New: Listen to our Now and Next of Work audio series.

COVID-19: Flexible & Remote Work Webinar Series

Insights and Tips to Help You Now and Beyond!

The response to COVID-19 threw everyone into the remote and flexible work deep end and said “swim!” NOW. We’re here to catch you.

We have only just begun to reimagine where, when and how we work, and manage our health and lives, is just beginning. There’s no going back to business as it was.  Now is the time to prepare to succeed in in the evolving, flexible next normal.

Reimagining Work (and Life) Through Crisis is a free 12 webinar series of essential insights and inspirational tips for leaders, teams, and individuals. Plus, we share 4 free webinar leadership conversations with some of Cali’s favorite thinkers.  We also developed a number of printed resources for you to download. We’ve used our two decades of experience implementing strategic work flexibility to put structure, intention, hope, and inspiration around working through and beyond crisis. Our focus is five principles:

  • Keep It Simple
  • Start with Where You Are
  • Make It About Intention Not Perfection
  • Prioritize, Communicate, Re-calibrate
  • Leverage the Learning

Join us as we focus on the key pillars of Work, Life, and Leadership.

Flexible Work + Life Success
Insight Webinars

Cali Williams Yost facilitates a series of Insight Sessions. She spends 15-20 minutes sharing a key belief, process, and/or skill that set leaders, teams and individuals up to succeed during the most extreme “safe at home” phase of the crisis and beyond, followed by Q&A.


Leading Resilient, Flexible Workplaces:
Expert Insights

Cali Williams Yost discusses Expert Insights with some of her favorite experts – Executives, Deans and Thought Leaders. Watch as they share what it takes to lead today and in the flexible, evolving next normal. Gain inspiring perspective on how to leverage the trial-by-fire COVID-19 work response to build flexible, resilient organizations positioned to succeed now, and in the future.

Insight Sessions

Session 1 – Reimagining Work (and Life) Through Crisis

Join Cali Williams Yost for a new series, “Reimagining Work (and Life) Through Crisis.” This important series takes a deep dive into preparing you and your organization to succeed in an evolving, flexible new normal.

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Session 2 – Seven Truths of Work and Life

We are watching the real-time destruction of the artificial boundary between work and life. Learn the “Seven Truths of Work and Life” in COVID-19 crisis and what this means for you and your organization.


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Session 3 – Shared Leadership: Trust, Performance and Empathy

Shared Leadership between managers, teams and individual employees is the foundation of a successful flexible work culture. In this session, we cover how, in crisis, it requires a unique combination of trust, performance and empathy to develop and maintain.

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Session 4 – Boundaries and Intention but Not Perfection

Reimagining work and life also requires rethinking how we set boundaries to get our jobs done in collaboration with those we work with while taking care of ourselves and the other priorities in our lives. In this session, we learn the secrets of the work+life fit “naturals.”

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Session 5 – Mindset Shifts: Why Work is a “What” and Flexibility Isn’t Always “Fair”

With no wide-scale testing, tracking or treatment for COVID-19 available, flexibility in the way work is done is the only piece of the process to rebuild economic momentum currently in place. We will need to shift two important mindsets to use flexibility successfully as we move forward.

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Session 6 – Habits and Moments to Physical, Emotional and
Mental Well-Being

The greater the disruption in work and life, the more intentional the priorities that support our physical, emotional and mental well-being need to be, especially when faced with the unique challenges of this pandemic. Cali shares the habits and moments that were part of her Quarantine Daily Routine.

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Session 7 – Leveling Up: Take Communication and Coordination to the Next Level

As we move from emergency work flexibility adaptation to strategic operation, it’s time to explore what’s working and what can be done better and smarter, especially when it comes to communication and coordination with direct reports, colleagues, and customers. In this session, Cali shares tips and stories to inspire you to think about how you can take the way you communicate and coordinate to the next level.

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Session 8 – Caring for and Coordinating with Those You Love (and Live with)

With millions of children home, along with moms and dads, as schools, daycare and camps have closed, COVID-19 presented a never before seen work and life reality. Suddenly we were sharing “workspaces” and “homeschools” with our partners, children and roommates. This session provides some tools and resources to care for and coordinate with all in the household.

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Session 9 – Avoiding Common Work Flexibility Traps: Singular-Focus, “All or Nothing” Action and Randomness|

As organizations implement their next phase of how, when and where work gets done post COVID-19 crisis, many risk falling into three common flexible work traps. Cali provides several examples of these traps and guidance on how to avoid them in your organization.




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Session 10 – What We Did Right:  Step Back, Take Stock and Celebrate What Has Worked to Move Forward

Practically overnight work and life changed dramatically and challenges are still ahead. But, before we move forward, let’s take a few minutes to step back and celebrate some of the ways pivoted as an economy, as organizations and as individuals. In this session, we discuss how to build on that success to do our jobs, manage our lives, run our businesses and reboot the economy as safely as possible.

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Session 11Five Next Steps–How to Keep Reimagining Work (and Life) Beyond the Crisis

The COVID-19 crisis is going to be a marathon, not a sprint. What are the next steps we can take to continue to run our businesses, do our jobs, manage our lives and restart our economy while staying as healthy and safe as possible? Cali shares specific actions each organization, leader, manager, team, and individual can take as we move into the next stage of the pandemic and beyond.

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Session 12 – Wrap Up: From “Deep End” Overwhelm to Possibility

Time to review and wrap up our 12 session webinar series and learn how each session’s key theme built a framework of action to take you from landed in the deep end of overwhelm to greater awareness and mastery of new ways to reimagine how, when and where we work and manage our lives.


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View recent media coverage of Cali’s perspectives on reimagining work during COVID-19 and crisis.

Expert Insights

Expert Insights:
How the Pandemic Forced Us to Disrupt
Ourselves in Real Time

Whitney Johnson, the leading thinker on innovation through personal disruption, joins Cali Yost to explain how COVID-19 threw everyone onto the new S-curve of learning related to remote and flexible work overnight. She provides critical context and guidance for how leaders can approach and leverage this new reality.

Visit Whitney’s Website

Listen to Our Joint Podcast

Expert Insights:
Lessons in Trust and Engagement Learned from Leading Distributed Teams

Sarah Milstein is the Senior Director of Engineering at MailChimp. Throughout her career in tech and media, she’s gained deep experience leading distributed teams and writes about it often in Medium. Sarah joins Cali Yost to share lessons learned about trust and engagement of a remote workforce.

Visit Sarah’s Website

Expert Insights:
What Will Leadership Have to Look Like Through the COVID-19 Crisis and Beyond?

Kenneth Freeman, Dean Emeritus, Management & Organizations, Boston University’s Questrom School of Business and Former CEO, Quest Diagnostics, shares his thoughts on how traditional leadership styles will have to adapt to lead flexible, distributed organizations that keep employees healthy while also responding to the difficult economic challenges still ahead.

Visit Kenneth’s Website

Expert Insights:
Leading the Shift to High Performance Flexibility

Elizabeth D. Moore, former Senior Vice President and General Counsel of Consolidated Edison. Liz Moore is one of the most visionary leaders we’ve had the pleasure to partner with. In 2016 until she retired in late 2019, Liz led the process to transform her 200-person legal department into a high performance flexible work culture. Her experience offers important lessons for other leaders regardless of industry.

Visit Liz’s Website

Handout: ConEd Legal Pilot Results [PDF]