#OmniFocus 4 vs the AI wave is it still worth it today?

Hey everyone!

I am really curious about jumping into OmniFocus 4. I have heard great things about how powerful it is for handling projects and how you can build the workflow exactly the way you want it. I’m using Reminders at the moment.

However, with all the new AI features popping up in apps like Todoist such as natural language processing and tools like Ramble I am wondering if OmniFocus still holds its ground. Is it still relevant, or will it feel outdated and boring after a few months?

For those of you currently using it, what is your experience?

I have used OF since 2010. Even with all the AI talk, I do not see any need to make a change. The best GTD app on the market. Learn more: learnomnifocus.com

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It depends entirely on how you want to work. An AI-based workflow might work well for you if you’re happy you can define its parameters well enough for it to be consistent and accurate in how it presents tasks to you. Maybe also if you struggle to create structure or if you are inclined to lose track of your place in your projects. The downside is that you risk develop dependency on it (I.e. don’t develop your own skills), or that it lets you down in some way, e.g. by failing to identify something critical. Google Gemini recently explain to me that £13500 was less than £12700 in a discussion about tax - not an observation on which I’d be happy to rely.

OmniFocus works well if you’re prepared to put in some work to set up your structure, understand how OF works and - critically, IMO - put time into regular reviews. You could set up an AI assistant to do something similar for you, but the effort would be high, I think.

Short version - AI has its benefits but there’s still a place for OF.

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Yeah, I’ve actually used Todoist for a long time, probably seven or eight years. It worked really well for me and I was super happy with it. Never really had any issues. I just kind of got tired of it in the end. I had a lot going on at the time, drifted away from it, and felt like I wanted to try something new.

So I switched over to Reminders and I’ve been using that for about two years now. It works really well for me too. I use Siri a lot to capture tasks, everything from bigger projects to small quick things, and I keep pretty much everything there. I’ve also gotten used to the way it works, even though I feel like there’s a bit too much clicking when creating tasks.

That’s actually what made me start looking for something else again.

Recently I started trying out OmniFocus and I think it’s really interesting so far. One thing I do today in Reminders is a weekly review where I go through my projects, priorities, emails, basically everything. My whole review system lives there as reminders telling me what to check.

What I really like about OmniFocus is how powerful the review system is. Being able to set how often a project should be reviewed is great. Another thing I like is that you can create projects and set a start date. For example, I even set up a small script that activates a project from on hold at a planned date, which means I can plan things far ahead and just let them become active automatically.

Those are the two main things that really caught my attention.

The only thing I’m unsure about is whether it’s worth paying 99 dollars a year for it. Maybe it is, that’s why I’m interested what you guys and gals think.

Also, tagging with geolocation is honestly fantastic!

What do you expect AI should do to ease the manual work that you are doing now?

  • Tagging – you could imagine AI auto-tagging tasks in a task list based on some set of pre-defined criteria using keywords in each task (e.g. “by email”, “using iPad”, “annotate over”, …)
  • Reviewing – you could imagine AI reviewing your task list to prioritize a workload schedule for tasks to do in a defined period based on pre-defined criteria using keywords in each task (e.g. “ASAP”, “when possible”, “someday”)
  • What else ???

You may notice that, with AI, you will have to pre-define stuff. Are you really up for the challenge to pre-define your life and/or allow AI to run hypothetical test cases for a few months until you get a system working that suits you?

And, with this, you have captured the main reasons why spending $99/yr may ultimately be worth more to improve your productivity than spending no money but spending an unknown amount of time training a free AI tool to do work for you.


JJW

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I think Claude AI Cowork might be worth looking at. You can point it at a folder with all your projects and tasks and query the content to create your next actions. Sure it’s more expensive that OF, but you can use it for so much more. Cowork is making me re-evaluate my app usage. I’m finding Cowork plus Obsidian to be a powerful combination.

OmniFocus is a powerful tool, and the startup period needs to be a steady and thoughtful up ramp. It’s tempting to create dozens of projects in OF and lots of tags and mentions. I wouldn’t do that from the beginning. Do not grow into a lot of projects until you know how to make them work for you, and you have a strong periodic review discipline.

For a decade before I stopped working, OF was my constant sidekick, and I had a good flow with it. I’ve since put it aside and just use Reminders. David’s Reminders Field Guide in his Apple Productivity Field Guide gave me a solid understanding of Reminders’ powers and features.

