Property Management Software Support Specialist

The Software Support Specialist will serve as the primary point of contact for technical troubleshooting and system support across Hillpointe’s core platforms, including Funnel CRM, Entrata, and Skillpointe LMS. This role ensures smooth operations during the leasing and move-in process, supports prospects, onsite and regional teams with system issues, and provides timely resolution or escalation of technical problems.

• Escalate persistent login failures to LMS vendor (Grace Hill/Skillpointe).
• Monitor and resolve Funnel helpdesk tickets (e.g., phones not connecting, quotes not generating, guest card glitches, reporting bugs).
• Troubleshoot payment and promo code issues, duplicate charges, and failed processing between Funnel and Entrata.
• Manage document-related issues (missing forms, failed uploads, lease packet errors).
• Track, document, and escalate recurring Funnel system bugs to vendor support as needed.
• Resolve notification/communication issues (emails not delivered, duplicate reminders, SMS failures).
• Reset or coordinate account access credentials as needed.
• Create and maintain FAQs, troubleshooting guides, and quick-reference resources for onsite staff.
• Serve as first line of support for property-specific Funnel issues reported by onsite teams.
• Ensure proper permissions and access levels for team members; deactivate accounts for terminated employees.
• Provide monthly summaries of top recurring issues, trends, and recommended process improvements.
• Troubleshoot login and access issues for staff unable to access Skillpointe.
• Resolve technical issues across Funnel, Entrata, and Skillpointe login access
• Diagnose data sync errors (guest card not transferring, co-applicant not syncing, status stuck, duplicates created).
• Maintain a support ticket log with issue, root cause, resolution, and escalation notes.

• High school diploma or equivalent
• Ability to manage multiple tickets/issues simultaneously and prioritize effectively.
• Excellent communication skills for both technical and non-technical audiences.
• Detail-oriented with strong documentation skills.
• Experience with Funnel, Entrata, or similar CRM/PMS platforms (strongly preferred).
• Experience with Learning Management Systems (LMS), particularly login/access troubleshooting.
• Strong troubleshooting and analytical skills.
• Prior experience in property management or property management system support required.