There is any relationship between Pomodoro Technique[1] and Deep Work? Using a tracker to force you to concentrate on the specific task could help to archive the goal?
I have been using the Pomodoro Technique with good results for a while now. What it helps me with is to get started. I noticed that my reluctance to get started increases proportionally with the complexity/difficulty of the task. However knowing that all I have to do is just spend half an hour on TRYING to make progress makes a big difference. This concept of trying instead of the pressure of solving the problem outright made a big difference in my motivation.
[1]https://en.wikipedia.org/wiki/Pomodoro_Technique