Great question!
1. I simplified nearly everything I do financially. Being able to step back to see the big picture was key for me.
Investment / Expense tracking -- (I've used Quicken for decades, but I used to have a category for everything and nothing looked like an outlier. It was so detailed I couldn't see the forest for the trees. I followed arebelspy's advice and combined many of my expense categories into "discretionary". This made a huge impact on seeing how much I was spending on all of those little items.
2. Simplified my investment portfolios by combining them. I hadn't really understood investing before, so combining all of my separate accounts (old IRAs, taxable investments, etc.) into one vanguard account showed me information that I could actually analyze. I also reduced the number of funds I had into just 3 index funds (the lazy man portfolio). This stopped me from losing money on fees for trades and also from locking in losses.
3. I created a spreadsheet that shows my master financial plan. It has a starting year and every row is one year until I reach 100. Columns are my major funding accounts and assets and liabilities (401K, Vanguard, Roth, CDs, mortgage 1, mortgage 2). I add or subtract from each fund as I move through the year and plan my future withdrawal strategies in the same manner. The workbook has many tabs with many different tracking features (including MDM's Cashflow), and I compare to FireCalc and cFiresim on a regular basis to ensure that my calculations are within family to others. But this master plan helps me see that if I save an additional $20K this year, then that can translate into another year that I'm funded on the back end. It's very motivating to me.