Senior Program Lead, Leadership Development

Posted 20 Days Ago
Hiring Remotely in USA
Remote
136K-160K Annually
7+ Years Experience
Cloud • HR Tech • Professional Services • Software
Upwork is the world’s work marketplace connecting businesses with independent talent.
The Role
Join Upwork as a remote Sr. Leadership Development Program Lead to enhance leadership development programming for executives and transitioning leaders. Craft leadership development strategies, design training content, and ensure program implementation. Collaborate with stakeholders, manage coaching programs, and evaluate program effectiveness. Partner with the People Team to deliver innovative development programs with an equity and inclusion focus.
Summary Generated by Built In

Come join the Talent Development & Learning Team at Upwork as a remote Sr. Leadership Development Program Lead to take our leadership development programming to a new level. We are a small team of learning specialists, and program managers helping to shape the holistic talent development strategy for employees and managers. We want leaders of all levels to walk away from our programs with a clear understanding of their role as a leader at Upwork in enabling their teams to deliver on Upwork’s mission. We are looking for a seasoned L&D expert to craft the leadership development strategy for our manager and executive population as well as a diversity of leaders at key transitions. The ideal candidate will be someone who is a leadership development expert in both content and facilitation, business-oriented, and a seasoned program manager. 

  • Partnering with the People Team & leaders across Upwork to develop and launch interactive, cohesive, and intentional leadership development programming for our executive population and leaders at key transitions 
  • Building and translating the longer-term leadership development strategy into curated and intentional experiences across different modalities (virtual, in-person, peer groups, etc.)
  • Development our coaching strategy and managing the execution of our coaching program
  • Developing training content and facilitating meaningful development experiences using a neuro and social-science based approach to curriculum design and facilitation 
  • Applying an Equity and Inclusion lens to all of our leadership development program curricula
  • Ensuring smooth program implementation for leadership development programming
  • Listening to employees and managers on what works and doesn’t work to drive improvements - we want our development programs to be clear, cutting edge, and a valuable use of time for the business 
  • Working across the different people functions (L&D, DIBs, HRBPs, Workplace, etc.) to ensure we are working as a cohesive unit when launching and delivering development programs
  • Manage relationships with third-party resources, vendors and/or partners to roll out innovative leadership development programs.
  • Overseeing program evaluation and data tracking to drive improvements over time


  • 7-10+ years of Learning & Development, Training Program Management and/or Leadership Development experience
  • Proven history of designing and managing complex programs and successfully implementing effective training experiences
  • Proven impact integrating an inclusion and equity lens into curriculum design and development
  • Track record of proactive and effective partnerships with key stakeholders where you ensured timely delivery of services and met business needs
  • Ability to see the big picture, question existing ways of doing things, and look for ways to improve efficiency and effectiveness of our leadership programs
  • Positive, can-do attitude with a high level of energy and strong work ethic. 
  • Experience working in a fast-paced tech environment and is always thinking of ways technology can better enable our learning programs


Come change how the world works.

At Upwork, you’ll shape talent solutions for how the world works today. We are a remote-first organization working together to create exciting remote work opportunities for a global community of professionals.  While we have physical offices in San Francisco and Chicago, currently we also support hiring of corporate full-time employees in 15 states in the United States. Please speak with a member of our recruitment team to determine whether you are located in a state in which we are hiring corporate full-time employees. 

Our vibrant culture is built on shared values and our mission to create economic opportunities so that people have better lives. We foster amazing teams, put our community first, and have a bias toward action. We encourage everyone to bring their whole selves to work and grow together through development opportunities, mentorship, and employee resource groups. Oh yeah, we’ve also got amazing benefits. 

Annual Base Compensation

$136,000$160,000 USD

To learn more about how Upwork processes and protects your personal information as part of the application process, please review our Global Job Applicant Privacy Notice

The Company
HQ: San Francisco, CA
0 Employees
Hybrid Workplace
Year Founded: 2004

What We Do

Upwork is the world’s work marketplace, connecting millions of businesses with independent talent around the globe. We serve everyone from one-person startups to 30% of the Fortune 100 with a powerful, trust-driven platform that enables companies and freelancers to work together in new ways that unlock their potential.

Why Work With Us

Our vibrant culture is built on a common mission to create economic opportunities so that people have better lives. We encourage team Upwork to bring their whole selves to work through learning and development opportunities, mentorship, and Upwork Belonging Communities.

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