A Guide To Living The Semi-Retired Life Now And For The Duration

The links in this post come together to define semi-retirement as a lifestyle — from my perspective, but adaptable to yours

Rocco Pendola
3 min readSep 19


Source: Author / You also get leads on where to find great food and atmosphere!

Earlier this week, I sent this post to free subscribers of my Living The Semi-Retired newsletter.

Consider it a preview of what to expect if you pay to subscribe to my newsletter. If you follow me on Medium, it makes sense to subscribe to my newsletter because I plan on publishing a vast majority of my content (like upwards of 90%) there starting later this week. In reality, I already began shifting most of my work there earlier this month, but decided this week to double down on that strategy.

Anyhow —

The idea and practice of being semi-retired, which makes semi-retirement a lifestyle.

That’s the thing. My newsletter isn’t merely about working part-time now or when you get older. It’s about living a life where you work less now so you can work less longer. Where you can live your preferred lifestyle in your favorite type of cultural and physical environment at a price you can more than afford.

I invite and encourage you to upgrade to a paid subscription today. Because a vast majority of the newsletter’s posts go to paid subscribers only. I outline my rationale around being a paid-only newsletter here.

In a minute, I list a handful of recent paid posts — with free previews — that highlight the core themes and types of content you can expect to have full access to as a paid subscriber.

The least expensive way to subscribe is via a founding membership. Pay $100 today and I will convert you to a lifetime subscription. Pay today. Never pay again.

If I do this newsletter for just 20 years out of my 52-year goal (I turn 100 in 52 years!), your effective annual cost on a founding membership is as low as $5 per year. Compared to $50 a year or $5 a month ($60 a year). Plus I’m raising prices — for new subscribers only — at the end of the year. So, subscribe or upgrade today. Because I plan on writing until the day — or day before — I die.