John Stillman
Mr. Stillman's Opus
Financial and retirement guidance from John Stillman, founder of Rosewood Wealth Management. Serving Durham, Chapel Hill, and the rest of the Triangle.
Author
John Stillman
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Podcast website
Latest episode
May 15, 2026
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Episodes
Practical Strategies for Protecting Retirees Against Scams & Fraud 04.04.2024 18:37
As much as any other threat, recognizing and avoiding scams has become a necessary skill for today’s retirees to develop. Technology continues to evolve at a rapid pace, which makes it more and more difficult to stay on top of the latest scams. This episode will highlight the most common financial scams being used right now to help you better recognize when you’re being targeted. Join us as we exp...
Should You Take the Severance & Pension Buyout? 28.03.2024 8:20
It’s not all that uncommon to hear from someone who was given the option of a severance package and pension buyout years ahead of when they actually planned on leaving work to retire. Is it worth taking the offer and leaving your job or does it make more sense to continue working? We received a question recently from someone in this situation: I’m 60 and have been given two options at work. Keep...
How do you make better financial decisions? 21.03.2024 11:48
A common area where people struggle with their finances is simply just making decisions. It’s easy to fall into the trap of overthinking, to the point where you talk yourself into circles and fail to ever make a choice. You’ve probably heard the phrase ‘paralysis by analysis’ before but it often applies to the financial industry as well. We have a scenario that we want to share and work through...
Retired Early But Still Feel the Need to Earn Money 14.03.2024 9:34
It’s not uncommon for someone to retire early but still not feel totally comfortable with the idea of not earning a consistent paycheck. It’s a complete shift in thinking and unless you’ve done solid planning, there might be a little doubt still lingering in your mind. So how do you know when you have enough to retire? Better yet, how do you get the confidence to spend the money you have in reti...
Should You Max Out Your 401k? 01.02.2024 15:24
Are you considering maxing out your 401(k) but unsure what to do next? We face this question all the time at Rosewood Wealth Management so today we want to explore if it’s wise to max out your 401(k) before investing anywhere else, and if it is, where to look if you want to save even more. It’s a good conversation to have early in the year as you make plans for your retirement contributions over t...
Is Social Security Going Bankrupt? 02.11.2023 13:03
The future of Social Security continues to be a cause for concern if you read the headlines, but should you be concerned about the reality of the program going bankrupt? With so many retirees relying heavily on Social Security for income, there’s plenty of reason to take notice and ask the question. In this episode, we’ll help you better understand the reasons money is projected to run out sometim...
When Should I Do a 401k Rollover? 19.10.2023 13:24
Today we’re going to answer a question that a lot of people are asking when it comes to retirement planning and that’s when should you do a 401k rollover? You’ve probably heard that it’s usually best to move money out of an old 401k account, but does the timing matter? In this episode, we’ll talk about the qualifying events that need to occur in order to give you the option for a 401k rollover. Th...
Estate Planning Disasters 05.10.2023 15:09
We’re finishing up our estate planning series with Tim Nordgren , an attorney at SchellBray in Chapel Hill, with a discussion today on what could go wrong if we don’t have the main planning documents in place. Then we’ll wrap up with some of his estate planning horror stories that he’s seen through the years. As you heard in our previous episodes with Tim, there are four main estate planning docum...
Do I Need a Trust? 21.09.2023 13:09
We’re back once again with Tim Nordgren , an attorney at SchellBray in Chapel Hill, to talk more about estate planning. Today we want to address one of the most common questions that comes up during our planning meetings and that’s whether or not someone needs a trust. It seems like many people have been conditioned to think they need a trust, but that’s not always the case. To help us better unde...
The Must-Haves of Estate Planning 07.09.2023 13:53
Today we’re joined by Tim Nordgren , an attorney at SchellBray in Chapel Hill who focuses on trusts and estates. We send people to Tim all the time and appreciate the work he does, which is why we wanted to have him explain estate documents a little further for us. He’ll walk us through the documents needed for when doing testamentary planning or planning for incapacity and explain what each docum...
Do I need life insurance after I retire? 24.08.2023 17:32
The role of life insurance in retirement is something many people ask about. Do you still need to keep your policy now that your children are on their own and you’ve built a nice nest egg? While that’s true, life insurance might still be able to play a valuable role in your financial plan and we’ll tell you why in this episode. John will run through the most common reasons people say they need l...
What do I need to know about the IRA I just inherited? 10.08.2023 15:39
We’re in the middle of one of the largest wealth transfers in our country’s history as Baby Boomers pass on their estate to loved ones, and some of that money is coming in the form of an IRA. Rules regarding inherited IRAs have changed in the past few years so we want to bring you up to speed on what’s new. Plus, we'll walk you through some of the decisions you’ll need to make with an inherited IR...
