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BetterUp

Director, Enterprise Applications

BetterUp, Chicago, Illinois, United States, 60290

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Overview Director, Enterprise Applications at BetterUp. The role is a strategic leadership position responsible for transforming BetterUp’s enterprise systems into a strategic engine for growth, scale, and innovation. The leader defines and executes the vision for the enterprise applications ecosystem, ensuring it accelerates revenue, strengthens customer retention, and powers operational excellence across the business. This role sits at the intersection of business and IT and drives the enterprise systems strategy that underpins BetterUp’s financial and strategic objectives, including automation and the use of GenAI for business users and internal teams.

We are a hybrid company with a focus on in-person collaboration when necessary. Employees are expected to be available to work from one of our office hubs at least two days per week, or eight days per month. Our US hub locations include: Austin, TX; Chicago, IL; New York City, NY; San Francisco, CA; and the Washington, DC metro area. If this role is based in Europe, the Europe hub locations are London, UK and Amsterdam, NL. Please ensure you can realistically commit to this structure before applying.

Key Responsibilities

AI Enablement Leadership: act as the executive sponsor for self-driving enterprise initiatives, focusing on AI-driven orchestration and autonomous operations within GTM and AI-Workspace Technology domains.

Architect and lead the AI strategy and governance framework for AI-Workspace Technology, overseeing intelligent automation, vendor ecosystems, and system integration to enable proactive, data-informed go-to-market execution.

Champion the development of a control tower for GTM and AI-Workspace Technology—leveraging GenAI and decision intelligence to deliver real-time visibility, predictive insights, and autonomous workflows across the revenue lifecycle.

Establish and scale rapid prototyping to accelerate deployment of GenAI use cases that directly impact GTM velocity, forecasting accuracy, customer lifecycle automation, and cross-functional alignment.

Strategic Leadership & Portfolio Governance: lead governance processes including the EA Steering Committee, Architecture Review Board (ARB), DevSecOps, and Continuous Improvement Committee.

Own the operating model for intake, prioritization, delivery, and lifecycle management of enterprise apps.

Define and evolve the Enterprise Applications roadmap in alignment with company OKRs.

Executive Engagement & Communication: represent EA in strategic planning forums and executive business reviews; communicate roadmap progress, delivery outcomes, platform risks, and performance metrics to executive leadership.

Ensure alignment of EA efforts with broader IT, security, data, and business transformation programs.

Financial Oversight & Vendor Strategy: own enterprise applications budget, cost model, and vendor contract strategy; evaluate software investments, consolidations, and renewals across domains; guide the team in assessing vendor options and ROI.

Team Leadership & Organizational Design: develop and scale an enterprise-grade delivery organization and mentor direct reports within the EA function.

Qualifications

10+ years of progressive leadership experience in enterprise applications and digital transformation

At least 3 years of relevant experience in leading and managing AI projects and teams at scale

Experience shaping and coalescing AI use cases across the company and ensuring organizational alignment

Proven success leading complex, cross-functional delivery programs and governance models

Deep expertise in the Salesforce ecosystem and adjacent SaaS platforms supporting GTM, Finance, People, and Legal domains

Demonstrated ability to lead enterprise budgeting, vendor strategy, and influence P&L outcomes

Executive presence and experience aligning enterprise technology strategy to C-level business objectives

Strategic systems thinking and enterprise architecture alignment

Financial oversight and cost governance

Leadership across cross-functional stakeholder groups and technical teams

Strong communication and executive presence

Deep understanding of agile delivery models and product management practices

AI at BetterUp Our team thrives at the intersection of human expertise and AI capability. As an AI-forward company, adaptation and continuous learning are part of our daily work. We value teammates who experiment boldly, share discoveries openly, and help define best practices for AI-augmented work. During the interview process, you’ll have opportunities to showcase how you harness AI to learn, iterate, and amplify your impact.

Benefits BetterUp provides benefits to help employees care for themselves, their families, and their communities:

Access to BetterUp coaching for you and a friend or family member

Competitive compensation with opportunity for advancement

Medical, dental, and vision insurance

Flexible paid time off

Learning and Development stipend

Company-wide Summer & Winter breaks

Year-round charitable contribution of your choice on behalf of BetterUp

401(k) self-contribution

BetterUp Inc. is an equal employment opportunity employer. We do not discriminate based on race, color, religion, sex, national origin, disability, genetics, gender, sexual orientation, age, marital status, veteran status, or any other protected status. This policy applies to all terms and conditions of employment.

The salary for this role is $230,000 to $315,000. Base salary is determined by experience, education/training, residence location, and market indicators. This range may be modified in the future.

Protecting your privacy and handling your personal information with care is important to us. By submitting your application, you acknowledge that your personal information will be processed in accordance with our Applicant Privacy Notice. If you have questions about privacy, please contact support@betterup.co.

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