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4 Common Planning Questions & How a Financial Plan Can Answer Them

  • mackenziestussie
  • Aug 19
  • 3 min read
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A financial plan is more than a snapshot of your current finances—it’s a roadmap that helps you answer life’s biggest money questions with clarity and confidence. Here are four of the most common questions people face and how a comprehensive plan provides the answers.


1. When Should I Take Social Security?

Timing your Social Security benefit is one of the most important retirement decisions you’ll make. A financial plan helps analyze:

  • Full Retirement Age (FRA): The age (typically between 66–67, depending on birth year) when you’re entitled to your full benefit.

  • Early Claiming: Benefits can begin as early as age 62 but at a permanent reduction—sometimes 25–30% less than at FRA.

  • Delayed Retirement Credits: Waiting past FRA (up to age 70) increases benefits by about 8% per year.

  • Spousal & Survivor Benefits: Coordination matters—if married, one spouse’s claiming age can affect lifetime household income and survivor benefits.

  • Taxation of Benefits: Up to 85% of benefits may be taxable depending on your other income, so timing benefits alongside withdrawals from retirement accounts can reduce taxes.

  • Break-Even Analysis: Financial planning models compare scenarios (e.g., claiming at 62 vs. 67 vs. 70) to show when delaying benefits pays off.


How a plan helps: Instead of guessing, your plan will project lifetime income under different scenarios, taking into account health, longevity, spousal income, and tax implications to identify the optimal claiming strategy.


2. How Much Do I Need to Live Off Of?

One of the biggest retirement fears is running out of money. A financial plan addresses this by answering:

  • Essential vs. Discretionary Spending: Breaking down must-have expenses (housing, healthcare, food, insurance) versus lifestyle goals (travel, hobbies, gifting).

  • Healthcare & Long-Term Care: Projecting rising costs, including Medicare premiums, supplemental insurance, and potential long-term care needs.

  • Inflation Impact: Even modest inflation erodes purchasing power over time. A plan models rising costs across decades.

  • Longevity Risk: Planning not just for average life expectancy but for the possibility of living into your 90s.

  • Emergency Reserves: Ensuring cash reserves are in place to cover unexpected expenses without disrupting investment strategies.


How a plan helps: By creating a year-by-year projection of income sources (Social Security, pensions, portfolio withdrawals) against expenses, you’ll know whether you’re on track—and where adjustments may be needed to maintain your desired lifestyle.


3. What’s the Right Return for a Sustainable Portfolio?

Retirement investing isn’t about chasing the highest return—it’s about achieving the right return to support withdrawals without depleting the portfolio too quickly. Key considerations include:

  • Withdrawal Rate: The “4% rule” is a starting point, but modern planning often uses flexible withdrawal strategies to account for market volatility.

  • Portfolio Stress Testing: Using Monte Carlo simulations, your plan can model thousands of market scenarios to test the probability of success.

  • Risk Tolerance & Capacity: Balancing your emotional comfort with volatility against the actual need for growth.

  • Asset Allocation: Diversifying across stocks, bonds, and alternatives to balance growth, stability, and income.

  • Glide Path Adjustments: Adjusting the portfolio over time—slightly reducing risk in later years while ensuring enough growth to outpace inflation.


How a plan helps: Instead of targeting an arbitrary number, your plan calculates the return you need to sustain withdrawals, factoring in market risk, inflation, and your personal timeline. This prevents taking either too much or too little risk.


4. How Do Taxes Impact My Retirement Income?

Taxes don’t stop in retirement—in fact, they often become more complex. A financial plan provides tax-efficient withdrawal strategies by looking at:

  • Withdrawal Sequencing: Deciding whether to pull first from taxable accounts, traditional IRAs/401(k)s, or Roth accounts can significantly reduce lifetime taxes.

  • Required Minimum Distributions (RMDs): Starting at age 73, RMDs force withdrawals from retirement accounts. Planning ahead can reduce large future tax bills.

  • Roth Conversions: Converting some IRA/401(k) assets to Roth accounts in lower-tax years can create future tax-free income.

  • Social Security Taxation: Managing other income to reduce how much of your Social Security is taxable.

  • Charitable Giving: Strategies like Qualified Charitable Distributions (QCDs) allow IRA withdrawals to go directly to charities, reducing taxable income.

  • Capital Gains Harvesting: Managing taxable accounts to realize gains in low-income years or offset them with losses.


How a plan helps: Instead of reacting year-to-year, your financial plan maps out a multi-

decade tax strategy—reducing taxes not just this year, but over your entire retirement horizon.


Final Takeaway

A financial plan isn’t about predicting the future—it’s about preparing for it. By addressing these four questions—Social Security timing, living needs, portfolio sustainability, and tax efficiency—a plan creates a roadmap to help you navigate retirement with confidence and peace of mind.


Questions? Feel free to send us a message here.

 
 
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