Remote Service Supervisor Jobs
Remote service supervisor jobs are open across the U.S. in customer service operations, technical support, field service coordination, and managed services, at companies ranging from regional service firms to large distributed enterprises. Employers hiring remotely right now include Sikich, Perrigo, and Datavant. Scan the live roles below and apply to whichever ones fit.
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Showing 5 of 10+ Remote Service Supervisor jobs
Who Are We?
Simply Business is a digital insurance brokerage that specializes in one thing: protecting the businesses our customers are working hard to build. We’re doing this by simplifying the insurance-buying process for all small businesses, blending together a combination of technology, data, and insurance knowledge. Our proprietary technology platform allows small business owners to easily search and compare quotes from over 20 top-rated insurance providers, customize their coverage, and purchase and access their policies – all online.
Founded in the UK in 2005, Simply Business is an insurtech pioneer with nearly 20 years of experience supporting small businesses. Simply Business is passionate about building an outstanding product for our customers – one that empowers their entrepreneurial spirits.
More importantly, we’re doing it all while taking care of our people. We’ve consistently been named a best place to work, including most recently ranking in Built In’s 2025 Best Companies to Work for in the US (Top 100), and Best Places to Work in Boston.
We want team members who have the drive to challenge boundaries. If you’re smart and passionate about delivering brilliant customer experiences, we’d love to hear from you.
What Is the Opportunity?
At the core of Simply Business is our Customer Solutions Center (CSC) which houses our Licensed Insurance Agents who interact with current and prospective customers by guiding them through servicing the right coverage for small business owners. As we continue to grow in size, we are seeking passionate, enthusiastic, and innovative individuals to join the CSC as a hands-on supervisor for our team of Licensed Service Agents.
Our CSC Supervisors should be extraordinary leaders who will work collaboratively with their team while inspiring and empowering each individual to achieve their best. We are seeking highly-engaged leaders who take initiatives, are accountable, and can provide coaching and mentorship to their team.
- Manage individual and team delivery against the service agent performance framework: Contact Delivery, Customer Impact, and CSC Standards.
- Monitor real-time phone behaviors, break thresholds, and after-call wrap times
- Collaborate and manage performance root cause analysis and action plans to help identify performance gaps
- Lead, monitor, motivate, and evaluate the day-to-day performance at team and individual level. Ensure company processes and procedures are adhered to by team and individuals
- Partner with the quality, operations, product and service support team to ensure compliance requirements are met
- Collaborate cross-functionally to align day-to-day operational initiatives with the broader customer experience strategy.
- Oversee Zendesk queue management, prioritizing complex requests for internal and external customers
- Guide the team through automated digital shifts, Gen AI auto-reply rollouts for automated servicing
- Support skill diversification across both licensed and unlicensed agents to distribute workloads evenly and reduce bottlenecks.
- Support cross-departmental efforts to overall Objective Key Results including effective call routing, IVR re-routes, and chatbot deployment.
Required Skills:
- 2+ years’ experience leading teams in a customer service call center environment
- Must have experience with ticketing systems such as Zendesk
- Must have Customer Service experience from a prior role
- 1+ years’ experience in the insurance industry with an active Property & Casualty license
- Self-motivated work ethic
- Proven experience of leading a team to high standards of performance
- Able to engage and collaborate with cross departmental stakeholders
- Ability to problem solve and develop creative solutions utilizing strong analytical proficiencies
- People leadership experience with identifying and developing talent
- Strong prioritization skills, time management, influencing leadership, and handling projects
- Experience with ticketing systems/managing email Service Level Agreements
- Experience with efficiency/performance management
- Proven past change management experience with projects varying in size and impact
- Experience in leading through complex transitions and maintaining engagement during periods of uncertainty
Preferred Experience:
- Proven track record of mentoring high-performing team members while fostering a culture of accountability and professional growth
- Demonstrated the ability to navigate organizational shifts and change
- Hands-on experience navigating Calabrio (WFM) and Rippit (QA).
- Familiarity with data tools such as Looker, Google Suite, and knowledge bases like Guru
- Experience leading blended teams consisting of both licensed and unlicensed personnel.
What Is in It for You?