I have no desire for AI to help me with my personal project tracking. Using my own brain to make goals and plans is far more interesting than conversing about my plans with some indifferent robot that’s trained to appear caring but has no there, there.

Katie

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Is it possible that - like me - you’re just a little bored and looking for something new?

That is basically how I run my life!
I don’t think it’s always a bad thing.

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You’ve over engineered a solution here.

Simply set the defer date on the project to the date you wish the project to become active and it’ll be unavailable until that date.

I love OmniFocus, but I hope that some future AI functionality could add extra value to the product.

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You can outright buy the Universal application direct from Omnifocus for a one off fee (I think £70 for standard and £140 for Pro, but check that yourself). that includes Mac, iPad, iPhone, and Watch.

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Using AI changed what I need from a task manager so I made my own with Claude code. Surprisingly easy.

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Thank you! Did’nt i could do that!

100% agree. But I also really like how OmniFocus kind of forces you to work within your projects instead of just living in the “Today” view like you do in apps like Todoist or Reminders. That’s a huge win for me.

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What I mean by AI in the app is not something complex or external, but something that actually takes work off my plate through smart, practical features. For example, I want to be able to press a button and simply start talking about everything I need to do. No structuring, no typing, no overthinking.

The AI, built directly into the app, listens and understands what I’m saying. It then turns my thoughts into structured tasks, organizes them, and places them into the right projects instead of me having to manually input everything from scratch.

At the same time, I still want to stay in control. Nothing should go straight into projects without me reviewing it first. The AI prepares everything for me, and I approve it before it becomes final.

That’s the kind of smart functionality I’m referring to. Not AI for the sake of AI, but AI that actually simplifies how I work and removes unnecessary friction.

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Could you explain to me what you mean by that? I live in the Today view in Reminders except when doing my weekly review.

OF will end up almost by default that you do reviews more than weekly. Also, while one can live a Today view, one also has views that slice workloads across context (tags) – for example to see all the tasks that are errands as you leave the house – or across priorities – for example to see all tasks that are firestorm versus dirty work – or across delegated people – for example to see all tasks that are pending from your staff assistant.

I would say, OF forces you to work beyond just a Today view, and certainly expects one to establish more than just a weekly review.

Just my 2c as a third-party observer to the question.


JJW

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Like I mentioned earlier, I used Todoist and Remind a lot for many years. My way of working was always tied to my weekly review. I would go through all my tasks and distribute them across the week. If something was a bigger task, I’d break it down into smaller parts and assign those to specific days. That way I felt like I controlled my own momentum.

But as everyone who’s worked for a while knows, in a perfect world you could just follow your to do list. In reality, that’s not how it works. Things come up all the time, urgent issues need attention, and priorities suddenly shift. That meant I constantly had to move due dates around and rethink my plan.

What I’ve noticed during the short time I’ve been using OmniFocus is that I work more from a project perspective. I see all my lists, and every Sunday I use the built in review system to go through everything and check the status.

After that, I set deferred dates on tasks that I need to start on a specific date, and only use due dates when something is actually urgent. Then every morning at work, I sit down, review my projects, decide what to prioritize for the day, and flag the tasks I want to focus on.

If I don’t get through everything because something unexpected comes up, the tasks don’t become overdue. They’re just still there the next day when I review my list again. And honestly, that reduces a lot of stress. I used to feel a bit bad seeing overdue tasks all the time.

Another thing I like is that I focus more on projects than individual tasks. Instead of asking “what tasks should I do?”, I ask “what project should I work on?”. I open the project, look at the tasks, and flag the ones I want to work on that day.

And if they’re not finished, that’s fine. They stay in my forecast, so I still have a clear view of what’s coming up.

Overall, it just feels like a simpler and more flexible system for me, and it helps me focus more on projects rather than constantly managing tasks.

Does that make sense?

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That makes perfect sense and is much appreciated. You tempt me back to OF, but I’ll try to resist. :slightly_smiling_face:

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Ha! Resistance is futile. We both know how this ends. See you back there soon! :wink:

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I could take that comment one of two ways. I could take it as a legitimate critique of my periodic review of apps, or I could take it as a general critique of those in this forum who periodically conduct a review of their apps. Either critique is deserved. I hope I don’t return. :crossed_fingers:t2::wink::slightly_smiling_face:

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