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the little OKR podcast

the little OKR podcast

Hosted by Ryan Lowdermilk

Episodes

10

Latest episode

Mar 2026

Language

EN

About the show

OKR coaching, advice, tips, and encouragement — bite-sized thelittleokrnewsletter.substack.com

Listen to episodes

10 recent
March 19, 202617 min

OKRs v3.0 - OKRs in the Age of AI

In this episode of the Little OKR Podcast, the host describes “OKRs 3.0” in the age of AI, contrasting it with OKRs 1.0 (framework adoption without prescription, leading to long planning phases, muddled execution, and weak reflection/reset) and OKRs 2.0 (prescriptive implementation with accelerated planning, execution, and cycle closeout, often in hours, such as a three-hour workshop landing mission, strategy, and 12-month OKRs). For OKRs 3.0, the host argues the future should be human-led and agent-orchestrated: humans retain agency, judgment, morality, and responsibility, while agents amplify rather than automate. Execution will shift toward asynchronous, chat-based collaboration with agents as assistants, enabling faster, more fluid progress and significantly accelerated outcomes within 12-week cycles.00:00 Welcome and Setup00:29 OKRs 1.0 Origins02:22 OKRs 2.0 Prescription04:33 OKRs 3.0 AI Shift06:01 Principles Overview06:34 Human Led Agency09:31 Asynchronous Execution13:15 Acceleration and Stretch15:09 What Changes Now16:51 Wrap Up and Feedback Get full access to the little OKR newsletter at thelittleokrnewsletter.substack.com/subscribe

November 3, 2025Episode 116 min

Leveraging OKRs to Break Down Complex Problems

In this episode of the Little OKR Podcast, the focus is on using Objectives and Key Results (OKRs) to help leaders identify and break down complex problem spaces. The discussion emphasizes the importance of establishing a clear mission and strategy before setting OKRs. By defining the ultimate goal (the 'what') and the methods to achieve it (the 'how'), leaders can create a focused and effective OKR set. Strategies are recommended to be limited to five key areas, and the OKRs should include one objective with no more than five key results. Regular review and adaptation, alongside maintaining the OKRs over a 12-month period, are highlighted as crucial for accountability and effective goal tracking. The episode also includes practical examples, such as a kid's soccer team aiming to win a championship, and offers insights for OKR coaches to support leaders in achieving their missions.00:00 Introduction and Welcome00:08 Understanding Problem Spaces with OKRs03:06 The Importance of Mission in OKRs06:43 Defining Strategy for Success08:45 Crafting Effective OKRs13:53 Review and Adaptation of OKRs15:42 Conclusion and Encouragement Get full access to the little OKR newsletter at thelittleokrnewsletter.substack.com/subscribe

March 12, 202432 min

Getting Started with OKRs

Are you interested in OKRs? Are you not sure how to get started? Spencer Paisley from Microsoft stops by to help you get started with OKRs. Get full access to the little OKR newsletter at thelittleokrnewsletter.substack.com/subscribe

December 14, 202329 min

The Future of OKRs and AI

Maryleen Emeric from Microsoft joins me to talk about the future of OKRs and AI Get full access to the little OKR newsletter at thelittleokrnewsletter.substack.com/subscribe

August 1, 202334 min

What Makes a Great OKR Coach?

Roger and Joanna from There Be Giants join me to discuss and answer the question, "What makes a great OKR coach?" Get full access to the little OKR newsletter at thelittleokrnewsletter.substack.com/subscribe

July 11, 202335 min

Scaling Your OKR Program - Part 3

Roger from There Be Giants joins me to discuss scaling your OKR program in Part 3 of this series. Get full access to the little OKR newsletter at thelittleokrnewsletter.substack.com/subscribe

June 20, 202331 min

Scaling Your OKR Program - Part 2

Roger from There Be Giants joins me to discuss scaling your OKR program in Part 2 of this series. Get full access to the little OKR newsletter at thelittleokrnewsletter.substack.com/subscribe

June 2, 202328 min

Scaling Your OKR Program - Part 1

Roger from There Be Giants joins me to discuss scaling your OKR program in Part 1 of this series. Get full access to the little OKR newsletter at thelittleokrnewsletter.substack.com/subscribe

March 30, 202336 min

Committed vs. Aspirational

OKRs support Committed goals and Aspirational goals. Which one is better? What are the differences? Spencer Paisley from Microsoft joins me to discuss. Get full access to the little OKR newsletter at thelittleokrnewsletter.substack.com/subscribe

March 7, 202335 min

OKR Common Pitfalls

Tim Meinhardt stops by to discuss common pitfalls that OKR coaches must be on the lookout for. Get full access to the little OKR newsletter at thelittleokrnewsletter.substack.com/subscribe

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