VP of Training & Enablement

Go Cadre

13h•Hybrid

About The Position

Cadre AI is an AI strategy and integration consultancy that helps enterprises move from AI interest to AI execution. We partner with organizations to design, build, and deploy custom AI solutions that solve real business problems. Our team of AI strategists, engineers, and implementation specialists work directly with clients to identify high-impact use cases, architect AI-powered workflows, and deliver production-ready systems built on leading LLM and agentic AI platforms. We operate in delivery pods, each responsible for full-cycle AI engagements from discovery through deployment. Our clients range from mid-market companies taking their first steps with AI to Fortune 500 enterprises scaling AI across business units. We are known for translating technical complexity into business value and for building solutions that teams actually use.

Requirements

7+ years of experience in consulting, enablement, training, or client-facing roles where you were responsible for designing and delivering high-stakes presentations or workshops to senior executives.
Proven ability to own a client engagement from end to end, not just execute a predefined curriculum.
Strong understanding of the current AI landscape, including how LLMs, agentic AI, and enterprise AI platforms are being adopted in business contexts.
Exceptional executive presence and communication skills.
Highly organized and detail-oriented behind the scenes.
Experience building or launching a new service offering, product line, or revenue stream.
Bias toward systems and scalability.
Quick learner with strong technical fluency.
Collaborative leadership style with experience managing at least one direct report.
Ownership mentality and comfort with accountability.

Responsibilities

Own the full lifecycle of client training engagements, from intake and scoping through content design, delivery, and follow-up.
Deliver live training sessions to client C-suite, functional leaders, and end users.
Manage the content library offered to clients, working with your direct report to produce high-quality on-demand training videos, guides, and resources.
Coordinate across delivery pods to standardize training best practices, share reusable content, and ensure consistency in how Cadre presents AI enablement to clients.
Design and launch a standalone premium training and change management offering that generates new revenue streams for Cadre.
Build the go-to-market plan for the premium offering, including positioning, pricing, packaging, and sales enablement materials.
Track financial performance of the premium offering and report on revenue contribution, client uptake, and product-market fit.
Lead external (client) and internal (Cadre) change management initiatives to help teams adopt AI-first tools, workflows, and mindsets as the company scales.
Partner with leadership to identify areas where training or enablement can accelerate adoption of new systems, reduce friction in delivery workflows, or improve team productivity.