r/TimeTrackingSoftware

I’m usually working on 3–4 initiatives at the same time. On top of that, I deal with incidents, bugs, and ad hoc requests from the business.
I rarely have time to log work on Jira tickets as I go, so I end up doing it once a month, trying to reconstruct where my time went based on my calendar (meetings) and memory.
Obviously, this isn’t ideal, and I’m sure I’m missing things or estimating poorly.
My question is: Have you found any tricks, workflows, or tools to automate or at least simplify Jira time tracking? For example, integrating it with your calendar, using AI to reconstruct time entries, or anything else that actually works in practice?
Or is the only realistic solution to build the discipline to log time immediately after each task?
I’d love to hear how you handle this, especially if you’re juggling multiple initiatives and lots of unplanned work.

I've been using Toggl Track for a while, first as an ADHD tool, then to track billable hours when I went into consulting. It works well enough, I like the invoice exports from reports, and it's overall fine. I recently recommended it to a colleague who is a new consultant so he could track his time.

He set it up, set the timer going, etc and all was well. Then he asked me how to generate and export the invoices. I was puzzled since it seemed pretty straightforward to me, but I took a look at his interface and didn't see anything about exporting invoices.

I finally had some time to look into it today, but it's a weekend so I had to talk to their customer support AI bot. The exact wording is shortened by me:

Me: How do I export an invoice generated from reports?

Bot: Click the "Create invoice" button on a report and you can see previous invoices by clicking "Invoices" on the left hand menu bar

Me: I don't see either of those buttons

Bot: That makes sense. You're on Toggl Focus, not Toggl Track. Toggl Focus doesn't have an invoice feature

Me: How do I access Toggl Track?

Bot: Just go to track.toggl.com and use your existing login

Me: When I follow the link, it just redirects me back to focus.toggl.com

Bot: Of course, you don't have a Toggl Track license or trial so it'll redirect you to back to Toggl Focus

Me: How do I get access to Toggl Track?

Bot: I'll need to send you to a customer support agent who can help. Would you like me to do that?

Me: Yes

So I guess nothing will be happening until Monday. I wondered if my colleague had accidentally signed up for the wrong service, but when I visited the Toggl homepage, there's a banner across the top stating "Already using Toggl Track or Toggl Plan? Both remain available and supported for existing users" so it seems like the product with the invoicing features is a legacy product and not one that you can actually sign up for now? I'm just baffled and a bit embarrassed that I recommended a product that doesn't do the one thing he really wanted.

Is my assessment accurate? That Toggl Track and their invoice generation is no longer an offering that they are allowing new signups for? If that's the case, this is the only thing I use it for and I'm now looking for a new tool myself in case this gets deprecated or loses support in the future... Any suggestions? lol