Support senior living communities across your region by delivering hands-on technical expertise, infrastructure support, and exceptional customer service. This role offers a mix of remote troubleshooting, onsite project work, and field-based problem solving — perfect for a tech who thrives on variety and impact.
About Pennant Services
Pennant Services supports over 190 home health, hospice, senior living, and home care agencies across 14 states. Their decentralized model lets each location lead with autonomy while the Service Center provides essential support in IT, clinical operations, HR, legal, and compliance. Pennant’s culture is rooted in their CAPLICO values, emphasizing ownership, growth, and mission-driven work.
Schedule
• Full-time remote role based in Wisconsin (Northern region preferred)
• Up to 50% travel; some drives may exceed two hours
• Mix of remote support, onsite field visits, and project-based assignments
• Collaboration with IT leadership, Field Services teams, and senior living communities
What You’ll Do
• Serve as a dedicated Field Services resource supporting Pinnacle business lines
• Execute infrastructure projects, conduct site visits, and act as an escalation point for technical issues
• Install, configure, and maintain hardware, software, mobile devices, and peripherals
• Assist with network equipment setup to ensure reliable Wi-Fi and VoIP functionality
• Ensure resilient internet and network connectivity for communities
• Manage ticket queues, project timelines, and personal workload to meet SLAs
• Provide hands-on IT support and user training across multiple sites
• Document troubleshooting steps, project updates, and resolutions for internal knowledge sharing
• Contribute to IT initiatives including upgrades, migrations, and new application deployments
• Support knowledge base creation and automation tools (chatbots, predictive AI)
• Maintain financial responsibility for IT and travel budgets
• Other duties as assigned
What You Need
• Passion for technology and problem-solving
• BS in Computer Science, Information Systems, or equivalent experience
• 2+ years of technical support experience
• Experience with ticketing systems (Zendesk, ServiceNow, etc.)
• Understanding of Wi-Fi, VoIP, and basic network fundamentals
• Strong communication skills and customer-first mindset
• Ability to manage projects, troubleshoot independently, and stay organized
• Willingness to learn, grow, and adapt to new technologies
• Ability to travel up to 50% of the time
Benefits
• Salary: $65,000 – $75,000
• Medical, dental, and vision coverage
• 401(k) with company match
• PTO, holidays, and professional development opportunities
• Work-life balance and autonomy
• A supportive culture rooted in Pennant’s CAPLICO values
If you want a role where every day brings something new — and your technical skill directly supports frontline caregivers — this is it.
Happy Hunting,
~Two Chicks…