📍 Job Overview

Job Title: Associate Technical Support Specialist
Company: Insperity
Location: Madison, Wisconsin, United States
Job Type: Full-Time (Remote OK)
Category: Technical Support
Date Posted: June 25, 2025
Experience Level: Entry-level to Mid-level (0-2 years)
Remote Status: Remote (US only)

🚀 Role Summary

Insperity, a leading provider of scalable HR solutions, is seeking an Associate Technical Support Specialist to deliver exceptional remote software support for clients using their Business Performance Solutions (BPS). This role involves troubleshooting software issues, modifying setups, and optimizing client experiences with BPS solutions.

📝 Enhancement Note: This role offers an excellent entry point into the tech industry, providing a mix of customer service and technical support skills, with opportunities for career growth within Insperity's diverse and inclusive work environment.

💻 Primary Responsibilities

Remote Software Support: Provide remote assistance to clients using BPS solutions, troubleshooting software issues, and modifying setups to support changes in client business rules.
Client Interaction: Maintain client information in the Client Record Management system, document all client interactions, and ensure unresolved tickets are escalated appropriately.
Communication & Collaboration: Handle business-sensitive information with appropriate confidentiality, work with customers to optimize their experience, and collaborate with technical personnel as needed.
Email & Phone Support: Monitor appropriate email inboxes and provide excellent email technical support, answer phones politely and efficiently, and direct calls to the appropriate department or voice mail system.
Process Improvement: Continuously monitor the general voice mailbox, work to improve customer satisfaction, and increase customer reference-ability.

📝 Enhancement Note: This role requires strong communication skills, both verbal and written, as well as the ability to manage multiple tasks to completion with minimal supervision. Prior experience in technical support or a related field is preferred but not required.

🎓 Skills & Qualifications

Education: A Bachelor’s Degree or equivalent experience is required.

Experience: Technical support experience is preferred but not required.

Required Skills:

Excellent communication skills, both verbal and written
Solid interpersonal skills to interface with co-workers and customers
Ability to manage multiple tasks to completion with minimal supervision
Basic understanding of various Internet browser technologies
Knowledge of web-based software solutions
Knowledge of Microsoft Windows and Apple operating platforms
Strong analytical thinking skills and process-driven work habits
Basic knowledge of CRM systems and usage
Ability to effectively communicate with technical and non-technical staff in both written and verbal format
Ability to work alone and collaboratively, with technical personnel as needed
Ability to multi-task and prioritize projects in a fast-paced, deadline-driven environment

Preferred Skills:

Experience in technical support or a related field
Experience operating a multi-line telephone console

📊 Web Portfolio & Project Requirements

Portfolio Essentials:

Demonstrate problem-solving skills through past projects or case studies
Showcase strong communication skills through written or verbal presentations
Highlight any experience with CRM systems and customer support

Technical Documentation:

Provide examples of well-documented troubleshooting processes or software issue resolutions
Include any relevant certifications or training in technical support, customer service, or related fields

💵 Compensation & Benefits

Salary Range: $35,000 - $45,000 per year (AI estimated, based on regional market data for entry-level technical support roles in the United States)

Benefits:

Generous paid time off
Top-tier medical, dental, and vision benefits
Health & wellness support
Paid volunteer hours
Flexible work arrangements, with over 80% of Insperity’s jobs offering flexibility
Career growth opportunities, with continuous learning programs, mentorship opportunities, and ongoing training

Working Hours: Full-time (40 hours per week), with flexible scheduling to accommodate client needs and maintenance windows

📝 Enhancement Note: Insperity offers a competitive total rewards package, focusing on employee well-being and work-life balance. The salary range provided is an AI-estimated value based on regional market data for entry-level technical support roles in the United States.

🎯 Team & Company Context

🏢 Company Culture

Industry: Insperity operates in the HR technology and services industry, providing comprehensive HR solutions to businesses across various sectors.

Company Size: Insperity has over 90 locations throughout the U.S., employing thousands of professionals nationwide. This size offers opportunities for career growth and internal mobility.

Founded: 1986 (as Administaff), rebranded as Insperity in 2011

Team Structure:

Insperity's technical support teams consist of dedicated professionals who work remotely to provide exceptional client support
The team follows a structured hierarchy, with clear reporting lines and regular communication channels
Cross-functional collaboration occurs with other departments, such as sales, marketing, and client success, to ensure client needs are met

Development Methodology:

Insperity follows a structured approach to technical support, with established guidelines and procedures for ticket escalation and resolution
The company emphasizes continuous learning and improvement, providing ongoing training and development opportunities for its employees

Company Website: https://www.insperity.com/

📝 Enhancement Note: Insperity's company culture emphasizes diversity, inclusivity, and a sense of belonging. The company has received numerous recognitions for being a top place to work, demonstrating its commitment to employee satisfaction and growth.

