Field Training & Enablement Sub Lead

About the role

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

• 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
• 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
• Standardize training materials, delivery quality, training processes, and reporting trackers across all regions
• Own the nationwide cascade process for product updates, policy changes, and campaign launches — from HQ to SFTs to SAs
• Develop and deliver Train-the-Trainer programs for SFTs covering facilitation, adult learning, coaching, feedback, and field evaluation
• Track training coverage, completion, assessment results, and post-training SA performance nationwide

About you

• 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
• 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 methodology
• 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
• Willingness and ability to travel nationwide regularly, including field immersions with SFTs and SAs, and occasional weekends or non-standard hours
• Ability to coordinate effectively with cross-functional teams including sales, operations, product, and the broader Training Team