About Attentive.ai

Attentive.ai is a fast-growing vertical SaaS startup, funded by Peak XV (Surge), InfoEdge, Insight Partners, Vertex Ventures, and Tenacity Ventures that provides innovative software solutions for the landscape, paving & construction industries in the United States. Our mission is to help businesses in this space improve their operations and grow their revenue through our simple & easy-to-use software platforms.

About The Role

We are looking for a hands-on training leader to manage a team of trainers and own the design, development and execution of organisation-wide learning initiatives. This role is responsible for trainer performance, training delivery, content development, LMS management and the development of Attentive's Learning Academy. The Training AM/DM works closely with Operations, Quality, HR, Product and subject-matter experts to identify capability gaps and deliver measurable performance improvement.

Key Responsibilities

Lead, coach and manage a team of trainers; allocate training programs and content-development responsibilities across the team
Review trainer performance, delivery quality, productivity and learner feedback; conduct observations and create individual development plans
Ensure consistency in training delivery, content quality, assessments and certification standards across programs
Conduct training needs analysis with Operations, Quality, HR and business stakeholders; design structured learning journeys for new hires and existing employees
Oversee the creation of presentations, videos, assessments, facilitator guides and guided learning courses
Manage LMS activities including course publishing, learner assignments, completion tracking, reporting and learner records
Support the development and maintenance of Attentive's Learning Academy; coordinate with SMEs to convert process knowledge into structured learning content
Track training effectiveness through assessments, quality scores, operational performance and stakeholder feedback; maintain calendars, dashboards and reports

Must-Have Skills And Experience

6 to 10 years of experience in Learning and Development, Training or Capability Development
Direct experience managing, coaching and developing a team of trainers
Hands-on experience in training design, content development, facilitation and structured learning journeys
Experience managing an LMS, digital learning programs, learner assignments, completion tracking and reporting
Strong proficiency in PowerPoint, Excel, Google Sheets and Google Slides; able to create assessments dashboards and performance reports
Strong people-management, communication, presentation and stakeholder-management skills; comfortable using data and AI tools to improve learning effectiveness

Good-to-Have Skills

Experience in a technology, BPO, shared-services or high-volume operations environment
Exposure to instructional design, video creation, e-learning authoring tools, internal learning academies or certification frameworks
Familiarity with Looker Studio or Power BI; new-hire training and Operations handover experience

Assistant / Deputy Manager - Training