Our Retirement Planning Process

Planning for retirement is about much more than investing your money.
As retirement approaches, every financial decision becomes more connected. When you claim Social Security affects your taxes. Taxes affect your retirement income. Your investment strategy affects how much you can safely spend. Healthcare costs influence when you can retire.
That's why we don't believe retirement planning should be handled one piece at a time.
At In The Money Retirement Planning, we take a comprehensive approach that coordinates every part of your financial life into one retirement strategy designed around your goals.
Whether retirement is five years away or fifteen years away, our planning process is designed to help you make informed decisions with greater confidence.
Step 1: Discover Your Goals
Every successful retirement plan begins with understanding what retirement means to you.
Before discussing investments or taxes, we want to understand your vision for the future.
During our discovery meeting, we'll discuss questions like:
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When would you like to retire?
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What does your ideal retirement lifestyle look like?
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Where do you plan to live?
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How much do you expect to spend?
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Do you want to travel?
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Do you plan to continue working part-time?
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Are you hoping to leave a financial legacy?
Your retirement plan should reflect your life—not someone else's.
Step 2: Understand Your Financial Picture
Once we understand your goals, we gather the information needed to evaluate your current financial position.
This may include reviewing:
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Income
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Savings
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Investment accounts
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Employer retirement plans
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Pension benefits
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Social Security estimates
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Insurance coverage
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Estate planning documents
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Tax returns
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Outstanding debts
Understanding where you are today allows us to build a strategy for where you want to go.
Step 3: Identify Opportunities and Risks
This is where planning begins.
We evaluate your current financial situation to identify areas where improvements may be possible.
Examples include:
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Retirement readiness
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Retirement income projections
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Tax planning opportunities
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Roth conversion strategies
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Social Security claiming options
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Investment allocation
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Healthcare planning
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Insurance gaps
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Estate planning considerations
Rather than simply pointing out problems, we focus on identifying opportunities that may improve your long-term financial outcomes.
Step 4: Build Your Retirement Strategy
After completing our analysis, we develop recommendations tailored to your financial goals.
Your personalized retirement strategy may include:
Retirement Income Planning
Determining how your retirement savings can be converted into reliable income throughout retirement.
Tax Planning
Evaluating strategies that may reduce lifetime taxes through Roth conversions, tax-efficient withdrawals, and coordinated retirement income planning.
Investment Strategy
Building a diversified portfolio designed to balance long-term growth with retirement income needs and risk management.
Social Security Planning
Helping you evaluate when claiming benefits may best fit your overall retirement strategy.
Medicare Planning
Preparing for healthcare costs and helping you understand how Medicare fits into your retirement budget.
Estate Planning Coordination
Reviewing beneficiary designations and coordinating with your estate planning attorney when appropriate to help ensure your financial plan aligns with your estate planning goals.
Step 5: Put the Plan Into Action
A financial plan only creates value if it's implemented.
Once we've agreed on your strategy, we help prioritize the recommendations and develop an action plan.
Depending on your situation, implementation may include:
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Updating investment allocations
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Completing Roth conversions
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Coordinating retirement account withdrawals
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Adjusting retirement savings
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Reviewing insurance coverage
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Updating beneficiaries
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Coordinating with your CPA or attorney
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Preparing for retirement
Rather than trying to accomplish everything at once, we focus on implementing recommendations in a logical sequence.
Step 6: Monitor and Adjust
Retirement planning doesn't stop once you retire.
Your financial plan should evolve as your life changes.
We continue reviewing your plan to account for:
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Changes in retirement goals
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Tax law updates
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Market conditions
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Healthcare costs
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Inflation
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Retirement income needs
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Required Minimum Distributions
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Changes in family circumstances
Regular reviews help keep your retirement strategy aligned with your goals.
Why Our Process Is Different
Many financial firms begin with your investment portfolio.
We begin with your life.
Your investments are important, but they're only one part of your retirement plan.
Our planning process integrates:
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Retirement income
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Tax planning
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Investment management
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Social Security
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Medicare
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Estate planning coordination
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Insurance reviews
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Cash flow planning
By looking at the complete picture, we help clients make more informed financial decisions.
Who We Work With
Our firm specializes in helping Connecticut pre-retirees who are within approximately 5 to 15 years of retirement.
Many of our clients are:
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Professionals
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Engineers
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Healthcare workers
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Educators
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Government employees
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Corporate executives
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Small business owners preparing for retirement
They've spent decades saving and now want a strategy that helps them transition confidently into retirement.
Frequently Asked Questions
Do I need a certain amount of assets to work with you?
We work with many pre-retirees who are preparing for retirement and looking for personalized planning. The best way to determine whether we're a good fit is through an introductory conversation.
Do you only provide investment management?
No. Investment management is just one component of our comprehensive retirement planning process. We also help clients with retirement income planning, tax strategies, Social Security, Medicare, estate planning coordination, and ongoing financial guidance.
How often will we meet?
Meeting frequency depends on your needs and the services you receive. We review your financial plan regularly and recommend updates whenever significant life or financial changes occur.
Can you work with my CPA and attorney?
Yes. When appropriate, we coordinate with your existing tax and legal professionals to help ensure your financial strategy is aligned across all areas of your plan.
What happens after I retire?
Our relationship doesn't end when you retire. We continue helping clients navigate retirement income decisions, taxes, investment management, Required Minimum Distributions, Medicare, and other financial decisions throughout retirement.
Let's Build a Retirement Plan Designed Around You
Retirement is one of the biggest financial transitions you'll ever experience.
You deserve a plan that looks beyond your investment accounts and coordinates every part of your financial life.
At In The Money Retirement Planning, we help Connecticut pre-retirees make informed decisions about retirement income, taxes, Social Security, Medicare, investments, and long-term financial planning.
If you're ready to take the next step toward making work optional, we'd love to help.
Schedule your Retirement Readiness Call today and discover how a personalized retirement plan can help you approach retirement with greater confidence.
