About the role As a Performance Strategist, you’ll operate at the strategy level of AI-driven organizational transformation. You will turn client performance data into business insight, align with senior stakeholders, and apply AI to execute the strategy you build. You’ll utilize our in-house technology to help corporate teams convert behavioural patterns into measurable results and reach their KPIs. You will also work hands‑on with client participants every day, helping them develop new mindsets, behaviours, and habits. This role is for someone who wants to own results and operate as the brains of the work rather than its keyboard.

Performance Strategists will work in a hybrid model, with a minimum of three days per week in our downtown Toronto office.

Responsibilities

Own the strategy for your client relationships: align with client executives, translate performance data into actionable roadmaps, and present the path forward

Lead strategy calls with senior stakeholders, tailoring presentations that demonstrate clear business value and bringing the analytical‑to‑narrative bridge that executives act on

Apply AI with high literacy: as an AI‑first practitioner, build with AI to produce real work and point to the measurable change it drove

Coach and guide clients daily through written communication on the Impro app, driving measurable results through habit formation, hands‑on today and increasingly AI‑directed as our platform evolves

Drive each engagement through to a quantified result, holding accountability for the result rather than for delivery of a task alone

Actively participate in weekly training and planning meetings to stay aligned with team objectives

Collaborate closely with clients and Impro team members to ensure successful implementation





Adapt quickly to evolving client needs in a fast‑paced startup environment

What this role asks of you This role gives you real room to take ownership. We are looking for someone who will bring their own expertise and help shape how the work is done, rather than wait to be handed a template.

Initiative: you surface problems, bring solutions rather than only flag issues, and follow through without close oversight

A builder: you bring your expertise and creativity to help shape how the work is done, rather than simply maintaining what exists

A client‑driven rhythm that does not fit traditional working hours. You respond with urgency because candidates, clients, and opportunities all run against the clock

Comfort operating in startup ambiguity, where building the solution is part of the job, and the willingness to move into unfamiliar territory and risk getting it wrong

Requirements

Bachelor’s degree or equivalent experience

Legal authorization to work in Canada

Able to be in our downtown Toronto office a minimum of three days per week

You may be a good fit if you:

Have 3+ years in professional services (consulting, banking, or law), a startup, or customer success, in client‑facing work with measurable impact

Are an AI‑first professional who has built something real with AI and can show the measurable change it drove, rather than simply experimenting with AI

Have genuine depth in coaching, mentoring, or building development systems

Are accountable for results,



and can point to a time you drove a strategy through to a quantified outcome

Have strong analytical skills, find patterns and translate them into a narrative that executives act on, and are comfortable presenting to a room of senior stakeholders

Build authentic relationships across all organizational levels

Communicate effectively in both written and spoken formats

Thrive in startup ambiguity where building the solution is part of the job

Bonus: professional fluency in French, a strong asset for supporting our client base

Benefits

Comprehensive health and dental benefits package

Flexible work arrangements within our hybrid model

Professional development budget and continuous learning opportunities

Build future‑ready skills through hands‑on experience with cutting‑edge AI tools and mentorship from industry experts

Team events and cooperative work culture

How we’re different: Impro.AI combines the power of leading Generative AI systems with expert human performance strategists and consultants to deliver data‑driven insights that help executives unlock workforce potential, optimize company performance, and accelerate growth, all through one smart, supportive platform.

Come work with us! We encourage candidates from all backgrounds to apply, even if you don’t meet 100% of the listed requirements. Impro is committed to building a team that reflects the diversity of our customer base and thereby provides us with a competitive edge.

We look forward to reviewing your application and hopefully welcoming you to our team.

Don’t forget to follow us on LinkedIn for exciting job updates and much more!

Accommodations are available upon request for candidates taking part in the recruitment process.

#J-18808-Ljbffr

📌 Performance Strategist (Consulting – AI Startup Environment) (Winnipeg)
🏢 IMPRO.AI
📍 Winnipeg