Global Senior Manager, Learning & Development

Nextinsurance66
Boston, US
Hybrid

Who this role is best for

Aimed at senior L&D professionals who blend strategic capability-building with hands-on training delivery in a global, technology-driven context.

Best fit for

  • Strategic L&D leaders comfortable designing and delivering AI-focused training programs.
    — “Lead the design and execution of ERGO | NEXT's enterprise AI enablement strategy
  • Global team managers experienced in cross-cultural training facilitation.
    — “2+ years of experience managing global teams across multiple time zones
  • Technical training specialists with SaaS or digital transformation backgrounds.
    — “Background in a technology-driven environment, SaaS, IT, digital transformation

Things to consider

  • Hybrid work arrangement requires presence in Waltham office.
    — “Location: Waltham, MA (hybrid)
  • Flexibility required for meetings across global time zones.
    — “Flexibility to accommodate meetings across global time zones

How to stand out

  • Showcase measurable impact of past learning programs on business outcomes.
    — “Build and maintain clear metrics and dashboards to track learning effectiveness
  • Highlight certifications in instructional design or learning technologies.
    — “Certifications in instructional design or learning technologies
  • Demonstrate experience bridging technical and non-technical audiences.
    — “Proven ability to operate at both the strategic and hands-on levels
Pace · SteadyCollaboration · HighAutonomy · MediumDecision Impact · TeamLevel · Senior

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • enterprise AI enablement strategy
  • hosting workshops and training sessions
Typical background
7+ years in Learning & Development

Skills & requirements

Required

Learning Strategy DesignTechnical Skills TrainingCross-functional CollaborationAI EnablementLearning Metrics

Preferred

Global Team ManagementModern Learning Technologies

Stack & domain

Ai Enablement StrategySkills Gap AnalysesLearning TechnologiesInstructional Design MethodologiesStrategic ThinkingCross-cultural CommunicationTraining FacilitationLearning & DevelopmentAITechnology

About the role

Original posting from Nextinsurance66 via Greenhouse

Location: Waltham, MA (hybrid)

 

ERGO NEXT’s mission is to help entrepreneurs thrive. We’re doing that by building the only technology-led, full-stack provider of small business insurance in the industry, taking on the entire value chain and transforming the customer experience. 

 

Simply put, wherever you find small businesses, you’ll find ERGO NEXT.

 

Since 2016, we’ve helped hundreds of thousands of small business customers across the United States get fast, customized and affordable coverage. We’re backed by industry leaders in insurance and tech, and we still have room to grow — that’s where you come in.

 

We're building a world-class, future-ready talent engine - and this role sits at the heart of that ambition. As Global Senior Manager of Learning & Development, you'll own the design, delivery, and continuous improvement of global learning strategies that sharpen technical skills and accelerate organizational transformation. This role blends strategic thinking with hands-on execution: you'll build scalable programs, facilitate training directly, partner with leaders across the business, and champion our AI enablement agenda. The ideal candidate is equally comfortable in a boardroom conversation about capability strategy and in front of a room running an engaging workshop.

 

What You’ll Do: 

Lead the design and execution of ERGO | NEXT's enterprise AI enablement strategy- building capability through a clear AI skills framework, persona-based learning paths, and applied, use-case-driven experiences tied to real work outcomes

Conduct skills gap analyses to identify current and future technical learning needs across the organization

Design, deliver, and evaluate a range of learning solutions- including workshops, self-directed courses, mentoring programs, and peer learning forums

Facilitate workshops, virtual and in-person training sessions, and onboarding programs focused on technology and digital competencies

Collaborate with stakeholders to align learning initiatives with business priorities and technology roadmaps

Partner with cross-functional leaders to ensure training drives performance, consistency, and culture across all locations

Build and maintain clear metrics and dashboards to track learning effectiveness, adoption, and business impact globally

Stay current on trends in L&D, AI enablement, and skills-based organization design

Ensure all learning content meets best practices for quality and accessibility

Coach subject matter experts (SMEs) to become more effective trainers

 

What We Need: 

Bachelor's degree in Education, Instructional Design, Technology, or a related field

7+ years of experience in Learning & Development, with meaningful exposure to technical or digital training

2+ years of experience managing global teams across multiple time zones and geographies

Proven ability to operate at both the strategic and hands-on levels-from building long-term learning frameworks to personally designing and delivering programs

Strong cross-cultural communication skills and experience working with global teams

Solid understanding of modern learning technologies, frameworks, and instructional design methodologies

Ability to confidently deliver training and facilitate learning in English

Comfortable navigating a fast-paced environment with shifting priorities

Flexibility to accommodate meetings across global time zones as needed

Background in a technology-driven environment, SaaS, IT, digital transformation, or similar

Preferred

Experience with Lessonly

Certifications in instructional design or learning technologies (ATD, CPTD, CIPD, or equivalent)

Familiarity with emerging technologies such as AI, data analytics, or software development tools

 

The range displayed on this job posting reflects the minimum and maximum target for new hire base salaries for the position in the location(s) listed. Within the range, individual pay is determined by additional factors, including, without limitation, job-related skills, experience, and relevant education or training. ERGO NEXT employees are also potentially eligible for our annual performance-based incentive program, in addition to our benefits package, consisting of our partially subsidized medical plan, fully subsidized vision/dental options, life insurance, disability insurance, 401(k), flexible paid time off, parental leave and more.

US annual base salary range for this full-time position: $163,000—$220,000 USD 

Don’t meet every single requirement? Studies have shown that some underrepresented people are less likely to apply to jobs unless they meet every single qualification. At ERGO NEXT, we are dedicated to building a diverse, inclusive and respectful workplace, so if you’re excited about this role but your past experience doesn’t align perfectly with every qualification in the job description, we encourage you to apply anyways. You may be just the right candidate for this or other roles.

One of our core values is 'Play as a Team'; this means making sure everyone has an equal chance to participate and make a difference. We win by playing together. ERGO Next Insurance is an equal opportunity employer and prioritizes building a diverse and inclusive workplace. We provide equal employment opportunities to all employees and applicants of any type and do not discriminate based on race, color, religion, national origin, gender, age, sexual orientation, physical or mental disability, genetic information or characteristic, gender identity and expression, veteran status, or other non-job-related characteristics or other prohibited grounds specified in applicable federal, state, and local laws. ERGO Next's policy is to comply with all applicable laws related to nondiscrimination and equal opportunity and will not tolerate discrimination or harassment based on any of these characteristics. 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. 

Source: Nextinsurance66 careers (Greenhouse)

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