
Stories, reflections, and difficult conversations about love, heartbreak, healing, desire, and what it means to be human.
| Platform | Pricing | Only free issues | Publishes | Twice weekly | |
|---|---|---|---|---|---|
| Issues | 87 | Founded | 10 months ago | Last Issue | 6 days ago |
| Active | |||||

Every family passes something down.
For some, it is land.
The Diary of a Playboy is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.
For others, it is a thriving busin...
There are few pains more confusing than loving someone who does not love you the same way.
The Diary of a Playboy is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.
No...
Some conversations change relationships forever.
Others end them before they ever had a chance.
If you’ve ever struggled to say the right thing at the right time, or wished a difficult conversation had gone differently, this guide is for...
Nobody teaches us how to have difficult conversations.
Not in school.
Not at home.
Yet life eventually puts all of us in situations where the right conversation can save a relationship, and the wrong one can destroy it.
Some relationshi...
My phone rang on Father’s Day.
It was my daughter.
The Diary of a Playboy is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.
She is now a university student.
The lit...
Subscribers, engagement, traffic and sponsorship for The Diary of a Playboy.
| Subscribers | Engagement | 74 | Monthly Web Visits | ||
|---|---|---|---|---|---|
| Accepts Sponsors | Estimated Cost per Ad | ||||
The writers behind this newsletter.
The Diary of a Playboy is not about lust. It is about love, heartbreak, healing, self worth, relationships, and the difficult conversations most people avoid. An honest exploration of what it means to be human.
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