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Director, Enterprise Applications

BetterUp

BetterUp

IT, Operations
Sterling, VA, USA
USD 150k-180k / year + Equity
Posted on Jul 17, 2025

Location

United States (Hybrid)

Employment Type

Full time

Department

Information Technology

Let’s face it, a company whose mission is human transformation better have some fresh thinking about the employer/employee relationship.

We do. We can’t cram it all in here, but you’ll start noticing it from the first interview.

Even our candidate experience is different. And when you get an offer from us (and accept it), you get way more than a paycheck. You get a personal BetterUp Coach, a development plan, a trained and coached manager, the most amazing team you’ve ever met (yes, each with their own personal BetterUp Coach), and most importantly, work that matters.

This makes for a remarkably focused and fulfilling work experience. Frankly, it’s not for everyone. But for people with fire in their belly, it’s a game-changing, career-defining, soul-lifting move.

Join us and we promise you the most intense and fulfilling years of your career, doing life-changing work in a fun, inventive, soulful culture.

If that sounds exciting—and the job description below feels like a fit—we really should start talking.

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.

Sitting 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 the power of GenAI for both business users and internal teams, this leader ensures our platforms are not only functional, but 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 (Trees/Plants/Seeds strategy.


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, digital transformation, AI or enterprise IT strategy roles

  • 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

Benefits:

At BetterUp, we are committed to living out our mission every day and that starts with providing benefits that allow our employees to care for themselves, support their families, and give back to their community.

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

  • A competitive compensation plan with opportunity for advancement

  • Medical, dental, and vision insurance

  • Flexible paid time off

  • Per year:

    • All federal/statutory holidays observed

    • 4 BetterUp Inner Workdays (https://www.betterup.co/inner-work)

    • 5 Volunteer Days to give back

    • Learning and Development stipend

    • Company wide Summer & Winter breaks

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

  • 401(k) self contribution

We are dedicated to building diverse teams that fuel an authentic workplace and sense of belonging for each and every employee. We know applying for a job can be intimidating, please don’t hesitate to reach out — we encourage everyone interested in joining us to apply.

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. In addition to federal law requirements, BetterUp Inc. complies with applicable state and local laws governing nondiscrimination in employment in every location in which the company has facilities. 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.

At BetterUp, we compensate our employees fairly for their work. Base salary is determined by job-related experience, education/training, residence location, as well as market indicators. The range below is representative of base salary only and does not include equity, sales bonus plans (when applicable) and benefits. This range may be modified in the future.

Protecting your privacy and treating your personal information with care is very important to us, and central to the entire BetterUp family. By submitting your application, you acknowledge that your personal information will be processed in accordance with our Applicant Privacy Notice. If you have any questions about the privacy of your personal information or your rights with regards to your personal information, please reach out to support@betterup.co

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