Customer Support Senior Technical Coach (Coding Scripting AI Fluency)

The Senior Technical Coach leads technical enablement and performance coaching across both Technical Coaches or frontline Customer Support agents handling complex products (e.g. OneSite Knock Accounting). This role expands beyond technical coaching into direct performance coaching ensuring agents and coaches meet operational KPIs deliver high-quality resolutions and continuously improve. The role is responsible for bridging technical expertise coaching excellence and operational performance while also driving innovation through AI enablement including coding automation and development of agentic AI solutions to enhance support delivery. The Senior Technical Coach operates with a hybrid span of responsibility:
Oversees and mentors Technical Coaches or;
Directly supports a small group of complex-product agents (ideal ratio 1:5) through performance and technical coaching This position collaborates closely with Product Engineering CX WFM and Training teams to optimize processes reduce escalations and elevate both technical and customer experience outcomes.

Technical & Performance Coaching

Provide dual-layer coaching (Technical Performance) to both Technical Coaches and assigned frontline agents:

• Conduct 1:1 coaching sessions focused on:
• Technical troubleshooting depth
• First Contact Resolution (FCR)
• Average Handle Time (AHT)
• Customer Experience (CX/CSAT)
• Manage performance improvement plans and career development plans
• Coach agents handling complex product issues (e.g. integrations accounting errors CRM configurations)
• Mentor Technical Coaches to improve coaching effectiveness and knowledge transfer
• Maintain standard span of control (1:5) for direct agent coaching to ensure depth and quality

Complex Product Support Enablement

• Act as a subject matter expert for complex RealPage products (e.g. OneSite Knock Accounting)
• Drive advanced troubleshooting capability building across teams
• Partner with Tier 2/3 Product and Engineering to:
• Resolve recurring issues
• Improve knowledge base and documentation
• Lead deep-dive sessions and case reviews for high-complexity scenarios

Technical Enablement Strategy Execution

• Identify skill gaps across agents and Technical Coaches
• Design and implement targeted technical learning paths
• Ensure consistent adoption of best practices and troubleshooting frameworks
• Facilitate advanced technical training sessions

KPI Management & Data-Driven Coaching

• Monitor and analyze:
• FCR AHT CSAT
• Escalation rates
• Coaching effectiveness metrics
• Use insights to:
• Drive behavioral and technical improvements
• Refine coaching strategies
• Collaborate with WFM and CX teams to align performance with business needs
• Recommend process improvements to reduce inefficiencies and escalations

Escalation Reduction & Resolution Quality

• Lead initiatives to reduce escalations and improve resolution ownership
• Perform root cause analysis on recurring issues
• Improve PME (Product Management Escalation) resolution quality
• Ensure frontline teams are empowered to handle complex scenarios independently

AI Automation & Innovation

Drive adoption of AI-enabled support capabilities:

• Develop and implement AI-driven solutions (e.g. copilots automation scripts)
• Perform basic to intermediate coding/scripting (e.g. SQL Python automation tools)
• Design and build agentic AI workflows to:
• Automate repetitive troubleshooting steps
• Enhance knowledge retrieval
• Improve agent productivity
• Partner with internal teams to integrate AI into support operations
• Train Technical Coaches and agents on AI tool usage and best practices

Training & Continuous Learning

• Support onboarding nesting and upskilling of agents and Technical Coaches
• Ensure product certification coverage across teams
• Develop:
• Microlearning modules
• Quick reference guides
• AI-assisted training materials
• Measure and improve training effectiveness scores

Required:

• Bachelors degree in IT Business or related field (or equivalent experience)
• 2 years in technical support (SaaS ERP or property tech preferred)
• 1 year in coaching training or leadership role
• Experience supporting complex products (e.g. OneSite Accounting CRM tools)
• Proven experience in performance coaching in a metrics-driven environment
• Minimum 2 years experience as Technical Coach or equivalent role
• Experience in Python AI tools automation or scripting

Preferred

• Certification in Learn2Lead / Lead2Succeed
• RealPage product certifications (multiple modules)
• Coaching Certification

KNOWLEDGE/SKILLS/ABILITIES

Required:

Technical Skills:

• Strong proficiency in RealPage platforms (OneSite Knock Accounting etc.)
• Advanced troubleshooting in SaaS environments
• Working knowledge of:
• SQL / data analysis
• Ticketing systems (Salesforce Zendesk JIRA)
• Basic to intermediate Python coding/scripting skills
• Experience with AI tools and automation platforms

Coaching & Analytical Skills

• Ability to integrate technical coaching with performance coaching
• Strong data interpretation and KPI management skills
• Skilled in developing actionable improvement plans

Ability to lead high-impact coaching conversations