About the Role
Own the technical health of AI deployments end-to-end, troubleshooting issues, refining prompts, analyzing data, and communicating solutions to customers in plain language. Sit at the intersection of product, engineering, and customer success.
Responsibilities
- Serve as the primary technical contact for a small portfolio of enterprise accounts, joining customer calls, owning follow-through, and building trusted relationships.
- Troubleshoot conversational AI behavior through prompt engineering, diagnosing issues and iterating on system prompts, escalation flows, and knowledge sources.
- Review voice and chat conversation logs to identify failure patterns, quality gaps, and improvement opportunities.
- Configure, monitor, and troubleshoot Manager AI back-office automations, diagnosing and resolving workflow breakdowns.
- Support integrations between STAN and customer systems (PMS, enterprise applications) including APIs, data flows, and debugging.
- Run data analysis on conversation and automation outcomes, turning findings into clear reporting for customers and internal teams.
- Explain complex technical situations to non-technical stakeholders, including root causes, tradeoffs, and timelines.
- Translate customer feedback and recurring issues into structured product input for engineering.
Requirements
- 3+ years in SaaS (preferred), ideally in professional services, technical account management, solutions engineering, or a forward-deployed engineering role.
- Real technical depth with AI/LLM-based products, understanding prompt, context, and model behavior interactions.
- Basic backend engineering skills including comfort with APIs, webhooks, reading logs, querying data (SQL), and light scripting (Python or similar).
- Strong analytical instincts to interpret raw data and identify trends.
- Excellent client-facing communication skills, remaining calm under pressure and credible with executives.
- Ownership mentality, closing loops, flagging risks early, and accountability for enterprise relationships.
Skills
- Prompt engineering
- Conversational AI
- Voice AI
- Contact center technology
- Workflow automation
- Systems integration
- Property management software (Yardi, AppFolio, Vantaca, CINC)
- HOA/community management industry
- SQL
- Python
Location
- North America
Work Type
- Full-time
Experience Level
- Senior
Salary/Compensations
- Competitive salary
Benefits
- Comprehensive health, dental, and specialist benefits.
- Company Macbook.
- Free parking and shuttle service to the office.
- Extra PTO during occasional US holidays.
- Company events, in-office restaurant, and building-wide perks.
- Unlimited ping pong and espresso!
About the Company
- STAN is the largest provider of AI solutions for HOA and Condo Property Managers.
- Utilizes cutting-edge and patented artificial intelligence technology.
- Enhances life for residents of more than 2.5 million+ homes across North America.
- Mission to build the world’s first AI property manager.
- Award-winning platform recognized by Rogers, FedEx, George Brown College, StartUp Canada, and the Waterloo Accelerator Centre.
