Forward Deployed Engineer

STAN AI; Toronto; On-site; CAD 90,000 - 130,000; Full time

Benefits offered by this job

Free parking

Shuttle service to office

MacBook provided

Unlimited ping pong

Espresso machine

Job summary

STAN AI is seeking a technically adept professional to serve as the primary technical contact for a portfolio of enterprise accounts. You will troubleshoot AI prompts, analyze conversation data, and drive improvements across integrations with property management systems.

This role emphasizes strong client communication and ownership of outcomes. You will work onsite in Toronto, leveraging backend skills (APIs, SQL) and a data-driven approach to deliver trusted, decision-ready reporting for

Qualifications

• 3+ years in SaaS (preferred), in professional services or related roles.
• Real technical depth with AI/LLM-based products: understand prompts, context, and model behavior.
• Basic backend engineering skills: APIs, webhooks, reading logs, querying data (SQL), and light scripting (Python).
• Strong analytical instincts: turn raw data into defensible insights.
• Excellent client-facing communication — calm under pressure, credible with executives.

Responsibilities

• Serve as the primary technical contact for a small portfolio of enterprise accounts, joining calls and building trusted relationships.
• Troubleshoot conversational AI behavior through prompt engineering and workflow improvements.
• Review conversation logs to identify failure patterns and opportunities for improvement.
• Configure and troubleshoot back-office automations and identify where workflows break down.
• Support integrations between STAN and customers' PMS and enterprise systems (APIs, data flows, debugging).
• Run data analysis on conversation outcomes and report findings to customers and internal teams.
• Explain complex technical situations to non-technical stakeholders with clear timelines and tradeoffs.
• Translate feedback into structured product input for engineering.

Skills

SaaS experience

AI/LLM troubleshooting

Analytical mindset

Client-facing communication

Ownership mentality

Problem solving

Tools

APIs

Webhooks

SQL

Python

Job description

About Us:

STAN is the largest provider of AI solutions for HOA and Condo Property Managers. We are using cutting-edge and patented artificial intelligence technology to build solutions that enhance life for residents of more than 2.5 million+ homes across North America. And, we are on a mission to build the world’s first AI property manager. Want to come along for the ride?

STAN is also an award-winning platform, having been recognized by Rogers, FedEx, George Brown College, StartUp Canada, the Waterloo Accelerator Centre, and more!

To learn more, feel free to visit us at www.stan(.)ai

Tasks

• Serve as the primary technical contact for a small portfolio of enterprise accounts — joining regular customer calls, owning follow-through, and building trusted relationships with stakeholders
• Troubleshoot conversational AI behavior through prompt engineering: diagnose why the assistant responded a certain way, then iterate on system prompts, escalation flows, and knowledge sources to fix it
• 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 where workflows break down and getting them back on track
• Support integrations between STAN and each customer's property management system (PMS) and enterprise applications — APIs, data flows, and debugging across the stack
• Run data analysis on conversation and automation outcomes — resolution rates, escalation rates, ticket quality — and turn findings into clear, decision-ready reporting for customers and internal teams
• Explain complex technical situations to non-technical stakeholders: root causes, tradeoffs, and timelines, delivered clearly and credibly
• 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: you understand how prompts, context, and model behavior interact, and you troubleshoot systematically rather than by guesswork
• Basic backend engineering skills — comfortable with APIs, webhooks, reading logs, querying data (SQL), and light scripting (Python or similar)
• Strong analytical instincts: you can take raw conversation or ticket data and produce a defensible read on what's actually happening
• Excellent client-facing communication — calm under pressure, credible with executives, precise without jargon
• Ownership mentality: you close loops, flag risks early, and are comfortable being the accountable name on an enterprise relationship

Nice to Have

• Experience with conversational AI, voice AI, or contact center technology
• Workflow automation or systems integration experience
• Exposure to property management software (Yardi, AppFolio, Vantaca, CINC) or the HOA/community management industry
• Prompt engineering experience in a production environment
• 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!