The Top Five Retirement Questions Answered by Our Newest Boldin Advisors

A Bolden Advisors YouTube video (uploaded by Steve Chen) featuring advisors Matt McCoy, Dennis Brawley, and Adam answering common retirement and tax questions. They emphasize taking a long-term, comprehensive view—planning across a lifetime rather than year-to-year—focusing on priorities, treating retirement as a process, and using lifetime tax strategies (e.g., Roth conversions, donor-advised funds, capital gains harvesting).
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The most common questions I get fall into two buckets. Am I doing this right and what am I missing? People want clarity. Whether it's taxes, retirements, cash flow, debt management, they're worried that there's a blind spot that could cost them time, money, or peace of mind. My biggest piece of advice is this. Don't plan year to year. Plan across a lifeboat. Most financial stress comes from making isolated decisions. One tax year, one account, one job change without stepping back to see how everything fits together. When we zoom out and understand how taxes, benefits, retirement accounts and cash flow decisions interact, the path forward actually becomes simpler. You don't need perfect answers, you just need a framework. Once you understand the framework, every decision becomes easy.
Hi, I'm Matt McCoy and I'm one of the advisors here at Boland. One of the most common questions I hear from clients is, do I have enough money to retire? And if you have that question, it's usually a great time to work with an advisor to build out a comprehensive financial plan. The discussion should be centered around your priorities and what you want your life to look like in retirement so that we can work together to chart the best path to get there.
Hello, my name is Dennis Brawley and I'm one of the certified financial planner professionals here at Bolden Advisors. I was recently asked what are the most common questions that you get asked by clients and what tips or advice do you give them? In my professional experience, the most common questions clients have are around their retirement timeline. They have questions like when should I retire? How much would I be able to spend? And will I be able to leave a legacy for my family? I encourage clients to focus the lens on what's most important to them and also to treat retirement as a process rather than a single point in time. I remind them that planning involves assumptions and the less variables you have in your planning, the more accurate and clear the path becomes.
Hi, I'm Adam and I'm a Bolden advisor. At the end of the day, most people simply want to know, am I going to be okay? They want to spend money on what matters to them without worrying about running out. I also get a lot of question on taxes and how to reduce them using strategies like Roth conversions, donor advised funds, capital gain harvesting, etc. My biggest piece of advice is to take a lifetime view of taxes. Don't focus only on what saves you money for this year. Focus on what minimizes taxes over your entire lifetime. Sometimes paying a little more today is what ultimately saves you the most long term.
Hi, I'm Roger Tran and I'm a Bolden advisor. The most common question I get is when can I retire or am I doing the right things to work towards that? I'll normally start by digging deeper into the ideal lifestyle my clients want to live. This goes beyond the typical age and how much. Discussion in order to provide the best possible advice, I have them think about their personal values, philosophy around money, how they like to spend their time or resources, who they want to take care of, etc. These are all important factors when planning for this stage of their lives.
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