Smartsheet

For over 20 years, Smartsheet has helped people and teams achieve–well, anything. From seamless work management to smart, scalable solutions, we’ve always worked with flow. We’re building tools that empower teams to automate the manual, uncover insights, and scale smarter. But more than that, we’re creating space– space to think big, take action, and unlock the kind of work that truly matters. Because when challenge meets purpose, and passion turns into progress, that’s magic at work, and it’s what we show up for everyday.

As a Senior Program Manager on the Learning & Content team, you will support the Go-To-Market (GTM) organization in planning, executing, and continuously improving onboarding and enablement programs. You will play a critical role in content lifecycle management, governance, program reporting, and cross-functional alignment, ensuring our enablement efforts are strategic, scalable, and measurable.

This role sits within the GTM Readiness & Enablement team, which supports all Sales and Customer Excellence functions at Smartsheet.

You will report to the Director of Learning & Content based in the US.

You Will:

• Drive end-to-end enablement program management: Own the lifecycle of enablement programs from planning through execution, maintenance, and continuous improvement.
• Lead process optimization initiatives: Identify, design, and implement process improvements that drive efficiency, scalability, and consistency across programs.
• Develop and manage content governance frameworks: Ensure content is current, consistent, accurate, and aligned with brand, compliance, and messaging standards.
• Build and maintain a centralized resource repository: Collaborate with the Release Rooks, and best practices to help the team scale consistently as the busineeadiness and Product Marketing teams to ensure the GTM organization has timely access to relevant product enablement content.
• Design and implement reporting and analytics dashboards: Track and visualize the impact of enablement programs through robust reporting that links learning outcomes to business metrics.
• Conduct audits and quality reviews: Establish a regular cadence for auditing content and programs, driving accountability and high standards.
• Evaluate program effectiveness: Use data, feedback, and business outcomes to assess program performance and recommend data-driven improvements.
• Collaborate across GTM and beyond: Partner with key stakeholders across Sales, Customer Excellence, Product Marketing, and Operations to align on priorities, manage change, and ensure successful outcomes.
• Facilitate cross-functional planning and governance meetings: Lead structured discussions that result in shared understanding, decisions, and accountability.
• Champion a learner-first mindset: Ensure enablement programs are designed with the end-user experience in mind and grounded in adult learning principles.
• Scale what works: Build reusable templates, playbss grows.

You Have:

• Business-level English proficiency, with strong written and verbal communication skills for collaborating across global teams and presenting to diverse audiences (CEFR level C1 or equivalent).
• 5+ years of program management experience, including programs that impact people, processes, and technology.
• 3+ years of experience working within the Smartsheet platform, with strong proficiency in Sheets, Reports, Dashboards, and automation features.
• 2+ years applying adult learning principles in instructional design or enablement content development.
• 2+ years of experience with reporting and analytics, tying learning and enablement initiatives to business performance.
• Experience with content governance and lifecycle management, including version control, auditing, and archival practices.
• Strong communication skills, with the ability to tailor messaging for a variety of audiences, including executive leadership.
• Proven ability to influence without authority and foster collaboration across cross-functional teams.
• Analytical and detail-oriented, with a knack for identifying root causes, mitigating risks, and driving strategic improvements.
• Entrepreneurial mindset, comfortable operating in ambiguity and committed to driving clarity and results.

Nice to Have:

• Familiarity with tools such as Highspot, Skilljar, Seismic, or other enablement/content management platforms.
• Experience supporting GTM teams in SaaS or fast-paced tech environments.
• Exposure to change management methodologies (e.g., Prosci, Kotter).

Perks & Benefits:

• Fully paid Health & Life insurance for full-time employees and family members
• Equity - Restricted Stock Units (RSUs) for eligible roles
• Monthly stipend to support your work and productivity
• Asociacion Solidarista with employee and employer contributions as well as potential alliances with entities such as universities, gyms, etc.
• 12 days paid Vacation + Flexible Time Away Program
• 20 weeks fully paid Maternity Leave
• 12 weeks fully paid Paternity/Adoption Leave
• Personal paid Volunteer Day to support our community
• Opportunities for professional growth and development including access to Udemy online courses
• Company Funded Perks including a counseling membership and your own personal Smartsheet account
• Teleworking options from any registered location in Costa Rica (role specific)

Get to Know Us:

At Smartsheet, your ideas are heard, your potential is supported, and your contributions have real impact. You’ll have the freedom to explore, push boundaries, and grow beyond your role. We welcome diverse perspectives and nontraditional paths—because we know that impact comes from individuals who care deeply and challenge thoughtfully. When you’re doing work that stretches you, excites you, and connects you to something bigger, that’s magic at work. Let’s build what’s next, together.

Equal Opportunity Employer:

Smartsheet is an Equal Opportunity (EEO) employer committed to fostering an inclusive environment with the best employees. It is our policy to provide equal employment opportunities to all qualified applicants in accordance with applicable laws in the US, UK, Australia, Germany, Costa Rica, Japan, Bulgaria, and India. All qualified applicants will receive consideration without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information.

If there are preparations we can make to help ensure you have a comfortable and positive interview experience, please let us know.

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