66 - Layers of Insight: Kelly Gallagher on Journaling and Coaching for Self-Awareness

In this episode, ICF certified coach Kelly Gallagher joins the podcast for a thoughtful conversation about how coaching and journaling complement one another to deepen self-awareness and accelerate growth. We explore the layered nature of personal insight, how reflection between coaching sessions amplifies progress, and why journaling can serve as both mirror and guide. Kelly shares the value of asking better questions, how coaching uncovers old narratives, and why writing things down helps change take root. You’ll also hear practical journaling prompts and reflections on using writing as a tool for both personal and professional clarity. Visit dayoneapp.com/podcast/episode-66-kelly-gallagher for a list of prompts shared in this episode, including links to use them in your Day One journal.

Wellness expert Dr. Hava Rose joins the podcast for a candid and insightful conversation about journaling as a tool for emotional processing, pattern recognition, and inner healing. She reflects on how journaling became a lifeline in her teen years and how it continues to support her through grief and seasons of personal transformation. Together, we explore the importance of emotional vocabulary, the influence of unconscious programming, and how the simple act of writing can create space for clarity, boundaries, and growth. You’ll also discover practical journaling tips, creative journaling prompts, and Hava’s approach to building a wellbeing practice rooted in connection—and in the power of pause. Get more links from this episode: dayoneapp.com/podcast/episode-65-dr-hava-rose

Licensed therapist and avid journaler Annie Tormos joins the podcast to explore how journaling can move from a passive habit to an active practice for growth, healing, and self-discovery. In this episode, Annie shares how journaling has supported her personally and professionally—and how Day One’s new Go Deeper feature helped her uncover meaningful insight in just one session. She reflects on the difference between simply recapping your day and writing with intention, and how prompts can create moments of clarity we didn’t know we were ready for. Annie also opens up about her own journaling rituals, her journey through grief, and why she now considers her journal a consistent and non-judgmental companion. Listen in for thoughtful reflections, practical encouragement, and a journaling challenge to help you go deeper this week. Sign up to try Go Deeper, Day One's new AI-powered journaling prompts: dayoneapp.com/labs Learn more about Go Deeper: dayoneapp.com/labs/go-deeper/ Get more links from this episode: dayoneapp.com/podcast/episode-64-annie-tormos  

In this episode, we sit down with Day One founder Paul Mayne to walk through the newly redesigned navigation—now live in version 2025.6 for iOS. (To see the full walkthrough, watch the episode on YouTube.) Paul shares the thinking behind the update, a full demo of the new journal picker and tab layout, and a look at the redesigned “More” tab with refreshed features like On This Day, Daily Prompts, and Streaks.  We also reveal what’s coming next—including a more guided journaling experience—and share highlights from other recent platform updates, like the launch of Day One for Windows, Shared Journals for Mac, and a cleaner template gallery on Android. Stick around for this episode’s journaling challenge—it's inspired by a simple question we recently asked strangers on the street. Links to all the news featured in this episode: dayoneapp.com/podcast/episode-63-nav-update

Want to make journaling even easier? Josh Kincaid, a longtime Day One user, shares how iOS Shortcuts have transformed his journaling routine. From saving daily newspaper front pages to logging moods with colors, this episode explores creative ways to streamline journal entries. The discussion covers making journaling more consistent, the impact of looking back on past entries, and how small automations can enhance a daily writing habit. Links to Josh’s iOS shortcuts and resources are available at:  dayoneapp.com/podcast/episode-62-josh-kincaid Sign up to be the first to try new Day One features at: dayoneapp.com/labs

Mindfulness teacher and coach Katie Seaman joins Kristen Webb Wright on the podcast to explore how journaling can help us tune into the present moment with greater awareness, curiosity, and self-compassion. In this episode, Katie shares how journaling and mindfulness work together to bring clarity and deepen self-understanding. She discusses the importance of noticing both our external and internal worlds, tracking patterns over time, and using journaling as a tool for self-trust and resilience. She also opens up about her personal journaling practice, from creative sketching to seasonal reflections, and how she incorporates mindfulness into her daily writing.  Listen in for inspiration, practical techniques, and a simple journaling challenge to help you cultivate more presence in your daily life. Learn more about Katie's work: simplypresent.co.uk Visit dayoneapp.com/podcast/episode-61-katie-seaman for more info on this episode.

In this episode of the Day One podcast, Kristen Wright sits down with Ashley Looker, an empowerment and journaling coach who helps ambitious individuals detach their productivity from their worth and find joy in the present moment. Ashley shares her personal journey from burnout to healing, how journaling played a pivotal role in redefining her definition of success, and her unique concept of "emotional metabolism." Together, they explore the profound ways journaling can bring clarity to life's toughest decisions, foster self-compassion, and reconnect us with the things that truly bring us joy. Whether you're a seasoned journaler or just starting out, this conversation is filled with inspiration and practical insights to deepen your journaling practice. A few of Ashley's favorite prompts: What have I been denying myself that I really want? How can I be more present today?  Learn more about Ashely's work: uniqueholistichappiness.com

What if your journal could be a thriving digital garden, capturing every moment, big and small? In this episode, we sit down with Day One power user Margot Olson, who has logged over 96,000 journal entries and maintained an incredible streak of nearly 6,000 days. Margot shares her journey—from early influences in record-keeping to building a vast, meticulously organized digital journal. We discuss her approach to life-logging, the tools she uses, and how documenting even the smallest details enriches memory and perspective. Whether you're a seasoned journaler or just starting, this conversation will inspire you to cultivate your own digital garden with Day One. 💡 Have an idea for the Day One podcast? We’re always looking for new topics and inspiring guests to feature! If you have a Day One journaling-related idea or know someone with a great story to share, we’d love to hear from you. Submit your suggestions at dayoneapp.com/podcastideas.

Day One is more than just a journaling app—it’s a canvas for your thoughts, memories, and everyday moments. In this episode of the Day One podcast, we’re joined by former podcast host and long-time Day One team member Adam Daly to explore some of the most unique and inspiring ways people use the Day One app. From cataloging vinyl records and preserving family history to creating a digital gallery for children’s artwork and even keeping a pizza journal, this conversation is packed with creative ideas to help you take your journaling practice to the next level. Explore the full list of ideas mentioned in the episode at dayoneapp.com/ideas, and sign up for the New Year's journaling challenge at dayoneapp.com/newyear.

Start the New Year with intention and personal growth through reflective journaling. In this episode, we sit down with Lynda Monk, Director of the International Association for Journal Writing, to explore how journaling can help you capture memories, savor life, set meaningful goals, and gain valuable insights. Lynda shares her unique approach to reflective journaling, practical prompts to get you started, and inspiration to make journaling a transformative habit in 2025. She also discusses the power of reflective journaling, the benefits of community in a typically solitary practice, and how journaling can serve as a compass for life's big decisions. Visit dayoneapp.com/podcast/episode-57-lynda-monk for a list of prompts shared in this episode, including links to use them in your Day One journal. Learn more about Lynda’s work and the International Association for Journal Writing at iajw.org. Join the 14-Day New Year's Journaling Challenge! Start 2025 with clarity and purpose. Over 14 days, you’ll receive daily journal prompts designed to help you set meaningful goals and envision your best year ahead. Visit dayoneapp.com/newyear to get started today.