Mindful Leadership for Remote Collaboration

The COVID-19 pandemic forced many companies to rapidly transition to remote work. While remote work offers many advantages like flexibility and work-life balance, making it effective requires intention and thoughtfulness, especially about how our actions and choices impact others.

As Jessica “JJ” Reeder, Director of Remote Organizational Effectiveness at Upwork, shared in a recent interview, “It’s more how am I setting myself and my teammates up to have as much flexibility as possible in our days.” She explains that the key involves thinking about the “second-order outcomes” and being “considerate of the kind of system and process changes that need to happen to make flexible work successful.”

Communication Challenges of Remote Work

A major challenge of remote work is communication. Without the context cues of body language and proximity, communication can easily break down. It’s harder to understand others’ circumstances and perspectives when we aren’t physically together.

Having worked with 25 companies to help them figure out their hybrid work plans, I told Reeder that I tell my clients to divide their communication into three buckets. The most collaborative communication happens in-person. Virtual synchronous communication is next best. Purely asynchronous communication is lowest in richness, with asynchronous video better than audio, and audio better than text.

However, the costs follow the inverse order – in-person collaboration costs the most in time and logistics, virtual synchronous is next, and asynchronous is cheapest. There is a tradeoff between communication richness and cost.

Reeder agreed that asynchronous video communication captures more nuance than asynchronous audio-only communication. However, some people, she pointed out, may better process written text than verbal information. She concludes that using a balance of communication channels is best to “light up as many senses as we can.”

Facilitating Remote Collaboration

In-person collaboration relies heavily on real-time nonverbal cues and improvisation when things go awry. Remote collaboration requires much more intention, planning, documentation and systems to work well.

Before starting any remote collaboration, Reeder highlights the need to spend time providing context on goals, resources, timelines and systems to avoid misunderstandings. Maintain open communication channels for questions and feedback throughout the process. Watch for changes in team dynamics that could undermine collaboration.

Occasional virtual coworking sessions, where individuals work on their own tasks while connected on video, can facilitate the same quick questions and discussions that happen naturally in an office setting. Guided virtual brainstorms at the start of projects, using collaborative whiteboards, help align the team.

Onboarding New Remote Team Members

Studies show, Reeder noted, that junior staff and new hires struggle most with remote work because they lack connections and clarity. Intentionally strengthen onboarding programs with mentors, cohorts and extra touchpoints.

From my work with clients, I told Reeder how peer cohort mentoring groups for new hires from different departments provide a key opportunity for them to support each other. Such groups facilitate cross-organizational networking, and also leverage peer-to-peer learning, which is highly effective for development. Reeder found this notion intriguing.

Adapting Company Culture to Remote Work

Transitioning to effective remote work requires adapting company culture and mindsets. Reeder explained that Upwork sees their physical offices now as places for team immersion experiences, while normal work is remote and flexible.

They intentionally compose globally distributed teams. People periodically travel to offices for team bonding and rich in-person collaboration.

This structure gives them “a vibrant global distributed team” while maximizing flexibility. However, it requires discipline, intention and strong systems to execute well.

The Mindset Shift Needed for Remote Work

Enabling effective remote work is not a simple checklist. As Reeder stresses, there is no one size fits all solution. However, putting yourself in others’ shoes is crucial.

Consider how your actions and choices will impact your teammates’ work experience. Proactively provide the information and support others need to do their best work. Watch for morale issues, confusion and bottlenecks that slow progress.

If you lead a remote team, regularly solicit candid feedback on what is and isn’t working. Experiment with structures like cohort mentoring and immersive collaborations to meet people’s needs.

Remote work makes it easier to focus narrowly on our own tasks and priorities. But thinking broadly about others will lead to greater alignment, engagement and productivity.

Successfully working apart requires bringing people together socially and emotionally. This pays dividends in performance. As Reeder says, “Those are the questions you should be asking:  how am I providing opportunities for people to connect?”


Transitioning to effective remote work takes time and continued learning. There is no one size fits all blueprint. Adapting well requires empathy, discipline and intention. Most importantly, think about how your actions affect others. Proactively provide support, information and connections to teammates. Regularly solicit feedback to improve collaboration and morale.

Working apart requires bringing people together socially and emotionally. When remote work enables flexibility and aligns with company culture, it can unlock productivity, innovation, and work-life balance. But care for your colleagues underlies successful distributed teams. Reeder notes that you should keep asking yourself: “How can I set my teammates up for success?” With thoughtfulness and compassion, your organization will thrive.

Key Take-Away

Remote success: Prioritize considerate communication, mindful leadership, and empathy to foster effective collaboration and boost team productivity…>Click to tweet

Image credit: Andrea Piacquadio/Pexels

Originally published in Disaster Avoidance Experts on November 25, 2023

Dr. Gleb Tsipursky was lauded as “Office Whisperer” and “Hybrid Expert” by The New York Times for helping leaders use hybrid work to improve retention and productivity while cutting costs. He serves as the CEO of the boutique future-of-work consultancy Disaster Avoidance Experts. Dr. Gleb wrote the first book on returning to the office and leading hybrid teams after the pandemic, his best-seller Returning to the Office and Leading Hybrid and Remote Teams: A Manual on Benchmarking to Best Practices for Competitive Advantage (Intentional Insights, 2021). He authored seven books in total, and is best know for his global bestseller, Never Go With Your Gut: How Pioneering Leaders Make the Best Decisions and Avoid Business Disasters (Career Press, 2019). His cutting-edge thought leadership was featured in over 650 articles and 550 interviews in Harvard Business Review, Forbes, Inc. Magazine, USA Today, CBS News, Fox News, Time, Business Insider, Fortune, and elsewhere. His writing was translated into Chinese, Korean, German, Russian, Polish, Spanish, French, and other languages. His expertise comes from over 20 years of consulting, coaching, and speaking and training for Fortune 500 companies from Aflac to Xerox. It also comes from over 15 years in academia as a behavioral scientist, with 8 years as a lecturer at UNC-Chapel Hill and 7 years as a professor at Ohio State. A proud Ukrainian American, Dr. Gleb lives in Columbus, Ohio. In his free time, he makes sure to spend abundant quality time with his wife to avoid his personal life turning into a disaster. Contact him at Gleb[at]DisasterAvoidanceExperts[dot]com, follow him on LinkedIn @dr-gleb-tsipursky, Twitter @gleb_tsipursky, Instagram @dr_gleb_tsipursky, Facebook @DrGlebTsipursky, Medium @dr_gleb_tsipursky, YouTube, and RSS, and get a free copy of the Assessment on Dangerous Judgment Errors in the Workplace by signing up for the free Wise Decision Maker Course at https://disasteravoidanceexperts.com/newsletter/.