Operations Supervisor

Remote
Remote

People & HR, Operations

Posted on Oct 13, 2026

Team Success Supervisor

Are you driven by the opportunity to inspire remote teams and deliver exceptional client experiences? Wing Assistant is looking for a Remote Team Success Supervisor to elevate our Virtual Assistant's performance, ensuring top-notch service across various industries!

About the Role:

As our Team Success Supervisor, you’ll play a vital role in leading, coaching, and managing our remote Virtual Assistant team. In this position, you will focus on guiding team members to reach their fullest potential while fostering a collaborative, client-centric environment.

Roles and Responsibilities:

  • Manage a team of Virtual Assistants, fostering a positive, productive, and engaging work culture. You’ll ensure each team member understands their goals and has the resources they need to succeed.

  • Offer tailored coaching to VAs based on their experience and industry needs. Regularly meet with each VA to discuss performance, set objectives, and provide actionable feedback for growth.

  • Attend 2-3 in-person collaborative sessions per week with the core team to strategize, discuss team progress, and plan initiatives that promote continuous improvement in service delivery.

  • Leverage your knowledge of various industries to support VAs in delivering industry-specific solutions, addressing diverse client needs, and adapting to new sectors as required.

  • Set measurable performance goals, track team progress, and identify areas for improvement. Conduct regular performance evaluations and ensure high standards are consistently met.

  • Act as the first point of contact for escalated issues, working to resolve client concerns, mitigate risks, and implement solutions to improve overall team efficiency.

  • Encourage VAs to share insights and identify areas for personal and professional development. Develop initiatives that inspire ongoing learning and growth within the team.

Qualifications:

  • Minimum of 3-5 years in a supervisory role with a strong background in managing and coaching remote teams.

  • Proven ability to guide and motivate team members, helping them achieve their goals and grow in their roles.

  • Broad understanding of various industries and an aptitude for quickly learning new fields to provide guidance to a diverse client base.

  • Exceptional verbal and written communication skills, capable of delivering clear, constructive feedback.

  • Experience with remote work tools and platforms (e.g., Discord, Gsuite, Asana), and managing teams across different time zones.

  • Availability to participate in in-person meetings with the core team 2-3 times a week.

  • Analytical mindset with a proactive approach to addressing challenges and improving team processes.

Environment & technology needed for the job:

  • Fast reliable Internet connection & reliable electricity

  • Professional microphone headset or functional computer microphone equivalent

  • Fast, responsive computer

  • Clean & professional background/audio environment for video calls with customers

Benefits

  • People-focused company with a culture centered on community and personal growth

  • Ability to network with executives at one of the fastest-growing companies in the US

  • Opportunity to obtain knowledge about many industries simultaneously

  • Remote work-friendly

  • Avenues for rapid promotion & salary increases as the company scales

  • Be a part of an early growing customer success team at an early stage, high-growth company

  • Competitive compensation