blog, Twitter, short videos) right now, or should I focus on the product and onboarding first?
  2. Where do you look for early adopters in the PKM space beyond the obvious r/PKMS, r/Notion, r/ObsidianMD?
  3. When is the right moment to introduce a paid plan without scaring off people who showed up for "free beta"?

Any advice, criticism, or "dude, you're doing this wrong here" is super welcome. This is my first post here and I'm a bit nervous — but figured asking is better than quietly spinning my wheels.

Thanks for reading

reddit.com
u/jenyaatnow — 2 months ago

A few months ago I built a tiny app for myself. I was just tired of digging through Notion every time I wanted to jot down or look up some small piece of info. I showed it to a couple of coworkers and friends so they could poke at it. Wasn't expecting anything. But they actually started using it. One of them said something like "wait, why isn't this public?".

So I thought - okay, let me try. I came up with a name (Everie), spent a couple of weekends putting together a landing page, and dropped a few posts in some niche communities. And then the thing I wasn't ready for happened: people started showing up on their own. DMs, feedback, feature requests. Nothing viral — the numbers are still tiny. But for someone who built this purely for himself, even that feels surreal.

What it actually is: it's not another Notion or Obsidian. Think of it as a "second memory" - you save small pieces of info in seconds, and find them again just as fast. The whole point is that capture and recall should be effortless: no folders, no tags, no "let's design a system first".

I'm fine on the building side, but when it comes to marketing and growing an audience I'm a complete beginner. A few questions I keep getting stuck on:

  1. Is it worth investing in content (blog, Twitter, short videos) right now, or should I focus on the product and onboarding first?
  2. Where do you look for early adopters in the PKM space beyond the obvious r/PKMS, r/Notion, r/ObsidianMD?
  3. When is the right moment to introduce a paid plan without scaring off people who showed up for "free beta"?

Any advice, criticism, or "dude, you're doing this wrong here" is super welcome. This is my first post here and I'm a bit nervous — but figured asking is better than quietly spinning my wheels.

Thanks for reading

reddit.com
u/jenyaatnow — 2 months ago