Top Challenges executive face in Distributed Work

In our modern workplaces, distributed work has been ever changing and continuously evolving beyond responding to the COVID-19 pandemic, making its way into your everyday lives and how we work. Hybrid work is a blend of remote and in-office work, which, as we’ve seen, is undoubtedly expected to continue shaping the future of work in 2024 and beyond. Based on Atlassian's latest study around hybrid challenges for distributed teams, organizations embrace the benefits of more flexibility, reduced commuting times, and access to international employees, leaders are confronted with a specific set of challenges that demand strategic solutions. Here are 3 challenges executive face when working in a hybrid and distributed work environment:

Low engagement leads to less productivity and collaboration

One of the few challenges is maintaining workplace engagement in a physically distant setting. Before the pandemic, workplace engagement in a distributed work setup was never emphasized, though the distance between team members in a hybrid work environment has brought up feelings of isolation. Leaders have evolved by focusing more on fostering a sense of belonging and initiating more cross-collaboration due to the physical distance between team members. Strategies such as virtual team-building activities and regular weekly check-ins have become essential to creating, maintaining, and growing teams.

Further, as more companies maintain employee engagement, effective communication is paramount within the digital space. Communication takes center stage as a multifaceted challenge in a distributed work setting. Leaders are learning to balance digital communication tools and in-person interactions in the workplace experience. Explicit, consistent information sharing, as do cross-collaboration tools, management software, and video conferencing platforms, has become significant. Also, leaders must ensure that every distributed team member, regardless of physical location, feels included in decision-making processes and social activities.

As more employees move to an online presence, monitoring their performance in a remote space is more complicated. In a distributed team setup, assessing employee performance transforms. Rather than focusing on how many hours an employee has spent in person, which has been the traditional style, leaders now focus on result-oriented methodology, using these metrics to gauge success in meeting objectives. This demands a shift in focus from mere hours worked to tangible outcomes achieved. Regular check-ins, goal-setting frameworks like OKRs, and outcome-focused feedback sessions become imperative in ensuring a transparent and effective performance evaluation process.

Further, the challenge of preserving and nurturing company culture becomes more pronounced when physical presence in the office is not guaranteed. Leaders must develop creative strategies to remind employees of organizational values and culture, ensuring their resilience and cohesiveness. These could involve organizing virtual town halls, implementing shared rituals or traditions, and fostering an inclusive environment where every distributed team member feels connected to the larger organizational ethos.

As employees further work in a hybrid style, the feeling of isolation should be monitored, and leaders need to be aware of team members' well-being to ensure employee engagement. The absence of daily in-person interactions can contribute to feelings of loneliness, extreme burnout, and work-related stress. Prioritizing mental health within the workforce and well-being initiatives, such as wellness programs, flexible working hours, and regular check-ins focused on employee welfare, becomes a pivotal aspect of effective leadership to increase an employee's workplace experience.

A diverse workforce in a hybrid setting demands adaptive leadership styles. Flexibility becomes vital, with some employees thriving on autonomy while others may necessitate more guidance and support. Tailoring leadership approaches to individual and team needs becomes a fundamental leadership skill, requiring leaders to understand each team member's unique preferences and working styles.

As we’ve addressed the inevitable challenges with the shift towards a hybrid work environment, it’s crucial to acknowledge the struggles in the workplace experienced by both employees and corporations. However, within these challenges, there exists a need for effective leadership strategies that empower those in charge to navigate this transition easily. By understanding and implementing these strategies, leaders can foster a productive and healthy hybrid work culture, ultimately ensuring the organization's success.

Effective communication: a key to drive connections

Technology has become a valuable ally for leaders navigating the challenges of hybrid work. Cross-collaboration tools, project management software, and video conferencing platforms facilitate seamless communication and teamwork. Leaders must stay abreast of technological advancements and adopt tools that enhance virtual collaboration while fostering a sense of connection among team members. In a recent report, FlexOS pointed out that communication remain as one of the top challenges Managers and executives face when working in a Hybrid model:

  • 30% of employees express frustration with unclear communication from their managers and executives
  • 50% don't fully understand their company's hybrid work plan, due to communication gap
  • Remote workers feel 36% less supported by their managers compared to in-office colleagues - affecting trust and productivity.

More than ever, leaders should articulate clear expectations for their teams, highlighting the main goals, deadlines, and performance metrics determining employee performance. Clarity in roles and responsibilities ensures that distributed team members remain aligned, regardless of their physical location. Transparent communication about expectations fosters a culture of accountability and shared commitment to organizational objectives.

Frequent one-on-one and team meetings are crucial for sustaining open lines of communication. These check-ins allow leaders to address concerns, offer feedback, and understand the team's morale at any given time. Additionally, regular check-ins serve as a platform for recognizing and celebrating achievements, fostering a positive team culture, and boosting the confidence of employees.

Leaders are encouraged to support ongoing skill development among team members. Fostering a culture of continuous learning benefits individual career growth and enhances the team's collective capabilities. Providing access to training programs, mentorship opportunities, and knowledge-sharing platforms cultivates a workforce that is agile and well-equipped for evolving challenges.

 Build social cohesion

Inclusivity takes precedence in a hybrid work environment, requiring leaders to ensure remote employee engagement so they actively participate in decision-making processes and social activities. Leaders should create opportunities for diverse voices to be heard, actively seeking input from team members across locations. Inclusivity contributes to a sense of belonging and strengthens the team's cohesion.

Leaders must lead by example, exemplifying work-life balance, communication etiquette, and adherence to company values. Their behavior sets the tone for the entire team and establishes a culture of accountability and professionalism. Demonstrating a commitment to well-being, constant learning, and maintaining a positive work culture fosters an environment where team members feel inspired and motivated.



Distinctive challenges mark leadership in distributed work in 2024, yet it presents opportunities for innovation and growth. Leaders can successfully navigate these challenges by prioritizing effective communication, fostering distributed team cohesion, addressing employee well-being, and creating a vibrant work environment that benefits both organizations and their teams. The primary concerns for executives are identifying low productivity, progress tracking against goals, and effective cross-collaboration as top priorities. The emphasis on how teams work together surpasses the significance of their physical location. As the distributed work landscape continues to evolve, leaders must remain agile, continually refining their strategies to ensure organizational success in this dynamic era of work.

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Ligiya Mamikonyan

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