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Vendasta

AI Onboarding Specialist

Saskatoon, SK, S7K 5T6, Canada

Full-time

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Job details

Job type: Full-time
Posting language: English
Posted: Nov 4, 2026

Original job description

Job Title: AI Onboarding Specialist
Saskatoon, SK (office-first)

Business owners buy AI Employees to save time and win customers, but only if the setup works on day one. You get them live, get the answers right, and teach them to run it.

What You’ll Do

You’ll work with AI Automation Specialists, Product, Customer Success and Sales.

Learn how each new client’s business runs and plan their AI setup
Build AI Employees, prompts and workflows on our platform
Test every setup before launch and fix wrong answers
Lead go-live and train client teams to run it themselves
Check results after launch and tune what drifts
Bring common client problems back to Product and your team
Use AI every day to test, document and move faster

What You’ll Bring

2+ years in technical customer success, onboarding or implementation at a SaaS company
A degree in Business, IT, Computer Science or a related field is an asset
Hands-on experience setting up chatbots, AI agents or automated workflows for customers
You write and tune prompts, and can tell why an AI answer went wrong
You explain technical things simply to people who aren’t technical
You already use AI in your own work every day

Nice to have: experience running many client onboardings at the same time.

Why Vendasta

Our purpose is simple: make technology easy, accessible and affordable. We’re building the AI workforce for business owners, so the people who run local businesses can spend less time on busywork and more time on their customers. Everything we do starts with those customers. If it doesn’t help a business owner win, we don’t build it.

How We Work
We own it (Drive), we’re candid (Respect), we keep learning (Agility) and we start with the customer (Innovation). We work hard, celebrate each other’s wins, and keep it fun. It’s part of why we were named one of Canada’s Most Admired Corporate Cultures for 2025.

And the coolest part?
We don’t just talk about AI. We build it. Whatever your role, we’ll train you to use it like a power user, with tools most companies are still reading about. Add coaching, mentorship, hands-on workshops and courses that move your career forward, and you’ll grow faster here than anywhere else. Plus, you’ll get health and wellness benefits, flex days and paid volunteer time, because doing your best work means having time for what matters outside it.

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More about this job

Responsibilities

You will be responsible for building, testing, and launching AI employees, prompts, and workflows for clients. Additionally, you will lead go-live sessions, train client teams, and provide ongoing tuning to ensure optimal performance.

Requirements

The role requires 2+ years of experience in technical customer success, onboarding, or implementation within a SaaS environment. Candidates should possess a degree in Business, IT, Computer Science, or a related field and demonstrate hands-on experience with AI agents or automated workflows.

Skills

AI Automation
Technical Customer Success
Onboarding
Implementation
SaaS
Chatbot setup
AI agents
Automated workflows
Prompt engineering
Technical communication
Client training
Workflow design
Product testing
Data analysis
Problem solving

Benefits

Health and wellness benefits
Flex days
Paid volunteer time
Coaching
Mentorship
Hands-on workshops
Courses

Visa sponsorship

Not detected in the job text

Keywords

AI
Artificial Intelligence
SaaS
Onboarding
Customer Success
Automation
Chatbots
Prompt Engineering
Workflow Automation
Implementation
Technical Support
Product Development
Client Training
Business Analysis
Computer Science
Information Technology
Vendasta
AI Employees
Software as a Service

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