Module 1 • 5+ Years Out

Assessing Your Starting Point

Where are you now, and where do you need to be? Calculate your income gap and determine if you're on track for retirement.

What You'll Learn

  • How to calculate your true retirement income needs (not the 80% rule)
  • Inventory all retirement accounts and understand their tax treatment
  • Calculate your income gap (needed vs. current dividend production)
  • Assess your risk tolerance for the transition ahead

Step 1: Calculate Your True Income Needs

Forget the "80% of pre-retirement income" rule. You need to build a real budget based on actual expenses, not arbitrary percentages.

Monthly Fixed Expenses

Start with the non-negotiables:

  • Housing: Mortgage/rent, property taxes, insurance, HOA fees
  • Healthcare: Medicare premiums (Part B, D, supplemental), out-of-pocket maximums
  • Utilities: Electric, gas, water, internet, phone
  • Insurance: Auto, life, umbrella policies
  • Debt Service: Car loans, credit cards (ideally $0 by retirement)

Variable Expenses

Then estimate the discretionary spending:

  • Food: Groceries and dining out
  • Transportation: Gas, maintenance, registration
  • Entertainment: Travel, hobbies, subscriptions
  • Gifts & Charity: Family, holidays, donations

Common Mistake: Underestimating Healthcare

In 2025, the average 65-year-old couple needs $315,000 for healthcare in retirement (Fidelity). If you're retiring before 65, add $1,000-$1,500/month for ACA coverage until Medicare kicks in.

The Inflation Buffer

Add 20% to your calculated expenses. Why? Because retirement spending isn't linear. You'll spend more in the early "go-go years" (60-70) on travel and activities, then taper down in the "slow-go years" (70-80), and spike again in the "no-go years" (80+) due to healthcare.

Step 2: Inventory Your Accounts

List every retirement account you own and categorize by tax treatment. This matters for withdrawal strategy later.

Tax-Deferred Accounts (Pre-Tax)

  • Traditional 401(k): $_____ (taxed as ordinary income on withdrawal)
  • Traditional IRA: $_____ (taxed as ordinary income on withdrawal)
  • SEP IRA / SIMPLE IRA: $_____ (taxed as ordinary income on withdrawal)

Key Rule: Required Minimum Distributions (RMDs) start at age 73 (as of 2024).

Tax-Free Accounts

  • Roth 401(k): $_____ (tax-free withdrawals after 59.5)
  • Roth IRA: $_____ (tax-free withdrawals, no RMDs)
  • HSA: $_____ (triple tax-advantaged, use for healthcare first)

Taxable Brokerage Accounts

  • Individual/Joint Brokerage: $_____ (taxed on realized gains + dividends)
  • Cost Basis: $_____ (know this for tax-loss harvesting opportunities)

Pro Tip: Account Placement Strategy

Your highest-yield assets (T3-T5) belong in tax-deferred accounts. Put dividend growth stocks (T2) in taxable accounts to benefit from qualified dividend rates (0-20% vs. ordinary income tax 10-37%).

Step 3: Calculate Your Income Gap

Now compare what you need vs. what you're currently producing in dividend income.

The Gap Formula

Monthly Income Needed: $_____ (from Step 1)

Minus: Social Security (estimate at ssa.gov): -$_____

Minus: Pension (if any): -$_____

Minus: Current dividend income: -$_____

Income Gap: $_____

Sizing the Portfolio You Need

If your gap is $3,000/month ($36,000/year), how much capital do you need?

  • At 4% yield (conservative Tier 2-3 mix): $900,000
  • At 6% yield (balanced Tier 3-4 mix): $600,000
  • At 8% yield (aggressive Tier 4-5 mix): $450,000

Warning: Don't Chase Yield to Close the Gap

If you need $900K but only have $450K, the answer is NOT to go 100% Tier 5 (YieldMax, etc.) to hit 8% yield. High yield = high NAV erosion. You'll close the gap short-term but destroy principal long-term.

Step 4: Risk Assessment

Assess your true risk tolerance. This is NOT a questionnaire score - it's a hard look at how much volatility you can stomach.

Critical Questions

  1. Can you afford a 30% portfolio drawdown? If your $500K drops to $350K in a crash, do you have enough cushion to not panic-sell?
  2. How stable is your dividend income? If half your holdings are T4-T5, your monthly checks will swing wildly.
  3. What's your re-employment risk? If you retire at 60 and run out of money at 70, can you go back to work?
  4. Do you have an emergency fund? You need 12-24 months in cash before you even think about living off dividends.

Action Items

1

Complete the Retirement Worksheet

Download our spreadsheet and fill in all expenses, account balances, and income sources.

2

Get Your Social Security Estimate

Create an account at ssa.gov and download your benefit statement.

3

Run a Portfolio Audit

Use the DivAgent Portfolio Tracker to see your current tier allocation and projected dividend income.

Next Steps

Once you've calculated your gap and inventoried your accounts, you're ready to build your income base. Module 2 covers the strategic shift from growth to income.