Here are some of the great benefits and perks that come from being a Simply Business employee:
- Group plan for medical, dental, vision, and prescription drug coverage.
- Short term disability, long term disability, and life insurance coverage.
- Participation in the Company’s bonus program-Participation in 401(k) plan with a 5% employer match.
- Commuter benefits to help cut down on parking and public transit costs.
- 25 days of vacation time plus 10 sick days and 10 company holidays.
- A genuine investment in your learning and development-Regular team outings and volunteer opportunities.
- An awesome office space.
Simply Business is an equal opportunity employer. We’re committed to welcoming and helping employees grow within an inclusive & diverse culture.
Pay: $66,996.21 - $80,683.61 per year
Work Location: Remote
Who Are We?
Simply Business is a digital insurance brokerage that specializes in one thing: protecting the businesses our customers are working hard to build. We’re doing this by simplifying the insurance-buying process for all small businesses, blending together a combination of technology, data, and insurance knowledge. Our proprietary technology platform allows small business owners to easily search and compare quotes from over 20 top-rated insurance providers, customize their coverage, and purchase and access their policies – all online.
Founded in the UK in 2005, Simply Business is an insurtech pioneer with nearly 20 years of experience supporting small businesses. Simply Business is passionate about building an outstanding product for our customers – one that empowers their entrepreneurial spirits.
More importantly, we’re doing it all while taking care of our people. We’ve consistently been named a best place to work, including most recently ranking in Built In’s 2025 Best Companies to Work for in the US (Top 100), and Best Places to Work in Boston.
We want team members who have the drive to challenge boundaries. If you’re smart and passionate about delivering brilliant customer experiences, we’d love to hear from you.
What Is the Opportunity?
At the core of Simply Business is our Customer Solutions Center (CSC) which houses our Licensed Insurance Agents who interact with current and prospective customers by guiding them through servicing the right coverage for small business owners. As we continue to grow in size, we are seeking passionate, enthusiastic, and innovative individuals to join the CSC as a hands-on supervisor for our team of Licensed Service Agents.
Our CSC Supervisors should be extraordinary leaders who will work collaboratively with their team while inspiring and empowering each individual to achieve their best. We are seeking highly-engaged leaders who take initiatives, are accountable, and can provide coaching and mentorship to their team.
- Manage individual and team delivery against the service agent performance framework: Contact Delivery, Customer Impact, and CSC Standards.
- Monitor real-time phone behaviors, break thresholds, and after-call wrap times
- Collaborate and manage performance root cause analysis and action plans to help identify performance gaps
- Lead, monitor, motivate, and evaluate the day-to-day performance at team and individual level. Ensure company processes and procedures are adhered to by team and individuals
- Partner with the quality, operations, product and service support team to ensure compliance requirements are met
- Collaborate cross-functionally to align day-to-day operational initiatives with the broader customer experience strategy.
- Oversee Zendesk queue management, prioritizing complex requests for internal and external customers
- Guide the team through automated digital shifts, Gen AI auto-reply rollouts for automated servicing
- Support skill diversification across both licensed and unlicensed agents to distribute workloads evenly and reduce bottlenecks.
- Support cross-departmental efforts to overall Objective Key Results including effective call routing, IVR re-routes, and chatbot deployment.
Required Skills:
- 2+ years’ experience leading teams in a customer service call center environment
- Must have experience with ticketing systems such as Zendesk
- Must have Customer Service experience from a prior role
- 1+ years’ experience in the insurance industry with an active Property & Casualty license
- Self-motivated work ethic
- Proven experience of leading a team to high standards of performance
- Able to engage and collaborate with cross departmental stakeholders
- Ability to problem solve and develop creative solutions utilizing strong analytical proficiencies
- People leadership experience with identifying and developing talent
- Strong prioritization skills, time management, influencing leadership, and handling projects
- Experience with ticketing systems/managing email Service Level Agreements
- Experience with efficiency/performance management
- Proven past change management experience with projects varying in size and impact
- Experience in leading through complex transitions and maintaining engagement during periods of uncertainty
Preferred Experience:
- Proven track record of mentoring high-performing team members while fostering a culture of accountability and professional growth
- Demonstrated the ability to navigate organizational shifts and change
- Hands-on experience navigating Calabrio (WFM) and Rippit (QA).
