Field Training & Enablement Sub Lead

  • -
  • Full-Time
  • On-Site
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Job Description:

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

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