Between 10,000 and 12,000 Baby Boomers Retire Every Day
Here are their most common questions
Submit Your Question TodayFrequently Asked Questions
When can I afford to retire?
Determining your retirement date isn’t just about age — it’s about financial readiness and security. At Kastler Financial Planning, we use personalized cash flow projections and Monte Carlo simulations to assess your unique needs over your retirement timeline. We’ll help you understand your income sources, expenses, and risk tolerance so you can retire with more confidence, not guesswork. You can view a demonstration of our software capabilities here:
VideosHow much money do I need to retire comfortably?
The elusive "magic number" varies widely depending on lifestyle, location, and longevity. There’s no one-size-fits-all answer. We help define your goals and evaluate income needs based on your lifestyle and longevity expectations. Then we craft a sustainable, diversified investment strategy tailored just for you — without pushing products or chasing trends.
I'm concerned about how Advisor fees will impact my Retirement Plan.
Fees matter a lot, especially in retirement when you don't have an opportunity, generally, to add more income to your nest egg. Many investors are unaware of how percentage-based advisory fees can quietly drain their portfolio. At Kastler Financial Planning, we take a different approach: low-cost, flat fee, transparent pricing with on-going retirement planning support. To analyze how fees may impact your specific situation, you can download our no-cost no-obligation Advisor Fee Calculator, available in the Resource Center.
ResourcesWhen should I claim Social Security?
Timing your Social Security benefits can significantly impact your lifetime income. We analyze your break-even points, spousal benefits, and longevity projections to help you make an informed decision. Kastler Financial Planning integrates Social Security optimization into your Income Plan and broader retirement strategy — not as a standalone decision.
How will taxes affect my retirement income?
Taxes don’t retire when you do. From Social Security to IRA withdrawals, every income stream has tax implications. Tax Planning is one of our 7 Pillars Retirement Planning approach. We'll analyze Roth Conversion strategies and withdrawal sequencing to help you keep more of what you’ve earned. Our fiduciary, flat-fee model provides advice in your best interest.
As a business owner and HNW, how do I transfer assets to my heirs?
Estate Planning is one of the 7 Pillars Retirement Planning approach at Kastler Financial Planning. We'll help you craft a personalized strategy that includes tax efficiency, legacy goals, and family dynamics. That's a foundation we believe is required while collaborating with your legal and tax professionals to help ensure a smooth and intentional transfer of wealth.
How do I plan for healthcare costs in retirement?
Healthcare is one of the biggest unknowns in retirement. We help you estimate costs for Medicare, supplemental insurance, and long-term care, then incorporate those into your retirement plan. Our fiduciary approach will help align your coverage decisions to your overall retirement goals — not driven by commissions on any particular product.
How should I invest once I retire ?
Retirement investing isn’t about “set it and forget it.” Investment Planning is one of the 7 Pillars Retirement Planning approach at Kastler Financial Planning. We design a portfolio based on your risk tolerance, to transition from growth-focused to income-efficient, using highly diversified, low-cost strategies built for your retirement plan. Periodically, based on your life changes or market changes we may recommend rebalancing - every portfolio recommendation is based on your values and long-term goals. As those change, so should your portfolio. See our related article:
Investing in RetirementWhat's the best way to generate income in retirement?
Income Planning is one of the pillars in our 7 Pillars Retirement Planning approach. We design income plans using a mix of steady income streams such as dividends, interest, Social Security, pensions, and systematic withdrawals. We will also evaluate annuity options, if appropriate to your situation — always with your goals in mind. Kastler Financial Planning designs an income strategy to be sustainable and to meet your expected lifestyle and monthly expense goals. See our related article here:
Retirement Income PlanningHow do I support aging parents or adult children without jeopardizing my retirement?
Many retirees face the “sandwich generation” squeeze. We help you balance generosity with financial prudence by modeling scenarios that show the long-term impact of providing family support. Together, we build flexible plans that protect your future while honoring your family values.
What will I do with my time in retirement?
Retirement should be a beginning, not an ending. We highly encourage purpose-driven lifestyle planning with financial strategy — so your plan supports not just your income, but your aspirations, passions, and legacy. Kastler Financial Planning offers a Purposeful Retirement eGuide in our Resource Center that you can download at any time with no-cost and no-obligation. Our eGuide is available at:
ResourcesShould I pay off my mortgage before retiring?
The answer depends on your cash flow, interest rate, and emotional comfort. We evaluate whether paying off your mortgage enhances your long-term financial position or limits your liquidity. Kastler Financial Planning provides unbiased analysis to help you make the right call — balancing peace of mind with financial wisdom.
As a widow, what are the unique issues I need to address?
Widowhood brings emotional and financial complexities that often unfold gradually. Beyond navigating grief, surviving spouses must reassess income sources, asset ownership, Social Security benefits, estate plans, and much more. At Kastler Financial Planning, we guide widows through this transition with patience and clarity - reviewing inherited assets, updating beneficiary designations, and ensuring your retirement plan reflects your new reality and future goals. Our fiduciary fee-only model helps us provide recommendations that are thoughtful, unbiased, and sensitive to your life stage. As a starting point, you may want to download "Women and Retirement" from our Resource Center.
ResourcesSend us your questions!
Contact Us TodayIf you believe you could benefit from working with a financial professional, let’s review yours goals to see if you’re a good match for our practice or if you have any questions you can ask here!