IT Operations Administrator

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HelpSquad

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2014

🏥 Healthcare

🤝 B2B

🏢 Enterprise

💰 $500k Angel Round - HelpSquad Health on 2015-05

Healthcare • B2B • Enterprise

HelpSquad is a US-managed, HIPAA-compliant provider of virtual medical assistants and healthcare BPO services. It supplies trained, vetted remote staff for scheduling, patient intake, insurance verification, prior authorizations, medical billing and revenue cycle management, call center support (including 24/7 and after-hours), medical scribing, and AI-enabled patient support and knowledge systems. HelpSquad offers managed teams, white-label reseller services, and specialty support for practices and organizations ranging from solo clinicians to multi-location medical groups, hospital systems, dental practices, behavioral health, and in-home care; it emphasizes compliance (BAA signed at company level), quality vetting, and US-based oversight.

📋 Description

• Daily Monitor and triage shared company inboxes, routing messages per established procedures • Complete internal IT support tickets within a 24-hour SLA, including: Sending e-signature documents to clients and team members • Monitoring and resolving booking platform support cases • Deactivating listings and cancelling associated reservations • Creating user accounts for new clients and team members • Recording and approving PTO and overtime submissions • General troubleshooting across company software systems • Administer DocuSign end-to-end: distribute completed documents and maintain records in Airtable • Provide general oversight, maintenance, and monitoring of company software systems • Review accounting reporting to identify delinquent accounts; take appropriate action on associated listings and coordinate with account managers • Coordinate the new listing review process: confirm readiness, audit setup across platforms for compliance with company standards, and resolve issues before go-live • Review and resolve listing issues flagged by team members across booking and internal platforms • Audit listings pending deactivation for outstanding reservations • Resolve system notifications regarding listing issues • Download performance data, update internal pricing database, and upload pricing adjustments across pricing platforms • Audit key platforms for setup accuracy, organization, and common configuration issues • Review future calendar availability to confirm booking windows are operating correctly • Audit listing booking-window settings and confirm configuration with account managers • Develop new SOPs and systems to support company growth • Own vendor relationships and manage software vendor accounts • Onboard new employees: provision accounts and provide basic training on company systems • Maintain oversight of team member hardware • Oversee cybersecurity practices: manage spam and phishing reporting, educate team members on best practices, and advise leadership on appropriate SMB cybersecurity standards

🎯 Requirements

• 5 or more years of experience in an IT operations, systems administration, or software/database administration role • Hands-on experience with Airtable or similar database-driven platforms — this is required, not preferred. • Comfort with linked records, views, and structured data is essential • Demonstrated ability to independently learn, configure, and administer a wide range of SaaS platforms without formal vendor training • Strong troubleshooting skills with the ability to manage a high volume of support requests and consistently meet SLA deadlines • Excellent written English communication skills — you will regularly coordinate across account managers, regional managers, and executive leadership • Comfortable working independently in a high-autonomy remote role with minimal day-to-day supervision • Basic cybersecurity awareness including phishing and spam identification and SMB best practices • Available and responsive during core U.S. business hours

🏖️ Benefits

• Competitive hourly rate • On-time payments, every time • Payments processed via Wise • Direct client training provided — you are never thrown in blind • Dedicated Account Manager as your point of contact • Stable, long-term placement with a growing U.S.-based company • Exposure to a wide range of modern SaaS platforms • Potential for increased responsibilities as the company scales • Tenure recognition for long-term team members • Clear escalation paths — you always know who to go to