- Familiarity with data tools such as Looker, Google Suite, and knowledge bases like Guru
- Experience leading blended teams consisting of both licensed and unlicensed personnel.
What Is in It for You?
Here are some of the great benefits and perks that come from being a Simply Business employee:
- Group plan for medical, dental, vision, and prescription drug coverage.
- Short term disability, long term disability, and life insurance coverage.
- Participation in the Company’s bonus program-Participation in 401(k) plan with a 5% employer match.
- Commuter benefits to help cut down on parking and public transit costs.
- 25 days of vacation time plus 10 sick days and 10 company holidays.
- A genuine investment in your learning and development-Regular team outings and volunteer opportunities.
- An awesome office space.
Simply Business is an equal opportunity employer. We’re committed to welcoming and helping employees grow within an inclusive & diverse culture.
Pay: $66,996.21 - $80,683.61 per year
Work Location: Remote
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Find JobsRemote Service Supervisor Job Market
Who's Hiring
What Employers Look For
The qualifications that appear most often in remote service supervisor jobs.
- 2 or more years of experience supervising a service team in a related industry
- Proven ability to manage scheduling, workload distribution, and daily operations
- Strong customer escalation handling and conflict resolution skills
- Familiarity with ticketing systems, service management software, or CRM platforms
- High school diploma or equivalent required, associate or bachelor's degree preferred
- OSHA, ITIL, or industry-specific certification preferred depending on the service environment
Tips for Your Remote Service Supervisor Job Search
Apply early to remote roles that fit
Migrate Mate lists remote service supervisor openings from across the U.S. in one place, so you can find roles that match your background and apply directly without sorting through unrelated postings. Remote roles at established firms fill fast, so applying early matters.
Prove you can manage remotely on your resume
Call out distributed team experience explicitly, not just 'supervised a team.' Name the tools you used, whether that's Zendesk, Salesforce Service Cloud, or a workforce management platform, and show a result tied to async coordination, like improved first-contact resolution across a remote crew.
Sharpen your async communication before interviews
Remote service supervisor hiring managers screen for written clarity because your team will depend on your written instructions daily. Practice writing concise shift briefings, escalation notes, and performance feedback in plain language. Candidates who communicate crisply in writing move faster through remote interview processes.
Target companies with distributed service operations
Focus on employers running customer service, technical support, or field service teams across multiple time zones. These organizations have mature remote infrastructure and defined remote management practices, which means faster onboarding and clearer expectations from the start.
Remote Service Supervisor Jobs: Frequently Asked Questions
How do I get a remote service supervisor job?
Remote service supervisor roles go to candidates who can demonstrate self-direction, clear written communication, and the ability to manage distributed teams without in-person oversight. Remote-first managed services firms, SaaS companies with customer success operations, and insurance carriers with distributed field teams hire this role remotely most often. Showing experience with ticketing platforms, async communication tools like Slack or Teams, and documented performance results gives you a real edge over candidates who only list duties.
Which companies hire remote service supervisors?
Companies hiring remote service supervisors right now include Sikich, Perrigo, and Datavant, based on current remote listings on Migrate Mate as of July 2026. These tend to be remote-first firms, managed services providers, and large distributed operations in sectors like insurance, technology, and utilities that run customer or field service teams across multiple time zones.
Can you get a remote service supervisor job with no experience?
Yes, but remote entry-level service supervisor roles are harder to land because employers expect you to manage independently from day one without on-site mentorship. Your best path is through companies that promote from within their remote customer service or field service teams. Showing strong written communication, familiarity with ticketing or workforce management tools, and measurable results from any team-lead or senior representative work can open doors even without a formal supervisor title.
Do you need a degree for remote service supervisor jobs?
Not always. Remote employers hiring service supervisors weigh hands-on team leadership experience, results like reduced handle time or improved resolution rates, and proficiency with remote service tools at least as heavily as a degree. Some employers in technical services or managed IT may list a degree as preferred, but demonstrated supervisory performance and strong async communication skills routinely substitute for formal education in this role.
See All 10 Remote Service Supervisor Jobs
Find roles that match your experience and apply in just a few clicks.
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