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Salary
$74k – $178k per year (Estimated)
Location
In office (Toronto)
Seniority
Senior · 3+ years exp
Employment
Full-Time
Overview
Company
Impact
Profile match
Stan AI automates resident communication with an AI-powered chatbot built for property managers. Save time, cut costs, and improve response times.

This is a forward deployed engineer role, you own the technical health of your deployments end to end: when the AI gets something wrong, you find out why - digging through conversation logs, refining prompts, analyzing data, and working with engineering on fixes - then you get on a call and explain it to the customer in plain language.

You sit at the intersection of product, engineering, and customer success: technical enough to troubleshoot the AI yourself, communicative enough to be your customers' most trusted point of contact.

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

Benefits

  • Competitive salary
  • 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!

If you're a closer who is passionate about AI and ready to disrupt a massive industry, we want to talk to you!

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