Pretty much have the same routine when working and contributing, and now in transition (with fewer contributions). This takes about an hour each month.
- Have all accounts monitored through Vanguard
- At end of each month download the summary page
- Transfer the totals for each space (Roth, 401k, etc) to a monthly summary sheet (goes back 20+ years)
- Run a macro to update the investments AA sheet
- View the graphs, charts, calculations for purpose of deciding how much AA has drifted
- Determine if new contributions can re-balance, and make a decision on that
For in-laws I download more detailed information on a quarterly basis, and summarize that in tables and charts. Takes a few hours every quarter.
I do other investing tasks which might take a few hours each week. I usually read a daily summary of world markets. When I have money to deploy for in-laws, I'll perform evaluation of companies in anticipation of purchasing shares in the near-term.