Preparing for Changing Expenses in Retirement 20.07.2023 18:22
In this episode, we’ll explore many of the expenses in your life that might drastically change (one way or another) in retirement. We’ll break those expenses down further to see which ones are the top priorities and analyze some of the other factors that impact your cash flow in retirement. Here are some of the things you’ll learn in this episode: Will your work-related expenses like gas and clo...
Housing in Retirement – The 4 Most Common Options 06.07.2023 17:39
When you think about a family’s assets in retirement, few are more important than the home. Not only is it typically the most expensive thing a person owns, but it also carries a lot of emotional attachment with it. Once you reach retirement, you’re likely going to have a few things to consider with your home, and people often go in one of four different directions: stay in their home, move to a n...
Marriage & Money: Part III – Dealing with Divorce 22.06.2023 15:15
Our three-part series on marriage and money wraps up today with a look at the financial decisions that often happen during the divorce process. This is going to be a highly emotional and difficult process for those involved, which makes the financial aspect of this process even more challenging. We’ll walk you through a few of the items that will need to be addressed like dividing assets, child su...
What Changes Financially When You Get Remarried? 08.06.2023 14:59
Money plays a significant role in the health of a relationship and life events like marriage and remarriage require us to have honest conversations about finances when we take these steps in life. In this episode, we’re going to spend time discussing the items that need attention when you get remarried. There are some common themes and considerations as your first marriage, but things like combini...
Financial Decisions to Make Before Marriage 25.05.2023 14:21
Some of life’s biggest events come with important financial decisions and marriage might be at the top of the list. Many of the arguments in a relationship start because of disagreements about money, which is why it’s so important to have a conversation about money and managing finances before your wedding day. In this episode, John will provide some financial guidance and useful tips for how to a...
The Psychology of Investing in the Wake of Historic Market Crashes 04.05.2023 19:01
Have you ever wondered why you handle money the way you do? It turns out your financial behaviors can be traced back to your formative memories. Key events throughout our lives shape the way we view money. In this episode, we explore how historic market crashes have left a lasting impact on our relationship with money. We’ll also contrast them with the way more recent crises have shaped our financ...
Dismantling 5 Top Social Security Myths in 2023 20.04.2023 20:31
Have you ever wondered if the Social Security system will run out of money before you retire? Or if claiming benefits as soon as you're eligible is the best decision for your financial future? In this episode, we'll be debunking common myths about Social Security and answering the questions you've been curious about. Social Security will be one of the biggest sources of retirement income for most...
Retirement Expenses For Which You Forgot To Plan 06.04.2023 16:57
Are you preparing for retirement but feeling confident that you have covered all the expenses? Well, think again… It turns out that many retirees overlook some crucial expenses that can leave them financially vulnerable. In this episode, we explore the retirement expenses that most people tend to forget, including skyrocketing medical bills, unexpected travel costs, taxes, and much more. We'll dis...
Moving Your Retirement Goalposts: Worth the Risk? 16.03.2023 16:01
Do you ever feel like your retirement planning goals are always moving? You're not alone. We’ve found that people often move the goalposts in their own retirement planning, often to their detriment. In this episode, we're diving deep into the psychology of retirement planning and the dangers of moving the goalposts. Keep in mind that we’re talking about the rules you make for yourself rather and n...
5 Top Tax Questions For Retirees In 2023 23.02.2023 17:32
Retirement can come with a lot of tax questions and concerns. From understanding the tax implications of withdrawing from your retirement accounts to minimizing taxes on investment income, it can be overwhelming. On today’s episode, we’ll break down the top ten tax questions retirees are asking in 2023. Before you file your 2022 taxes and plan ahead for the rest of the year, make sure to listen to...
Rookie Mistakes Even Experienced Investors Make 09.02.2023 18:09
mistakes. No matter how experienced you might be, we’re all susceptible to a moment of weakness. On this episode, John will cover some of the top rookie mistakes we see people make and share examples of how he’s seen this play out. Plus, he’ll illustrate how to avoid these missteps or how to fix them if you’re already made some in your financial life. Here’s some of what you’ll learn in this episo...
SECURE Act 2.0 – Important Retirement Planning Changes to Know 26.01.2023 11:58
The SECURE Act 2.0 was pushed through Congress late last year, and even though you won’t see too many exciting headlines about the legislation, there are actually some great planning opportunities inside. We spent a little time talking about the RMD age change that will impact people in or near retirement in our last episode. Now we want to highlight a few more positive changes that you need to kn...
SECURE Act 2.0 – RMD Age Changing Again 19.01.2023 8:16
We’re only a few years removed from the SECURE Act being passed, which brought about significant retirement planning changes. Now three years late, Congress passed SECURE Act 2.0 in late December and we have another round of changes to process and adjust to. We’ll cover these provisions over the course of multiple episodes, but today we’ll focus primarily on another adjustment to the age you have...
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