📈 Career & Growth Analysis

Technical Support Career Level: This role is an entry-level to mid-level position within the technical support career path. It offers an excellent starting point for individuals interested in pursuing a career in tech, with opportunities for growth and specialization in related fields.

Reporting Structure: The Associate Technical Support Specialist reports directly to the Technical Support Manager, with regular communication with other team members and cross-functional departments.

Technical Impact: This role directly impacts client satisfaction and retention by providing exceptional technical support and optimizing client experiences with BPS solutions.

Growth Opportunities:

Career Progression: Insperity offers opportunities for career advancement, with potential paths leading to roles such as Senior Technical Support Specialist, Technical Support Team Lead, or other related positions within the organization.
Technical Skill Development: The company provides ongoing training and development opportunities, allowing employees to expand their skillsets and stay up-to-date with the latest technologies and best practices.
Leadership & Mentoring: As employees gain experience and demonstrate strong performance, they may have the opportunity to mentor new team members, further developing their leadership skills.

📝 Enhancement Note: Insperity's career growth opportunities are supported by the company's commitment to employee development and internal mobility. With over 90 locations nationwide, there are ample opportunities for employees to explore new roles and advance their careers within the organization.

🌐 Work Environment

Office Type: Insperity's technical support teams primarily work remotely, with occasional in-person meetings or training sessions as needed.

Office Location(s): Insperity has over 90 locations throughout the U.S., with this role being remote and open to candidates based in the United States.

Workspace Context:

Remote Workspace: As a remote employee, you will be provided with the necessary tools and equipment to create a productive home office environment.
Collaboration Tools: Insperity uses various collaboration tools, such as video conferencing platforms and project management software, to facilitate communication and teamwork among remote employees.
Flexible Scheduling: Insperity offers flexible scheduling options, allowing employees to balance their work and personal lives more effectively.

Work Schedule: Full-time (40 hours per week), with flexible scheduling to accommodate client needs and maintenance windows. The work schedule may vary depending on the team's specific needs and client time zones.

📝 Enhancement Note: Insperity's remote work environment offers employees the flexibility to balance their work and personal lives more effectively. The company provides the necessary tools and equipment to create a productive remote workspace, fostering a culture of trust and autonomy among its employees.

📄 Application & Technical Interview Process

Interview Process:

Phone Screen: A brief phone or video call to assess communication skills and fit for the role.
Technical Assessment: A hands-on assessment or case study to evaluate problem-solving skills, troubleshooting abilities, and understanding of web-based software solutions.
Behavioral Interview: A structured interview focusing on past experiences, behaviors, and motivations, using the STAR method (Situation, Task, Action, Result).
Final Interview: A meeting with the hiring manager or a panel of team members to discuss the candidate's fit for the role and the team, as well as to answer any remaining questions.

Portfolio Review Tips:

Highlight any relevant past projects or case studies demonstrating problem-solving skills, customer support experience, or familiarity with CRM systems.
Include examples of well-documented troubleshooting processes or software issue resolutions.
Showcase strong communication skills through written or verbal presentations.

Technical Challenge Preparation:

Brush up on basic troubleshooting techniques and software diagnostics tools.
Familiarize yourself with common web-based software solutions and their potential issues.
Prepare for questions related to customer service, communication, and process improvement.

ATS Keywords: (Organized by category)

Programming Languages: N/A (this role does not require programming language proficiency)
Web Frameworks: N/A (this role does not require web framework proficiency)
Server Technologies: N/A (this role does not require server technology proficiency)
Databases: N/A (this role does not require database proficiency)
Tools: CRM systems, multi-line telephone console, software diagnostics tools, project management software
Methodologies: Customer service, process improvement, troubleshooting, problem-solving
Soft Skills: Communication, interpersonal skills, analytical thinking, time management, multi-tasking, prioritization
Industry Terms: Technical support, customer service, client success, business performance solutions, remote work

📝 Enhancement Note: Insperity's interview process focuses on assessing the candidate's problem-solving skills, communication abilities, and fit for the role. By preparing for common technical support scenarios and demonstrating strong customer service skills, candidates can effectively showcase their qualifications for this position.

🛠 Technology Stack & Web Infrastructure

Frontend Technologies: N/A (this role does not require frontend technology proficiency)

Backend & Server Technologies: N/A (this role does not require backend or server technology proficiency)

Development & DevOps Tools:

CRM systems (e.g., Salesforce, HubSpot, or similar)
Multi-line telephone console (e.g., Avaya, Cisco, or similar)
Software diagnostics tools (e.g., Microsoft Remote Desktop, TeamViewer, or similar)
Project management software (e.g., Asana, Trello, or similar)

📝 Enhancement Note: As this role focuses on providing remote technical support for web-based software solutions, proficiency in various web technologies, server platforms, and infrastructure tools is not required. However, a basic understanding of web-based software solutions and their potential issues is essential for success in this position.

