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Project management

Nobody knows what anyone is working on

Work is tracked in three places and none of them agree. Status meetings exist purely to reconcile the spreadsheets.

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Recognise this?

What it looks like from the inside

If three of these are true, the tool has stopped fitting the team. If one is, it is probably worth waiting.

  • 01

    Status is gathered by asking people, not by opening a tool

  • 02

    Engineering and the rest of the company track work separately

  • 03

    Deadlines slip before anyone can see the slip coming

  • 04

    Leadership asks for a roadmap and someone rebuilds it by hand

What separates the options

The questions that actually decide a project tracker

Everyone asks about price and seat count. These are the ones specific to this category — and the ones our questionnaire asks you.

  1. 01

    How does the team plan work?

    Sprints or cycles · Continuous flow on a board · No formal method · Different per team

  2. 02

    Who needs to work in it?

    Engineering only · Engineering and product · The whole company

  3. 03

    Roughly how many items are active at once?

    Under 100 · 100 to 1,000 · More than 1,000

  4. 04

    Does leadership need portfolio or roadmap reporting?

    Yes, regularly · Occasionally · No

Questions

Before you move

Is switching project tracker actually the fix?

Sometimes, and sometimes not. If the symptoms are about a capability the tool does not have — retention controls it cannot enforce, a price that scales the wrong way, an integration that does not exist — then switching solves it. If they are about how your team uses the tool, a new one will reproduce the same mess in a fresh interface within six months. The questionnaire asks what is driving the change precisely to separate those two cases.

Which project tracker should we move to?

The credible options are Asana, ClickUp, Jira, Linear, Monday.com. Which is right depends on your team size, budget and non-negotiables — a 12-person team with no compliance requirement and a 400-person team that needs EU data residency should not end up with the same answer. The questionnaire ranks all 5 against your specific situation.

What does it cost to fix?

Two numbers matter: the licence difference and the cost of the move itself. Median list price in this category is about $12 per seat per month, so the licence difference at 50 seats is usually a few thousand dollars a year either way. The migration is the bigger number, and it scales with history, integrations and headcount rather than with the tool you pick. The questionnaire estimates both.

How long does a switch like this take?

For a team under 50 with a handful of integrations, a few weeks of elapsed time and one to two weeks of actual work. Above 200 people, or with compliance in scope, plan a quarter. The single biggest variable is not the tool — it is how much history has to come with you, and how many other systems are wired into the one you are leaving.

Get the 5 options ranked for your team

About a dozen questions — team size, budget, timeline, what is non-negotiable — and you get a shortlist with the reasoning shown, plus what the move would cost.

Get my shortlist