Director, Enterprise Support & Technical Operations

Paylocity
Cincinnati, OH, United States
6 days ago
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Role details

Contract type
Permanent contract
Employment type
Full-time (> 32 hours)
Experience level
Expert
Experience required
5 years minimum
Compensation
$145,000.0 - $185,000.0
Working hours
Regular working hours

Tech stack

Artificial Intelligence Business Analytics Applications JIRA Clinical Data Repository Software as a Service Cloud Computing EHealth Salesforce.Com Fast Healthcare Interoperability Resources Mttr Information Technology Data Analytics
+3 more
Performance Monitor Health Level Seven International Api Design

Job description

We’re building a world-class support organization to serve healthcare enterprises at scale - and we’re looking for a Director who can architect it from the inside out. This is a high-ownership, high-visibility role at the intersection of customer success, technical operations, and organizational design.

You’ll lead three interconnected functions - Customer Support, Support Engineering, and Managed Services & Monitoring - and be the operational backbone that our largest health system and analytics customers rely on when it matters most. A critical dimension of this role is ownership of enterprise contract SLAs: ensuring every committed obligation is tracked, met, and protected - and that identified gaps are resolved before they become penalties or relationship risks.

What You’ll Own

  • Contract SLA Ownership - You will own the full lifecycle of enterprise contract SLA compliance - from intake and definition through real-time tracking, gap remediation, and executive reporting. You are the last line of defense against SLA breaches and the financial and reputational penalties they carry.
  • Contract SLA Management - Own enterprise contract SLA obligations end-to-end. Maintain a real-time registry of all committed SLAs, track performance against each, and drive rapid gap remediation to prevent penalties. Partner with Legal, Sales, and Finance on contract renewals and SLA negotiation.
  • Gap Identification & Remediation - Build early-warning systems that surface SLA risk before breach occurs. Own escalation protocols when gaps are identified - coordinating cross-functional response across Support Engineering, Monitoring, and Product to resolve issues within contractual windows.
  • Org Design & Scaling - Restructure and scale support operations to meet enterprise health tech demands - building tiered support models, escalation frameworks, and coverage strategies.
  • Support Engineering Leadership - Oversee technical triage, bug escalation, and root-cause workflows. Partner with engineering to accelerate time-to-resolution on complex platform issues.
  • Managed Services & Monitoring - Own proactive monitoring operations and managed service delivery for large SaaS customers - ensuring uptime, SLA adherence, and reliability across health and analytics products.
  • Customer Health & Escalation - Lead escalation management for critical accounts. Build playbooks that protect customer relationships during incidents and prevent churn through proactive intervention.
  • Metrics & Operational Excellence - Define and own KPIs - CSAT, MTTR, SLA attainment, ticket deflection - and drive continuous improvement using data and tooling.
  • Cross-Functional Partnership - Be the voice of the customer in product planning. Close the loop between support signals and roadmap decisions. Collaborate with Sales, CS, and Implementations on handoff quality.

Requirements

  • 10+ years in customer support, technical support, or support engineering - with 5+ years in a director or senior manager capacity
  • Proven track record building and restructuring support organizations in a B2B SaaS environment, preferably serving enterprise or regulated markets
  • Direct experience owning enterprise contract SLA compliance - including penalty management, gap remediation processes, and executive-level SLA reporting
  • Demonstrated ability to build SLA tracking infrastructure (dashboards, alerting, escalation runbooks) that provides real-time visibility and proactive risk management
  • Comfort engaging with Legal, Finance, and Sales on contract language, SLA definitions, and penalty structures during customer negotiations or renewals
  • Experience leading support engineering or technical operations teams - familiarity with API-based products, cloud infrastructure, and monitoring tooling is a strong plus
  • Deep fluency with support metrics (SLA, CSAT, FRT, MTTR, ticket deflection) and experience operating at scale across multiple product lines
  • Exposure to health tech, analytics platforms, or engagement applications - understanding of HIPAA-adjacent support constraints is valued
  • Experience owning managed services or proactive monitoring programs for large enterprise accounts
  • Exceptional communicator with the executive presence to represent the support function at the leadership level
  • Hands-on with support tooling (Salesforce Service Cloud, Jira, or equivalents) and data-driven in approach to process design
  • Empathetic people leader who can develop talent, navigate ambiguity, and drive accountability across distributed teams

Preferred Qualifications

  • Prior experience at a health tech, digital health, or health data/analytics company
  • Familiarity with HL7, FHIR, or clinical data workflows
  • Background in implementing AI-assisted support tools, deflection bots, or self-service knowledge bases at scale
  • Experience operating in a HIPAA-aware environment with security and compliance teams
  • Familiarity with SLA penalty structures, financial exposure modeling, and risk-adjusted support capacity planning
  • 10+ years’ experience in Information Technology, handling highly complex issues.

Why This Role:

  • This is an organizational design challenge with a real customer impact mandate. You’ll have the authority to rethink how support works, the resources to invest in the right tooling and talent, and a product that genuinely matters to healthcare providers and their patients. The stakes are real: enterprise contracts carry financial obligations, and you’ll be the person who ensures we honor every one of them. If you’ve been waiting for a role where accountability and scale go hand in hand, this is it.

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