Episodes 10
Avg. Duration 47m
Activity Highly Active
Apple Rating 5.0 (4)
Since Feb 2025
Latest Episode Mar 2026

Publishing Details

Schedule
Monthly
Format
Episodic
Consistency
69%
Hosting
api.substack.com

Contact & Outreach

About This Podcast

A soft spot in this hard world for true stories about communicating the big stuff.

tonyapieske.substack.com

Social Media

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Recent Episodes

S1 Three Zeros?!

Mar 16, 2026 11m

You can find the Question Wheel at howtotellsomeone.com/resourcesGive it a spin and send your written answer to [email protected] or use the contact form (linked in the website…

S1E8 Bonus Episode: The Question Wheel

Feb 21, 2026 30m Bonus

SHARE YOUR STORY:You can find the Question Wheel at howtotellsomeone.com/resourcesGive it a spin and send your written answer to [email protected]:Created, produced, written, and…

S1E6 Your Dad is Dying

Jan 12, 2026 50m

“The way she said it made it feel like I was the last one to understand because I just didn’t know what this word meant. I didn’t understand he was dying…It was so weird to feel like you missed…

S1E5 Your Partner is Trans

Jan 12, 2026 51m

“There are ways you can mess up without even meaning to, and you don’t figure that out until it happens. And there’s only so much you can do to prepare and only so much you can do to educate…

S1E2 Your Wedding is Canceled

Jan 12, 2026 1h 5m

"Talking it out with anybody did not help, and to some degree it can’t. I’m the only one who can decide what this will mean for me or what the next best step is. Even my therapist was like, you're…

S1E7 Your Dad is Dead

Jan 12, 2026 1h 6m

“It was the first time I’d ever known anyone that had died, and it was my dad. When you’re seven, you don’t even have the vocabulary or the reference points to start navigating that mentally. So,…

S1E4 You're Making a Mistake

Jan 12, 2026 1h 8m

"Having to set boundaries with, and have difficult discussions with your one remaining parent is really hard…She’s my mom, and she’s my only mom, and what happens if I’m suddenly at odds with…

S1E3 You Saved Your Own Life

Jan 12, 2026 55m

“It was the very first time I remember my adoptive mother looking at me with pity and sadness. And she cried. And I remember being surprised that she could have those feelings about me. She hugged me…

S1E1 You're Healing Generational Trauma

Jan 12, 2026 1h 9m

“I just expected that because I knew what was wrong with my childhood, that I would be able to solve what was wrong with their childhoods. But I couldn’t. Everything I was trying to give my kids was…

How to Tell Someone Trailer

Feb 18, 2025 2m Trailer

Welcome to How to Tell Someone, a soft spot in this hard world for true, vulnerable stories about communicating the big stuff. This is a public episode. If you would like to discuss this with other…

Frequently Asked Questions

How many episodes does How to Tell Someone have?

How to Tell Someone has published 10 episodes since February 2025, covering topics in Documentary, Relationships.

Is How to Tell Someone still active?

How to Tell Someone is currently highly active with new episodes monthly. Average episode length is 47m.

How do I contact How to Tell Someone for sponsorship or guest appearances?

Sign up on Grep.FM to access contact details for How to Tell Someone, including email and social media links.

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