👥 Team Culture & Values

Technical Support Values:

Customer Focus: Prioritize client needs and strive to exceed expectations in every interaction.
Continuous Learning: Stay up-to-date with the latest technologies, best practices, and industry trends to improve technical support skills and processes.
Collaboration: Work effectively with team members, cross-functional departments, and clients to ensure client needs are met and issues are resolved efficiently.
Problem-Solving: Approach each technical challenge with a proactive mindset, utilizing strong analytical thinking skills to identify and resolve issues promptly.

Collaboration Style:

Cross-Functional Integration: Collaborate with other departments, such as sales, marketing, and client success, to ensure client needs are met and issues are resolved efficiently.
Code Review Culture: While this role does not involve coding, Insperity encourages a culture of continuous learning and improvement, with regular knowledge-sharing sessions and peer-to-peer support.
Knowledge Sharing: Insperity fosters a culture of knowledge-sharing, with regular training sessions, mentorship opportunities, and access to internal resources and experts.

📝 Enhancement Note: Insperity's technical support team values a customer-focused, collaborative, and continuous learning approach to providing exceptional technical support and optimizing client experiences with BPS solutions.

⚡ Challenges & Growth Opportunities

Technical Challenges:

Troubleshooting: Develop strong troubleshooting skills to identify and resolve software issues efficiently and effectively.
Client Interaction: Manage multiple client interactions simultaneously, prioritizing tasks, and ensuring client needs are met.
Process Improvement: Continuously monitor and improve technical support processes to enhance client satisfaction and increase customer reference-ability.
Emerging Technologies: Stay up-to-date with the latest web-based software solutions and their potential issues, as well as any relevant industry trends or best practices.

Learning & Development Opportunities:

Technical Skill Advancement: Insperity offers ongoing training and development opportunities, allowing employees to expand their skillsets and stay current with the latest technologies and best practices.
Conference Attendance & Certification: Insperity encourages employees to attend industry conferences, workshops, and obtain relevant certifications to further their professional development.
Technical Mentorship & Leadership: As employees gain experience and demonstrate strong performance, they may have the opportunity to mentor new team members or take on leadership roles within the organization.

📝 Enhancement Note: Insperity's technical support role presents various challenges and growth opportunities, allowing employees to develop their technical skills, gain valuable experience, and advance their careers within the organization.

💡 Interview Preparation

Technical Questions:

Troubleshooting Scenarios: Prepare for common troubleshooting scenarios related to web-based software solutions, and practice using software diagnostics tools to identify and resolve issues.
Customer Service: Brush up on customer service best practices and be prepared to discuss your approach to handling difficult clients or resolving complex issues.
Process Improvement: Familiarize yourself with process improvement methodologies and be ready to discuss your experience with identifying inefficiencies and implementing changes to enhance client satisfaction.

Company & Culture Questions:

Company History & Values: Research Insperity's history, mission, and values to demonstrate your understanding of the company and its commitment to employee development and growth.
Team Dynamics: Prepare for questions about your ability to work effectively in a remote team environment, collaborating with team members and cross-functional departments to ensure client needs are met.
Client Success: Be ready to discuss your approach to client success, focusing on building strong relationships, understanding client needs, and exceeding client expectations.

Portfolio Presentation Strategy:

Case Studies: Prepare detailed case studies demonstrating your problem-solving skills, customer support experience, and familiarity with CRM systems.
Troubleshooting Walkthroughs: Include examples of well-documented troubleshooting processes or software issue resolutions, highlighting your ability to identify and resolve issues efficiently and effectively.
Client Interaction Examples: Provide examples of successful client interactions, showcasing your strong communication skills, active listening, and ability to manage multiple tasks simultaneously.

📝 Enhancement Note: Insperity's interview process focuses on assessing the candidate's problem-solving skills, communication abilities, and fit for the role. By preparing for common technical support scenarios, demonstrating strong customer service skills, and showcasing a deep understanding of Insperity's company culture and values, candidates can effectively position themselves for success in the interview process.

📌 Application Steps

To apply for this Associate Technical Support Specialist position at Insperity:

Submit your application through the application link provided.
Tailor your resume to highlight relevant technical support experience, customer service skills, and any relevant certifications or training.
Prepare a portfolio showcasing your problem-solving skills, customer support experience, and familiarity with CRM systems, including case studies, troubleshooting walkthroughs, and client interaction examples.
Research Insperity's company history, mission, and values to demonstrate your understanding of the company and its commitment to employee development and growth.
Prepare for the interview process by practicing common technical support scenarios, brushing up on customer service best practices, and familiarizing yourself with Insperity's technology stack and web infrastructure.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.

Associate Technical Support Specialist