Sales Enablement Principal - AI Conversation & Sales Simulation

Confirmed live in the last 24 hours

Inovalon

Tampa, FL

On-site

Posted April 22, 2026

Job Description

Inovalon was founded in 1998 on the belief that technology, and data specifically, would empower the transformation of the entire healthcare ecosystem for the better, improving both outcomes and economics. At Inovalon, we believe that when our customers are successful in their missions, healthcare improves. Therefore, we focus on empowering them with data-driven solutions. And the momentum is building.

Together, as ONE Inovalon, we are a united force delivering solutions that address healthcare’s greatest needs. Through our mission-based culture of inclusion and innovation, our organization brings value not just to our customers, but to the millions of patients and members they serve.

The Principal AI Sales Simulation & Enablement Manager is a senior individual contributor responsible for designing, implementing, and scaling a blended AI‑driven and enablement‑led sales readiness ecosystem. This role strengthens seller execution and frontline sales manager effectiveness through conversational intelligence, simulation, certification, training, and performance‑based enablement programs.

This position does not manage people. Instead, it operates as a high‑impact IC who leads through expertise, influence, and ownership, partnering cross‑functionally with Sales Leadership, Revenue Operations, Product Marketing, and Sales Excellence.

Approximately 50% of the role will be focused on AI-based initiatives including overseeing the rollout of a conversational intelligence solution. The remaining 50% is dedicated to broader sales enablement, training strategy, and performance alignment. The ultimate objective is to translate skill‑building into measurable improvements in stage conversion, forecast accuracy, time‑to‑ramp, quota attainment, and revenue bookings.

Overview:
The Principal AI Sales Simulation and Certification Manager will design and scale an AI-driven conversational intelligence, simulation and certification engine that strengthens seller execution across discovery, demo delivery, objection handling, product positioning, deal strategy, and frontline sales manager coaching. This role sits at the intersection of AI, revenue strategy, and sales performance. The primary objective is to translate simulation-based skill development into measurable improvements in stage conversion rates, forecast accuracy, time-to-ramp, and revenue bookings.

Duties and Responsibilities:

Conversational Intelligence, AI Sales Simulation & Certification

Drive adoption and usage of conversational intelligence across sales and sales management
Codify best practices and plays identified from conversational intelligence and AI sales simulation data into onboarding, training content and certificationws
Design, launch, and scale an AI-driven sales simulation library aligned to the organization’s selling motion, including discovery, demo execution, objection handling, competitive positioning, and closing scenarios.
Develop structured certification tracks tied to priority sales plays, ensuring sellers can consistently articulate value, ROI, and differentiation while effectively navigating objections.
Establish scoring benchmarks and proficiency standards that clearly define readiness to advance and certification completion.
Drive adoption and participation across targeted seller cohorts, achieving high levels of influence, enablement, and clear performance tie-ins.
Develop AI-based simulation programs for frontline sales managers focused on deal inspection, forecast calls, coaching conversations, and performance management scenarios.
Improve forecasting discipline and coaching consistency through simulation-based leadership development.
Align simulation metrics to define business outcomes, including stage-to-stage conversion rates, win rates, quota attainment, bookings growth, and time-to-ramp.
Build reporting dashboards and performance frameworks l