What happens when a high-stakes executive life collides with calm, intentional productivity? In this episode of The Omni Show, we sit down with Ivan Weiss, President and COO of elite | studio e, to explore how clarity, routines, and thoughtful systems create space for better decisions: both at work and at home.

Ivan shares the unexpected moment that pulled him into the Apple ecosystem, how OmniFocus became the operational center of his life, and why separating “working in the business” from “working on the business” changed everything. From morning and shutdown rituals to avoiding the trap of over-optimization, this conversation offers rare insight into how a seasoned leader stays composed amid constant demands, and why calm may be the most powerful productivity tool of all.

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What if your to-do list wasn’t about squeezing more tasks into your day, but about feeling more alive? In this episode of The Omni Show, we sit down with Khe Hy: founder of Latour AI Consultancy, former Wall Street managing director, and longtime OmniFocus power user. We explore how productivity can shift from chasing checkboxes to designing a richer, more examined life.

You’ll hear how Khe uses OmniFocus’s unique Review feature as the backbone of a simple, sustainable system that keeps bills paid, relationships nurtured, and projects moving without drowning in due dates. Along the way, he shares how he treats OmniFocus like a personal CRM for birthdays, networking, and family health, and explains why he now sees productivity as an “accelerant of aliveness” rather than an end in itself.

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When’s the last time you heard someone turn the art of focus into a philosophy for life? In this episode of The Omni Show, we sit down with Marko Anastasov. As cofounder of Semaphore and Operately, Marko provides a deeply practical and honest look at how he uses OmniFocus to balance leadership, creativity, and focus in a fast-moving world.

Marko shares the evolution of his productivity system, from startup chaos to clarity, revealing why simplicity often beats complexity. We also learn how the best systems support our focus. Listeners will walk away inspired to simplify their workflows, rethink how they plan their days, and rediscover the joy of doing meaningful work without the noise.

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This week on The Omni Show, we welcome Jorge Arango, an information architect, trainer, plus the author of "Living in Information" and "Duly Noted." He has spent years helping people design digital systems that inspire trust and heighten clarity. In this conversation, Jorge shares how decades of experience shaping digital architecture influences the way he organizes his own work through OmniFocus.

From his early experiments with the original kGTD scripts inside OmniOutliner to becoming a day-one OmniFocus user, Jorge explains how thoughtful design helps him manage commitments, stay focused, and avoid the trap of over-optimizing. He talks about using tags as a way to create structure and context, why simplicity always outperforms complexity, and how Gall’s Law reminds us that every great system begins as a simple one that works.

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What does it take to bring the Super Bowl halftime show, Broadway hits, and world tours to life? In this episode of The Omni Show, Chief Innovation Officer Chris Conti of Production Resource Group shares how OmniGraffle has been his behind-the-scenes superpower for nearly two decades.

From running 17,000 feet of fiber around a stadium in 6 1/2 minutes, to laying out complex lighting and audio networks with clear visuals, Chris reveals the creative and technical magic that drives unforgettable experiences. Tune in to hear how OmniGraffle helps turn high-pressure productions into moments of awe, and what lessons anyone can take from a career built on clarity, collaboration, and passion.

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What happens when software engineering discipline meets the rhythm of dance? In this episode of The Omni Show, we sit down with Andrea Soro: Android engineer by day and dance instructor by night. We explore how he uses OmniFocus to bring order to a full and creative life. Andrea shares practical strategies for keeping things simple, avoiding over-engineered setups, and making sure your system serves you (not the other way around).

Along the way, he talks about the value of regular reviews, experimenting with new workflows, and even how AI might shape the future of task management. Tune in for a candid look at how to stay productive while pursuing multiple endeavors.

What happens when creative passion meets radical transparency? In this rigorously honest and energizing conversation, Brett Terpstra shares how his love of building tools and his openness about living with bipolar disorder and ADHD have shaped a career that’s helped thousands. From crashing WordPress servers to developing cult-favorite apps like Marked and Bunch, Brett walks us through the highs, lows, and lessons of designing a life that works with your unique brain.

We explore how simple checklists, daily grid routines, and frictionless automation with OmniFocus help him stay grounded and productive. Whether you're a power user or simply curious about how the right tools can support mental health, this episode offers a candid, insightful look at what it really means to get things done.

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In this episode of The Omni Show, UX Designer, Christian Young, shares how a passion for solving problems and helping others drove his path from customer support to crafting seamless user experiences. You’ll hear how OmniFocus 4 tackled some of the most frustrating pain points in mobile task management, and why design is about more than just pretty buttons: It’s about empowering users to do what matters.

We explore the balancing act of redesigning an app for thousands of die-hard users while still staying friendly to newcomers, and how Apple’s new liquid glass design is reshaping UI decisions. Whether you're a designer, developer, or productivity enthusiast, you'll walk away with insights on creative process, intentional UX, and the human side of building great software.

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In this episode of The Omni Show, CEO Ken Case joins us to unpack the Omni Group’s 2025 roadmap in the wake of WWDC. We explore how Omni’s significant investment in SwiftUI adoption is now paying off, transforming both the user experience and development efficiency across all Omni apps.

Beyond compatibility with the upcoming OSs, Ken also outlines some of the next planned investments for the Liquid Glass design language, the Apple Intelligence Foundation Models, incorporating iPad Windows, making Omni Automation even smarter, improving app synchronization speed for folks around the globe, and more.

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In this episode of The Omni Show, Tuple CEO, Stephen Dolan, shares how he navigated major professional shifts while keeping his OmniFocus setup remarkably simple. He explores how clarity, consistency, and trust form the foundation of both his task management and leadership approaches.

From building a custom automation that reveals where his time actually goes, to rethinking how often he needs to keep every task he captures, Stephen offers a grounded look at managing complexity without losing focus. His reflections are a reminder that staying grounded doesn’t require a complex system: just the discipline to review and refine what truly matters.