Product Adoption & Training Lead

This is a fully remote position, open to applicants in United States.

📋 Description

• Establish and oversee AI2IO's product adoption and training discipline across various applications and features.

• Develop the inaugural formal program for product adoption and training, encompassing seminars, live training sessions, videos, documentation, onboarding, office hours, role-specific learning, and release communications.

• Create and manage a cross-product adoption roadmap that aligns with releases, business priorities, user requirements, Customer Success goals, and engineering capacity.

• Define suitable adoption strategies, which may include self-service content, recorded training, instructor-led sessions, large events, reinforcement activities, and role-based learning paths.

• Identify gaps in adoption and initiate programs to enhance readiness, understanding, sustained usage, and user experience.

• Take ownership of enablement contributions to UAT and release readiness, including establishing standards for workflow clarity, terminology, learnability, documentation accuracy, training readiness, onboarding, and representative user scenarios.

• Collaborate with Product Owners, Customer Success, engineering teams, and representative users on enablement-focused UAT.

• Differentiate usability, learnability, documentation, and adoption findings from functional defects; document evidence and route issues appropriately.

• Advise on whether to proceed, proceed with documented enablement gaps, or defer user-facing rollout activities.

• Transform UAT observations into revised documentation, seminars, videos, onboarding materials, and product feedback recommendations.

• Establish quality benchmarks for training, demonstrations, videos, user guides, FAQs, troubleshooting content, quick references, and knowledge-base experiences.

• Personally conduct high-impact training sessions for small teams and audiences of 100 or more through town halls, webinars, and virtual formats.

• Quickly acquire knowledge of unfamiliar applications, Microsoft 365 capabilities, AEC workflows, and new features.

• Document organization-specific nuances for SharePoint, Teams, Outlook, Excel, Microsoft 365 Groups, Revit, and internal applications.

• Develop or review flagship training videos and materials to ensure instructional, accessibility, presentation, and production quality.

• Act as the primary partner for adoption and training across Customer Success, Product, engineering, support, affiliates, and leadership.

• Maintain oversight of releases, audience impacts, enablement dependencies, content coverage, and adoption risks.

• Represent the user-learning perspective in discussions regarding product design and releases.

• Coordinate priorities among concurrent product workstreams and provide leadership with options, trade-offs, and recommendations.

• Mentor Product Adoption & Training Specialists and contributors without formal authority over people management.

• Define measures for adoption and enablement using attendance, engagement, completion rates, content utilization, search behaviors, freshness, coverage, support themes, UAT findings, stakeholder feedback, and observed product usage.

• Establish review cycles to assess program health, portfolio readiness, content lifecycle, user feedback, and improvement priorities.

• Utilize AI-assisted workflows for research, drafting, editing, restructuring, and quality checks while ensuring source validation, confidentiality, accessibility, technical accuracy, and human review.

• Scale adoption across training systems, learning platforms, event formats, documentation methods, measurement practices, and product enablement methodologies.

• Maintain quality, findability, accessibility, consistency, and lifecycle governance within the enablement library.

• Create role-specific learning paths and reusable curricula.

• Lead significant multi-product or ecosystem-wide launch and adoption programs from readiness planning through outcome evaluation.

• Provide guidance to engineering, product, Customer Success, and leadership regarding adoption strategy, readiness, rollout sequencing, audience risk, and product implications.

• Contribute to staffing, capability planning, tooling selection, investment priorities, and the future roadmap for product adoption and training.

• Identify and implement strategies that enhance learning scalability, release readiness, content production, audience engagement, adoption visibility, and self-service.

• Assess build versus buy options for learning platforms, knowledge systems, video tools, event capabilities, analytics, and AI-assisted content workflows.

• Develop succession and delegation models, aiming to expand impact toward future director-level scope.

• Perform other related duties as assigned.

⛳️ Requirements

• Proven experience in building or significantly transforming a training, product adoption, customer education, or enterprise enablement program.

• Experience in creating and governing seminars, instructor-led training, role-based learning, user documentation, troubleshooting guidance, and short-form training videos.

• Experience in delivering live training to small teams and groups of 100 or more, including adapting to unforeseen audience needs.

• Strong troubleshooting and research skills; ability to quickly learn unfamiliar products and find reliable information.

• Experience in defining or leading user acceptance testing and release-readiness activities from a user, usability, documentation, training, or adoption perspective.

• Experience collaborating with Customer Success, Product Management/Product Owners, software engineering, support teams, and senior stakeholders.

• Ability to establish standards, prioritize a portfolio, delegate tasks appropriately, mentor contributors, and create sustainable operating practices without formal authority over people management.

• Excellent written, presentation, facilitation, and executive communication skills.

• Working knowledge of information architecture, accessibility, content lifecycle management, knowledge-base practices, adoption measurement, and evaluation of learning programs.

• Experience in training users on Microsoft products such as SharePoint, Teams, Outlook, Excel, Microsoft 365 Groups, or similar collaboration tools.

• Experience with Microsoft Teams town halls, webinars, or other large virtual event platforms.

• Experience producing recorded training content and a portfolio or work sample that demonstrates instructional approach and presentation quality.

• Background in AEC, MEP, engineering, construction, Revit, BIM, or design technology.

• Experience in selecting or managing learning management, knowledge-base, video, analytics, or digital-adoption platforms.

• Familiarity with AI tools such as Copilot or Claude, ensuring disciplined source validation and human review.

• 8+ years of professional experience in software training, product adoption, instructional design, technical writing, customer education, enablement, or a related field, with significant program ownership.

• Bachelor's degree in a related field preferred; equivalent practical experience will be considered.

• Travel/relocation requirements up to 5%, potentially involving any or all 50 US states.

• EEO/Affirmative Action and E-Verify participation requirements may apply.

🏝️ Benefits

• Choice of comprehensive medical plans, including two PPO-style options and a HDHP with HSA option.

• Flexible spending accounts (FSA).

• Dental and vision plans.

• Medical, dental, and vision benefits extended to spouse/domestic partner and dependent children up to age 26.

• 401(k) with company match and self-directed brokerage account option.

• PTO including additional paid time off during the last week of the year.

• Company-paid life insurance coverage for employees and eligible dependents.

• Short- and long-term disability coverage.

• AD&D coverage.

• Professional development opportunities.

• Tuition reimbursement.

• Professional licensing assistance.

• Paid parental leave after one year of employment.