Senior Skills Strategy & AI‑Enabled Customer Success Manager – Enterprise Advisory, Workforce Transformation, and Data‑Driven Talent Enablement

About arenaflex

arenaflex is a fast‑growing, Series B technology company headquartered in the heart of the innovation ecosystem. We are redefining how large‑scale organizations understand, develop, and mobilize talent in the age of artificial intelligence. Our platform combines computational psychometrics, machine‑learning‑driven assessments, and hyper‑personalized learning pathways to give leaders the confidence to make data‑backed talent decisions that drive measurable business outcomes.

Our clients span the globe and include some of the world’s most influential enterprises—think of the scale and impact of organizations such as arenaflex, arenaflex, arenaflex, and arenaflex. By partnering with arenaflex, these companies accelerate workforce transformation, improve productivity, and build AI‑ready talent pipelines that keep them ahead of the competition.

At arenaflex we are learners, dreamers, and game‑changers. We foster a culture where curiosity is celebrated, bold ideas are encouraged, and every employee has the opportunity to shape the future of work.

Why This Role Matters

As a Senior Skills Strategy & AI‑Enabled Customer Success Manager, you will be the strategic advisor and primary point of contact for our enterprise‑level customers. You will blend deep expertise in skills strategy, AI enablement, and program leadership to help organizations accelerate their workforce transformation journeys. From onboarding to sustained adoption, you will own the end‑to‑end delivery of value, ensuring that our clients realize tangible ROI from arenaflex’s skills intelligence platform.

Key Responsibilities

Advisory & AI‑Enabled Program Design

• Serve as the trusted Skills Strategist for Fortune 500 customers, guiding C‑suite executives on workforce transformation, AI readiness, and skills‑first talent models.
• Leverage arenaflex’s AI capabilities to co‑design custom skills assessments, learning pathways, and transformation programs that align with business priorities—whether organization‑wide, AI & Data focused, or functional (e.g., Sales, HR, Finance).
• Deliver data‑driven, AI‑powered recommendations that translate skills insights into concrete business outcomes such as increased productivity, faster reskilling, and enhanced agility.

Deployment Leadership

• Own the full lifecycle of customer value delivery—including implementation, launch, adoption, renewal, and expansion.
• Lead cross‑functional internal teams (Integrations, Support, Product, Marketing) and client stakeholders to ensure on‑time, high‑impact deployments.
• Track and analyze deployment success through engagement, satisfaction, adoption, and outcome metrics; use insights to drive continuous improvement and program optimization.
• Champion sustained engagement through targeted interventions, change‑management strategies, and iterative program enhancements.

Executive Engagement & Growth

• Build and nurture trusted relationships with C‑suite leaders and senior program sponsors.
• Deliver strategic updates and quarterly business reviews that inspire action, reinforce the value of arenaflex’s AI‑powered platform, and provide transparent reporting on adoption, engagement, satisfaction, and ROI.
• Partner closely with the Sales organization to identify expansion opportunities, position new capabilities, and drive account growth.

Internal Leadership & Advocacy

• Act as a customer advocate within arenaflex, influencing product innovation and roadmap based on real‑world usage and feedback.
• Contribute to the development of internal playbooks, best‑practice guides, and scalable delivery models that elevate the entire Customer Success organization.
• Mentor peers and junior team members on consultative, AI‑enabled success practices, fostering a culture of continuous learning.

What You’ll Bring

• 6+ years of experience in Management Consulting, Human Capital Transformation, or related advisory roles, preferably with exposure to large‑scale enterprise clients.
• Proven project‑management expertise—coordinating cross‑functional teams, managing complex initiatives, and delivering structured execution that ensures customer value realization.
• Exceptional data‑driven communication skills with the ability to influence senior executives and translate technical insights into strategic business language.
• Native or fluent English proficiency.
• A growth mindset and a passion for continuous learning, especially in the realm of AI tools and emerging talent technologies.
• Resilience, grit, and adaptability—comfort operating confidently through ambiguity and challenging customer situations.
• Willingness to travel up to 30 % of the time to support on‑site engagements, workshops, and executive briefings.

Preferred Qualifications

• Background in Industrial‑Organizational Psychology with client‑facing experience.
• Experience thriving in fast‑paced, high‑growth environments.
• Track record of success in Strategic Customer Success or Account Management roles.
• Demonstrated ability to manage large, complex enterprise accounts (annual contract value $100 K+).
• Familiarity with workforce analytics, predictive modeling, or AI‑driven decision‑support systems.

Core Skills & Competencies

• Strategic Advisory: Ability to diagnose talent challenges, design AI‑enabled solutions, and articulate a clear roadmap for transformation.
• Analytical Acumen: Proficiency with data analysis, visualization, and interpretation of skills‑related metrics.
• Program Management: Expertise in planning, executing, and scaling complex, multi‑stakeholder initiatives.
• Executive Communication: Confidence presenting to senior leadership, crafting compelling narratives, and influencing decision‑makers.
• Collaboration: Strong partnership skills across product, engineering, marketing, and support functions.
• Change Management: Experience driving adoption, managing resistance, and embedding new practices into organizational culture.

Career Growth & Learning Opportunities

arenaflex is committed to your professional development. In this role you will:

• Gain exposure to some of the world’s most ambitious enterprise transformation initiatives, working directly with senior leaders across multiple industries.
• Develop deep expertise in AI‑enabled talent intelligence—a rapidly expanding field with significant market demand.
• Participate in a structured mentorship program, receive regular coaching, and have access to a library of internal learning resources, including AI certifications, leadership workshops, and industry conferences.
• Earn the opportunity to progress into senior leadership tracks such as Director of Enterprise Success, Head of Skills Strategy, or Product Strategy leadership, depending on your interests and performance.

Work Environment & Culture at arenaflex

Our culture is built on three pillars: innovation, inclusion, and impact.

• Innovation: We encourage experimentation with the latest AI tools, and you will have the autonomy to prototype new approaches that directly influence our product roadmap.
• Inclusion: arenaflex fosters a diverse, equitable workplace where every voice is heard. We celebrate differences and believe that varied perspectives drive better outcomes for our clients and our team.
• Impact: Your work will have a measurable effect on the talent strategies of global enterprises, helping them become more agile, resilient, and future‑ready.

We offer flexible work arrangements, a collaborative virtual environment, and a supportive community that values work‑life balance.

Compensation, Perks & Benefits

arenaflex offers a competitive total rewards package that includes:

• Base salary aligned with market benchmarks for senior advisory roles.
• Performance‑based bonuses tied to customer success metrics and account growth.
• Equity participation—share ownership that aligns your success with the company’s long‑term growth.
• Comprehensive health, dental, and vision coverage.
• Generous paid time off, parental leave, and flexible holiday policies.
• Professional development stipend for certifications, conferences, and continuous learning.
• Wellness programs, virtual fitness classes, and mental‑health resources.
• Remote‑first work model with occasional travel for client engagements and team events.

Join arenaflex – Shape the Future of Work

If you are a strategic thinker with a passion for AI‑driven talent transformation, and you thrive in a dynamic, high‑impact environment, we want to hear from you. Bring your expertise, curiosity, and leadership to arenaflex and help our enterprise partners unlock the full potential of their workforce.

Apply today and become part of a team that is redefining how the world learns, grows, and succeeds.