In 2004, I left Microsoft so Patty and I could homeschool our son Trevor. He was diagnosed with Autism Spectrum Disorder at age five, and we decided as he was entering seventh grade that he would need more help than what his public school could offer. I was his math and science teacher for two years until he re-entered public school in ninth grade. After my homeschooling stint, I decided to focus on writing and consulting, and later Patty and I starting a publishing business. From that point until now, I have regularly been asked if I’m “retired.” At first, I would respond with a strong “no” due to my opinion that retirees spend their days on the golf course or playing bridge. Over time, though, I recognized I had to come up with a better description of what I do as a profession. It’s not a choice of either the golf course or the 8-to-5 grind. For me, it’s something I call sustained lifestyle.
So, what’s sustained lifestyle? Here’s the definition, then we’ll unpack it:
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In the last installment of this series, I reiterated four key pillars a best-in-class product manager drives:
The article focused on aligning job descriptions to the new business system and the role the best-in-class product manager plays in ensuring the change is effectively managed. Next up is the process pillar. Read more at ProjectManagement.com. In The Best-in-Class Product Manager Part 1: The Policy Pillar, I defined four key pillars that a best-in-class product manager drives, as follows:
The article focused on organization-wide, division-wide and regulatory policies and how a best-in-class product manager incorporated policies into business systems implementations. Next up is the people pillar. Read more at ProjectManagement.com.
In my recent series, I outlined 42 questions a product manager should ensure are answered across the following software development life cycle phases:
The foundation of these 42 questions is based on a product manager functioning as something I call a business system steward, which at its core requires focus on four pillars:
In my experience, a best-in-class product manager ensures that all four pillars are at the forefront throughout the SDLC and that the resulting business system reflects alignment and, in some cases, tradeoffs among the pillars. This four-part series will deep-dive into what I believe to be critical policy, people, process, and technology factors that separate best-in-class from average product managers. This first part focuses on policy. Read more at ProjectManagement.com.
This one is a bit of a departure from my typical article topics.
Recently I wrote a book about what I call “good-enough contentment.” It’s an allegory about a forty-something man who is unhappy with his life. After a magical train ride, he learns to define what contentment means in nine areas of his life: career, family, health, friendships, finances, leisure, spirituality, giving, and legacy. Writing the story caused me to look back at my own life--the things I did well and the many mistakes I made. It inspired me to write about nine nuggets that I wish I could go back in time to tell my younger self. Some I would have done the same all over again, others radically different. All, however, are worth putting down in writing to spur your thinking about things you need to start, stop, or continue. Here they are:
A LinkedIn interaction from some time back still sticks with me today. Why? He and I connected, then he immediately asked to review my personal finances so he could do for me what he had allegedly done for so many other “thrilled customers.” I told him “No thanks.” He replied back asking me why. Being the direct guy I am, I told him I thought it was insincere to connect with me and immediately want to review my personal finances and try to sell me on his service. He said he never asked me to send my personal finances through LinkedIn. At this point, the discussion was no longer about him trying to sell me a service; instead, I wanted to provide a teachable moment for him. I told him that sending personal finances through LinkedIn wasn’t the issue, but I didn’t want to divulge my personal finances to someone I didn’t even know who connected with me only 30 minutes ago. After another couple of interactions, he told me that “nice people” would agree to meet with him (I guess I’m not a nice person) and that he was rescinding his offer to meet (even though I already told him I didn’t want to meet with him). It was kind of like “you can’t break up with me because I’m breaking up with you first”. He then wished me the best. He made an impression on me for sure, just not one he wanted.
The Sustainable PM series focuses on four drivers for a holistic, long-term career:
In my first article of this series, I shared three essential pillars of career sustainability. This article focuses on the second driver: a sustainable lifestyle. In 4 Ways Your PM Career Sustainability Can Go Wrong, Trish is a hard-charging project manager who seems to always be working. She believes she has balance because she takes time to eat and go to the gym. She works hard and plays hard. She has opportunities to dial it back a bit and not run so hard, but when she collapses while leading a Zoom meeting, the decision to dial it back is made for her. Read more at ProjectManagement.com.
In a recent phone call I told the CEO of my insurance brokerage that after being a loyal customer for 15 years I had moved all my business to other providers. Given our long-standing relationship, I felt I owed him an explanation; not because I wanted to see someone fired, but because I wanted him to know my reasons for leaving so he could put any lessons learned to use.
It started about seven years ago when the person assigned to my business insurance seemed to lose interest in me. He wasn’t on top of my renewals, made me do work that he could have done for me, and didn’t competitively bid my insurance. I moved all of my business insurance to another agency. A similar issue happened in the past year with my personal insurance; I simply didn’t feel that I was important to my agent. The final nail in the coffin came when my bank notified me that my homeowners’ insurance had lapsed two months earlier without any notification from my insurance agent. I then reached out to another agency, who quickly bound coverage for me at 10 p.m. on a Saturday evening. |
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December 2025
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