Billease
The Field Training & Enablement Sub Lead leads Billease's nationwide team of Sales Field Trainers (SFTs) under the Training Team. This role is responsible for ensuring that every SFT — regardless of region — trains, coaches, and evaluates Sales Associates (SAs) at the same high standard. Beyond managing the trainer team, this role owns the continuous improvement of the field training function: standardizing materials and processes, certifying and calibrating trainers, accelerating the cascade of information, and building skill-development programs for both SFTs and Sales Network Area Supervisors (SNASs). Key Responsibilities SFT Leadership & Management Lead, supervise, and support Sales Field Trainers deployed nationwide Monitor SFT performance, field coverage, and deliverables across all regions Conduct regular coaching sessions, performance reviews, and field visits to observe SFTs during live training and SA engagements Support recruitment, onboarding, and deployment of new SFTs SFT Certification & Calibration Design, implement, and maintain the SFT Certification Program covering product knowledge, facilitation, coaching, and evaluation skills Run regular calibration sessions to ensure all SFTs assess and coach SAs against the same standards Manage recertification cycles and remediation plans for SFTs who fall below standard Standardization & Process Improvement Standardize training materials, delivery quality, training processes, and reporting trackers across all regions Maintain a single source of truth for all field training content and ensure nationwide adoption Continuously identify and implement improvements to make training programs more efficient and effective, in collaboration with the Training Lead and sales leadership Streamline field training workflows, from SA onboarding to refresher programs Cascade of Information Own the nationwide cascade process for product updates, policy changes, and campaign launches — from HQ to SFTs to SAs Ensure cascades are fast, accurate, and verified through knowledge checks and standardized talking points Serve as the escalation point for field questions and feed insights back to the Training Team and product/sales leadership Train-the-Trainer & Enablement Programs Develop and deliver Train-the-Trainer programs for SFTs covering not only product knowledge but core trainer skills: facilitation, adult learning, coaching, feedback, and field evaluation Build and roll out the Leadership Development Program for SNASs, covering people leadership, coaching, and performance management fundamentals Develop training materials, tools, and resources aligned with BillEase's objectives and values Data, Reporting & Training Effectiveness Track training coverage, completion, assessment results, and post-training SA performance nationwide Prepare and present regular reports on trainer productivity, training effectiveness, and program impact Use data to identify skill gaps across the sales network and recommend targeted interventions The Ideal Candidate Experience Minimum 4 years of experience in training, with at least 2 years handling sales training, sales enablement, or field sales — sales financing or fintech background strongly preferred At least 1–2 years leading or supervising a team, ideally trainers or field-based staff Proven experience designing training programs, certification frameworks, or train-the-trainer curricula Skills & Competencies Strong people leadership — able to manage, coach, and align a distributed, 100% field-based trainer team Strong process orientation with the ability to design and enforce structured, standardized training methodologies Analytical and evaluation skills to assess trainer performance, training impact, and program efficiency Excellent facilitation, communication, and interpersonal skills to engage diverse teams across regions Comfortable building and managing trackers, dashboards, and training documentation Work Environment Willingness and ability to travel nationwide regularly, including field immersions with SFTs and SAs, and occasional weekends or non-standard hours Flexibility to adapt to different regional conditions and team dynamics Ability to coordinate effectively with cross-functional teams including sales, operations, product, and the broader Training Team What Success Looks Like 100% of SFTs certified and calibrated to a single nationwide standard Standardized training materials, processes, and trackers adopted across all regions Product and policy cascades reaching all SAs quickly, accurately, and with verified understanding SFTs and SNASs demonstrating measurably improved training, coaching, and leadership skills Clear, data-backed visibility on training coverage and effectiveness for leadership
Billease
