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Flex Remote Jobs in Naples, FL (NOW HIRING)

Customer Support Specialist

Naples, FL · Remote

$18.50 - $24.75/hr

Previous Paychex Flex experience preferred (Not Required) Education and Experience: * An Associate ... This is a remote position and will require working from home. Powered by JazzHR i32upsVOOl

Customer Support Specialist

Naples, FL · On-site +1

$17.75 - $24/hr

Previous Paychex Flex experience preferred (Not Required) Education and Experience: * An Associate ... This is a remote position and will require working from home.

Customer Support Representative

Naples, FL · On-site +1

$75K - $85K/yr

Naples, FL (Remote considered) Employment Type: Full-Time Salary Range: $70,000 - $85,000 About the Role FYIsoft is seeking a hands-on Accounting Manager to lead our accounts receivable, accounts ...

Flex Remote information

See Naples, FL salary details

$4

$18

$23

How much do flex remote jobs pay per hour?

As of Sep 5, 2026, the average hourly pay for flex remote in Naples, FL is $18.37, according to ZipRecruiter salary data. Most workers in this role earn between $14.47 and $22.64 per hour, depending on experience, location, and employer.

What is a Flex Remote?

A Flex Remote job offers a mix of remote and in-office work, allowing employees to choose when and where they work based on company policies. This setup provides greater flexibility while maintaining some in-person collaboration. The balance between remote and office work varies by employer and role.

What skills and qualifications are needed to thrive in a Flex Remote position?

To thrive in a Flex Remote role, you need excellent time management, self-motivation, and the ability to work independently, often supported by relevant experience in a specific field. Familiarity with digital collaboration tools like Slack, Zoom, project management software, and cloud platforms is typically required. Strong communication, adaptability, and proactive problem-solving are essential soft skills for seamless remote collaboration. These competencies ensure productivity, clear workflow, and effective contributions in a flexible and virtual work environment.

What are common challenges faced in a Flex Remote position, and how can they be managed?

Flex Remote positions often require balancing autonomy with accountability, which can be challenging without clear communication and self-discipline. Distractions in non-traditional environments or managing your schedule across various time zones can be obstacles, but setting boundaries and using effective productivity tools can help. Regular check-ins with your team and maintaining open lines of communication can reduce feelings of isolation and keep projects on track. Emphasizing organization and proactive planning allows Flex Remote professionals to succeed while enjoying the benefits of flexible work arrangements.

What are the most commonly searched types of Remote jobs in Naples, FL?

The most popular types of Remote jobs in Naples, FL are:

What are popular job titles related to Flex Remote jobs in Naples, FL?

For Flex Remote jobs in Naples, FL, the most frequently searched job titles are:

What cities near Naples, FL are hiring for Flex Remote jobs?

Cities near Naples, FL with the most Flex Remote job openings:

Infographic showing various Flex Remote job openings in Naples, FL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $38,202 per year, or $18.4 per hour.

Customer Support Specialist

The Hello Team

Naples, FL • Remote

$17 - $22.75/hr

Full-time

Re-posted 11 days ago


Job description

About HelloTeam: HelloTeam is at the forefront of transforming HR technology to empower businesses with innovative solutions for enhanced employee engagement and operational efficiency.

Position Summary: This role is responsible for delivering end-to-end client support, combining high-quality customer service with platform training and implementation guidance. Serving as a primary point of contact, this individual supports clients through onboarding, ongoing use, and issue resolution to ensure a successful experience with the platform.

The specialist collaborates cross-functionally to address escalations, documents all interactions and progress within the system, and helps drive client adoption and satisfaction. Success in this role requires strong communication skills, the ability to manage multiple priorities, and a proactive, solutions-oriented approach to both support and client enablement.

Responsibilities Include:

  • Handling inbound and outbound communications (phone, email, and support requests)
  • Support client onboarding and implementation by conducting training sessions, guiding clients through platform setup and configuration, and ensuring alignment with best practices.
  • Troubleshooting platform-related issues, and providing clear, timely resolutions.

If you have the attributes, skills, and experience listed below, we want to hear from you!

  • 1-3+ Year of experience in a Customer Support role
  • Customer service and communication skills including business writing
  • Software and environment trouble-shooting and diagnostic skills
  • Solid understanding of basic computer functions and ability to teach/train users
  • Experience supporting Software As A Service preferred (Not Required)
  • Strong oral and written communications skills
  • Excellent organizational, problem solving and communications skills
  • The ability to work independently and balance multiple priorities
  • Team player, resourceful, flexible

Preferred Skills:

  • Previous professional customer and/or technical support experience
  • Previous Paychex Flex experience preferred (Not Required)

Education and Experience:

  • An Associate's or Bachelor's degree in Communications, Business Administration, or similar course of study is preferred (Not Required)

Remote Position:
This is a remote position and will require working from home.