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For 1 and 3, it's the process that matters more than the tool. One process I found effective is maintaining a spreadsheet of tasks and a spreadsheet of larger milestones, updated in periodic meetings.

For the task spreadsheet, you can have a twice-a-week stand up where everyone goes around and updates their own tasks on a google sheet in turn.

For the milestone spreadsheet, a period between one month and one quarter works well.

Although meetings are often eschewed by software engineers, they really do help to keep projects on track.

Also appoint someone to be in charge of tracking the "health" of various milestones, red = needs course correction, orange = at risk, green = on track, etc.



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