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Ryan Leak

The Holiday Collection

for the conversations that matter.

From Thanksgiving to New Year’s, the holidays put everyone you love in one room, including the people who know exactly which buttons to push. These are the tools I’d want at my own table this year.

Three ways to show up well this season

The Holiday Conversation Guide

Printable PDF

The Holiday Conversation Guide

FreeInstant download

More than 65 conversation cards sorted into rounds for Thanksgiving through New Year’s, plus a few host moves for when someone dodges a question or the talk drifts toward a fight.

How to Holiday with Complicated People

Fillable PDF workbook

How to Holiday with Complicated People

$14Instant download

A 52-page fillable family workbook from Ryan. Name the elephants, have the hard talk before the meal, set boundaries with love, and walk in with a game-day plan. Plus 12 coloring pages for the kids’ table.

The Gratitude Journal, hardcover

Hardcover journal

The Gratitude Journal

$29+ $6.99 shipping (US)

One short prompt a day for 90 days, a weekly reflection, and pages for the thank-you notes you’ve been meaning to write. About three minutes a day.

The journal is a hardcover, printed on demand and shipped for $6.99 in the US. It usually arrives in about 2 weeks, so order by December 5 for Christmas delivery.

Skip the weather talk this year

Print the cards. Pass the bowl.

Every year we gather around the same table with people we love, and somehow we spend the whole meal talking about traffic and whose turn it is to bring rolls. The free guide gives you the questions, a simple game plan, and a few host moves so this year’s meal actually feels like a conversation.

  • More than 65 prompts in rounds for gratitude, memories, kids, grandparents, and the people we’re missing
  • Easy ways to get it started without anybody rolling their eyes
  • Host moves for when someone dodges a question or the talk heads toward a fight
Free guideThe Holiday Conversation Guide

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Stay Culture: How the Best Leaders Keep the Right People, by Ryan Leak
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In the makingNew York Times Bestselling Author

How the Best Leaders Keep the Right People

What if your best people never wanted to leave? Ryan’s team studied the question for years — and found seven factors every leader can influence.

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The Ryan Leak Podcast

Ryan Leak is a dynamic speaker, executive coach, and best-selling author known for his engaging and transformative approach to leadership, personal growth, and professional development. This podcast is designed to drop nuggets of inspiration to help you get the most out of your life.

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