Author: Olive Tree Wealth Management

Continuing my exploration of retirement, I want to build on my last two blogs and introduce you to my friend Joe. He has a less common approach to retirement. And he has some terrific insights which he has graciously shared. Joe is an interesting guy. He is 70 years old and worked as a self-employed electrician for 40 years. He retired from that about 10 years ago. He’s well-read, reflective and philosophical. He loves coffee so he went to New … Continued

Last time I talked about people in their 50’s with busy careers who are getting tired and are starting to see the finish line. Today, I’ll tell you about someone who crossed it recently and the unexpected impact it had on him. Most people expect their life to change in positive ways once they retire. That usually means having more free time to do the things they always had to reserve for evenings, weekends and holidays. “So what are you … Continued

I’ve noticed a trend in my practice. I’m being approached very often by people in their early-mid fifties with senior-level jobs at big companies asking me to look at their financial plan with a view to making change. “Change” doesn’t necessarily mean retirement, though the most powerful financial driver for serious change is knowing that you can afford to pack it in all together. Here are the circumstances and what they most often have in common: 50 to 55 years … Continued

I’m a huge fan of NCAA basketball. Every year, I get consumed by the excitement of March Madness, the 64-team tournament that determines the national champion. Over the past two years, the women’s games have enjoyed more coverage and attention. As a fan of the game, I’m thrilled because the women play a purer version, in my view, with outstanding passing and exceptional shooting. The biggest star of the women’s game has been the sensational Caitlin Clark. Sometimes, she seems … Continued

If I ever write another book, and I hope to, it just might be about how our homes fit into our wealth plan and our retirement. I find that once people retire and feel comfortable that their finances will support their lifestyle, the next most important thing on their mind is their home. And once that is sorted out, the last piece is their estate. Often the two – their house planning and their estate planning – are connected. Our … Continued

Years ago, my aunt and uncle spent time in a retirement community in Florida with a couple much older than them. “How was it?” I asked. “No one there buys green bananas!” my uncle exclaimed as a way of pointing out that he was younger than most people there. These days, I find that way of thinking taking over the minds of many of my clients. It becomes noticeable when we are considering investing in bonds and GICs. Interest rates … Continued

I’ve mentioned many times that one-third of my clients are women on their own. This gave me insight that made it possible to write When the Picture Changes. Generally, women live longer than men and women are more likely to be on their own in retirement. But over the past two years, several of my male clients have lost their spouses. I’ve noticed that they face different challenges than women in adjusting to life on their own. I don’t think … Continued

I’ve talked before about how things happen in waves in my practice. I seem to deal with very similar problems in clusters. These days, I’m helping a number of people who have sold their homes to use the proceeds to generate income. They have generally been on their own and in retirement. Their home was becoming too much for them. They no longer needed the space. The maintenance was becoming difficult. And decisions around major repairs were costly and stressful. … Continued

A few years ago, I was a fan of the Netflix series “Suits”. In one of the early episodes, the protagonist Harvey Specter was mentoring his young protégé on how to move a case forward. “Keep pressing until it hurts. Then you’ll know where to look”, he said as he sent off his understudy to get more information. This is absolutely true for wealth advisors if they want to help clients deal with their most important concerns. I’m not talking … Continued

There seems to be a surge in information available about aging well and longevity. This isn’t surprising given demographics and an aging baby boom. What has surprised me is how much time I spend talking about it and how much of my headspace it takes up. I’m reminded of a conversation with my Uncle Vito at a family gathering when I was in my twenties. I was quietly listening while relatives 30 or 40 years older talked. Uncle Vito pointed … Continued