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BetterUp

Director, Enterprise Applications

BetterUp, Granite Heights, Wisconsin, United States

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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 is a role based in Europe, our Europe hub locations are London, UK and Amsterdam, NL. Please ensure you can realistically commit to this structure before applying.

The Director, Enterprise Applications

is a strategic leadership role responsible for transforming BetterUp’s enterprise systems into a strategic engine for growth, scale, and innovation. This leader defines and executes the vision for our enterprise applications ecosystem, ensuring it accelerates revenue, strengthens customer retention, and powers operational excellence across the business.

At the intersection of business and IT, this role drives the enterprise systems strategy that underpins BetterUp’s financial and strategic objectives. From enabling operational leverage through automation to unlocking GenAI for both business users and internal teams, this leader ensures our platforms are functional and transformative.

This role partners closely with executive stakeholders across Sales, RevOps, Customer Success, Product, Finance, Legal, and HR to ensure enterprise technology investments directly support their objectives. Leading a high-performing team of engineers, architects, product owners, developers, and agile leaders, the Director of Enterprise Apps is accountable for delivering secure, scalable, and insight-driven systems that support BetterUp’s next chapter of growth.

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 tailored to AI-Workspace Technology, overseeing intelligent automation, vendor ecosystems, and system integration to enable proactive, data-informed GTM 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 a rapid prototyping capability 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 organization 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 all domains (GTM, Finance, Legal, People).

Guide the team in assessing vendor options, negotiating contract terms, and evaluating ROI across platforms.

Team Leadership & Organizational Design: develop and scale an enterprise-grade delivery organization including PMs, architects, analysts, and developers.

Drive clarity in roles, responsibilities, and delivery cadence across product teams.

Actively mentor direct reports and support career development 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 in a large-scale environment

Ability to shape and coalesce AI use cases across the company and ensure organizational alignment

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

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

Skills & Competencies: strategic systems thinking and enterprise architecture alignment; financial oversight and cost governance; leadership across cross-functional stakeholder groups and technical teams; executive presence and communication skills; 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. We are looking for teammates who are excited to evolve alongside technology and help define best practices for AI-augmented work. During our interview process, you’ll have opportunities to showcase how you harness AI to learn, iterate, and amplify your impact.

Benefits

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

Competitive compensation plan with opportunity for advancement

Medical, dental, and vision insurance

Flexible paid time off

All federal/statutory holidays observed

4 BetterUp Inner Workdays

5 Volunteer Days

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. provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, disability, genetics, gender, sexual orientation, age, marital status, veteran status. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.

The salary for the role is $230,000 to $315,000.

Protecting your privacy and treating your personal information with care is very 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 reach out to support@betterup.co

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