The Learning Experience Designer & Facilitator is responsible for designing, developing, and delivering high-impact learning programs that support organizational goals and enhance employee skills. This role combines creative instructional design with expert facilitation to create engaging and effective learning experiences. The Learning Experience Designer & Facilitator will collaborate with cross-functional teams, subject matter experts (SMEs), and leadership to ensure learning solutions are aligned with business needs and modern learning practices. The primary focus area will be supporting the design and delivery of manager and leadership development initiatives.

This is a hybrid role working from our NYC office 3 days per week. You will report to our Learning and Development Manager and will be based out of our New York City office.

You’ll Get To…

• Instructional Design & Content Development:
  • Lead the design and development of end-to-end blended learning programs, including workshops, learning paths and on-demand resources.
  • Apply adult learning principles and instructional design models (e.g. ADDIE and agile ) to create impactful learning experiences.
  • Develop assessments, activities, simulations, and other interactive elements that enhance engagement and reinforce learning objectives.
  • Ensure content is accessible and inclusive, leveraging diverse instructional methods to address various learning styles and levels of audience.
• Facilitation & Delivery:
  • Facilitate engaging in-person and virtual training sessions that encourage participation, collaboration, and knowledge transfer.
  • Serve as a subject matter expert and mentor for other facilitators, providing coaching and feedback to ensure high-quality delivery.
  • Adapt facilitation style to different audiences, including leadership, technical teams, and all-staff.
  • Facilitate team offsites and team effectiveness sessions that help teams align on purpose, priorities, and ways of working
• Learning Strategy & Needs Analysis:
  • Collaborate with leadership and stakeholders to conduct needs assessments and identify skills gaps.
  • Align learning solutions with organizational goals and skills needs, ensuring they address organization, team and individual performance improvement and long-term talent development.
  • Recommend learning interventions based on data analysis, research, and trends in the field of learning and development.
• Program Management: 
  • Provide ongoing program management support on all manager and leadership development programming. 
  • Create and maintain the manager development self-paced learning resources on the Intranet/Manager Portal. Work with partners (internal comms) and stakeholders (people teams) to ensure the effectiveness of the portal.
• Program Evaluation & Continuous Improvement:
  • Prioritize the learning effectiveness strategy and ROI of learning when designing learning initiatives. 
  • Measure the effectiveness of learning programs through participant feedback, assessments, and key performance indicators (KPIs).
  • Analyze learning data and metrics to continuously improve content, delivery methods, and learner outcomes. 
  • Iterate and enhance training and learning materials based on evaluation data and evolving organizational needs.
• Collaboration and Partnerships:
  • Establish and maintain partnerships with other L&D team members, with business leaders and within the people team. 
  • Provide consultative support in the form of instructional design, enablement/training strategy design and execution and facilitation (e.g. people team program roll-out support, team offsite facilitation, onboarding facilitation (step-in), etc.)
• Technology & Innovation:
  • Leverage our LXP and LMS, eLearning tools (e.g., 7Taps, etc), and virtual training platforms (e.g., Zoom, Google Meet) to deliver content effectively. 
  • Explore emerging technologies, such as AI-powered learning, and gamification, to innovate and enhance learning experiences.
  • Stay current on industry trends, sharing insights and best practices with the broader team.

Who We’re Looking For

• Education:
  • Bachelor’s degree in Instructional Design, Education, Human Resources, Organizational Development, or related field (Master’s degree preferred).
• Experience:
  • Minimum of 5-7 years of experience in instructional design, learning facilitation, and/or talent development.
  • Proven expertise in developing and delivering large-scale learning initiatives in a corporate environment.
  • Experience with LMS management and digital learning tools.
• Skills:
  • Strong knowledge of instructional design models and adult learning theories.
  • Excellent storytelling and deck-building skills with the ability to translate complex ideas into clear, engaging, and visually compelling presentations.
  • Excellent facilitation and presentation skills with the ability to engage diverse audiences.
  • Strong project management skills with the ability to manage multiple initiatives simultaneously.
  • Exceptional written and verbal communication skills.
  • Proficiency in learning technology tools (e.g., Articulate, Captivate, Rise, Storyline) and video editing software.)
  • Ability to analyze data and apply insights to improve learning outcomes.

Benefits & Perks

• A choice between medical plans with an option for 100% covered premiums 
• Fertility and adoption benefits
• Access to supplemental insurance plans for additional coverage
• Headspace mindfulness app subscription
• Global Employee Assistance Program
• Retirement benefits with employer match
• Flexible paid time off
• 20 weeks for parental leave and up to 12 weeks to care for an ill family member
• Pretax commuter benefit
• Education reimbursement
• Employee donation match to community organizations
• 8 Global Employee Resource Groups (ERGs)
• Dog-friendly workplace
• Free lunch and snacks
• Private rooftop
• Hack week twice per year

Cash Compensation Range: $126,500 – $203,550 USD

The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.

In addition to the cash compensation above (which includes base salary and, where applicable for eligible roles, may include on-target commissions or overtime pay), Squarespace employees are eligible to be granted an option to purchase our common stock. 

About Squarespace

Squarespace is a design-driven platform helping entrepreneurs build brands and businesses online. We empower millions of customers in more than 200 countries and territories with all the tools they need to create an online presence, build an audience, monetize, and scale their business. Our suite of products range from websites, domains, ecommerce, and marketing tools, as well as tools for scheduling with Acuity and creating and managing social media presence with Bio Sites and Unfold. Our team of more than 1,500 is headquartered in bustling New York City, with offices in Dublin, Ireland, Aveiro, Portugal, and coworking spaces in the UK, Netherlands, and Australia. For more information about our company culture, visit https://www.squarespace.com/about/careers.

Our Commitment 

Today, more than a million people around the globe use Squarespace to share different perspectives and experiences with the world. Not only do we embrace and celebrate the diversity of our customer base, but we also strive for the same in our employees. At Squarespace, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace.

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