
Income Issues
- Do you need to quantify your regular earned income?
- Do you receive variable or irregular income (owner distributions/draws, commissions, a bonus, etc.)?
- Do you, or will you, receive unemployment income?
- Can you reliably expect to receive regular gifts or other windfalls?
- Do you receive rent, royalty, alimony, and/or child support payments?
- Do you have income-producing investments?
- Are you taking distributions from your portfolio (e.g., regular withdrawals, RMDs, etc.)?
- Do you have pension and/or annuity income?
- Are you eligible for, or already receiving, Social Security benefits?

Expense Issues
- Do you need to quantify your fixed expenses?
- Do you need to quantify your variable expenses?
- Do you have other infrequent, but expected, expenses?
- If you own a rental property, do you need to consider expenses related to owning or maintaining it?
- Do you fund untracked expenses with cash?
- Can you change the frequency of any recurring payments to reduce the total annual expense (paying certain bills annually instead of monthly)?
- Do you need to assess your spending patterns and modify your spending habits?

Debt, Tax and Savings
- Do you have debts that you are currently repaying?
- Do you need to quantify your tax obligations and review your plan to remit payments?
- Do you need to review your financial goals?
- Do you need to prioritize your financial goals?
- Do you need to increase the size of your emergency fund?
- Do you have the flexibility to front-load your annual savings early in the year?
- Do you need to save for expected large outlays (e.g., new car, new roof, technology updates, options exercise/tax, etc.)?

Cash Flow Management
- Do you need to earn additional income?
- Do you need to adjust your balance of saving vs. spending?
- Do you need to track automatic payments/savings, and/or set up automatic payments/savings?
- Do you need to establish a method of regularly monitoring your cash flow?
- Would a broader duration (e.g., 12 months) review of your cash flow help to smooth out sporadic income and expenses?
- If you monitor and track your own cash flow, does your calculation of outflows fail to equal your actual inflows?
- Do you need to project future cash flow?