Right Decisions, Right Now®
Conversations with business leaders on the decisions that define them
Season 2 is live
Markets are moving faster. AI is changing how organizations operate. And the leaders making the call on what to do next don’t get to wait for certainty.
In Season 2 of Right Decisions, Right Now, Anaplan CMO Jim Freeze sits down with C-Suite leaders to explore the real decisions behind adopting AI, modernizing operations, and rethinking planning, talent and growth.
Tune in for candid stories about judgement, leadership, and what it takes to make the right decisions, right now.
- Season 2
- Season 1
How Samsara's Chief Product Officer uses AI to save lives on the road
Every 13 minutes, someone in the US dies in a road accident. By the end of today, 130 families will get a phone call that changes their lives forever. Johan Land knows that feeling firsthand. In this episode, Samsara's Chief Product Officer joins host Jim Freeze to talk about one of the most consequential product decisions a leader can face: whether to bring AI agents into an environment where getting it wrong isn't an option.
Johan Land
Chief Product Officer, Samsara
How Dave Harvey built a decision-making playbook for an unpredictable industry
In aviation, everything from fuel prices to world events can change the plan overnight. Dave Harvey has spent his career making decisions in that uncertainty. In this episode, the longtime Southwest Airlines executive and former Chief Commercial Officer at Wheels Up joins host Jim Freeze to talk about what it takes to make a decision without perfect information: knowing your options, committing when the time is right, and staying ready to adapt as conditions change.
Dave Harvey
Founder and Managing Partner at Harvey Global Advisory, former Chief Sales Officer at Southwest
How OpenGov is using AI to modernize government
Government isn’t slow to adopt new technology because it’s resistant to change; it’s cautious because the stakes of getting it wrong are much higher than in other industries. In this episode, OpenGov Chief Product Officer Adam Rykowski joins host Jim Freeze to talk about bringing AI into the public sector, where trust and accountability are non-negotiable. The conversation explores how AI can give public servants more capacity, why government could set the standard for responsible AI adoption, and why the biggest risk for leaders may be inaction.
Adam Rykowski
Chief Product Officer at OpenGov
How Zevia’s CEO applied high-stakes strategy to relaunch a CPG company
What does it take to rebuild a brand and bring it into the mainstream? Amy Taylor, CEO of Zevia, shares how she joined the company at a pivotal moment and led its transformation into a household name. Drawing on lessons from her time as Red Bull’s CMO — including the high-stakes Stratos Project — Taylor reveals how she identified what was holding Zevia back and charted a bold new course for growth.
Amy Taylor
CEO, Zevia
How Citi went from idea to impact with the launch of Spring
What does it take to launch a new business inside one of the world’s largest financial institutions? Vineeth Subramanyam, Managing Director, Global Head of Spring by Citi, shares the story behind creating and scaling Spring, a platform designed to unlock enterprise value for Citi’s customers. He explains how the team identified the opportunity, overcame the challenges of innovating within a global bank, and built a business that balances customer needs with Citi’s scale.
Vineeth Subramanyam
Managing Director, Global Head of Spring by Citi
How Medium went from financial crisis to focused innovation
What does it take to turn a company around? Tony Stubblebine, CEO of Medium, shares how he brought Medium from the brink of financial collapse into the innovative, successful content platform it is today. He reveals how he balanced cost-cutting with the need for innovation, the importance of a strong moral compass in leadership, and how to rally a team when confidence is low. This episode is packed with actionable insights for any leader facing a high-stakes financial or morale challenge.
Tony Stubblebine
CEO, Medium
How a financial transformation leader reimagined Gap and CVS Health
What does it take to create lasting financial change? Kim Castro, a recently retired financial transformation leader with experience at Gap and CVS Health, shares how she fostered a more efficient and impactful financial organization at both companies. She explains how to set the strategic tone for a transformation, navigate change management within reluctant financial teams, bring key stakeholders in, and develop a culture that leans into one another’s unique work styles.
Kim Castro
Former Head of Financial Transformation, Gap
How athenahealth's CEO made an all-in bet to outpace the market
What does it take to execute a fundamental business pivot under intense pressure? Bob Segert, chairman and CEO of athenahealth, shares the story of how he reset the company’s strategic direction after a merger and a take-private transaction. He reveals how he gained the conviction to go all-in on high-growth ambulatory care, his approach to change management, how he earned employee trust, and the operating mechanisms he implemented to drive organizational alignment.
Bob Segert
Chairman and CEO of athenahealth
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Hear from business leaders on the decisions that define them.