Field Training & Onboarding Supervisor

Position Title: Field Training & Onboarding Supervisor Location: Remote Department: Training & Development Reports to: VP, Training & Development About Guild Garage Group Guild Garage Group is a fast-growing platform that partners with and acquires exceptional garage door service brands across the country. We help local businesses scale through operational excellence, leadership development, technology, and training. At Guild, training is not a support function — it is a strategic driver of growth, consistency, customer experience, and employee success. We are building scalable onboarding experiences that help new hires ramp faster, perform confidently, and create exceptional experiences for customers. Position Overview Guild Garage Group is seeking a highly organized, operationally minded, and relationship-driven Field Onboarding Supervisor to own and scale onboarding programs across our growing portfolio of brands. This role will be responsible for maintaining, facilitating, improving, and operationalizing onboarding programs for frontline roles including Technicians and other operational positions as the business grows. They will be tasked with building and delivering a widespread onboarding and training program and curriculum for our field level employees to empower them to reach their fullest potential within their first 90 days and beyond. The ideal candidate is passionate about training, operational excellence, coaching, and creating engaging learning experiences that drive measurable business outcomes. This individual will partner closely with brand leadership to ensure onboarding programs are executed consistently, onboarding expectations are upheld, and new hires are supported through the full onboarding journey. This role is not limited to facilitating training sessions. It requires someone who can build trust with operational leaders, drive accountability, identify onboarding gaps, analyze onboarding performance metrics, and help scale onboarding programs across a multi-brand organization. Key Responsibilities Onboarding Program Ownership Own and manage onboarding and early training programs Maintain and continuously improve onboarding curriculum, training materials, facilitator guides, SOPs, assessments, and certifications Ensure onboarding programs remain current and aligned with operational processes, systems, tools, and expectations Standardize onboarding experiences while allowing flexibility for brand-specific needs Build and support scalable onboarding frameworks as Guild continues to grow and acquire new brands Facilitation & Training Delivery Facilitate engaging virtual and/or in-person onboarding sessions for new hires Deliver high-energy training experiences focused on practical application and skill development Conduct role plays, coaching sessions, certifications, and onboarding check-ins Support new hires throughout onboarding through regular follow-up, coaching, and progress tracking Reinforce company culture, accountability, and operational expectations during onboarding Brand Partnership & Accountability Partner closely with brand leadership to support successful onboarding execution and field readiness Help operational leaders strategize onboarding experiences based on team structure, staffing, and operational capacity Support train-the-trainer initiatives to help field leaders effectively reinforce onboarding and OJT expectations Monitor onboarding progress, certification completion, and onboarding adherence across brands Conduct onboarding audits and identify opportunities to improve onboarding consistency and execution Build strong relationships with operational leaders and act as a trusted onboarding partner Program Operations & Data Management Track onboarding metrics including ramp progression, onboarding completion, retention trends, certification outcomes, and performance indicators Partner with Recruiting, Operations, and leadership teams to identify onboarding gaps and performance trends Maintain onboarding systems, learning platforms, reporting, and training documentation Use onboarding data and feedback to continuously improve onboarding effectiveness and learner outcomes Manage onboarding communications, scheduling, attendance tracking, and program coordination across multiple time zones Cross-Functional Collaboration Collaborate with Operations, Recruiting, HR, and Brand Leadership teams to align onboarding programs with business needs Support implementation of new operational processes, tools, and systems into onboarding experiences Help create a consistent onboarding experience that supports employee retention, readiness, and long-term success Qualifications 3+ years of experience in onboarding, training, enablement, learning & development, coaching, or operational training Experience in service-based, home service, field operations, installation, trades, or customer-facing operational environments strongly preferred Previous experience building, managing, or facilitating onboarding programs preferred Strong facilitation and presentation skills with the ability to engage both virtual and in-person audiences Strong coaching, communication, and relationship-building skills Ability to influence operational leaders and drive accountability across teams Experience creating onboarding content, SOPs, assessments, guides, and learning materials Strong organizational, project management, and follow-up skills Comfortable managing multiple priorities, brands, stakeholders, and time zones simultaneously Experience with onboarding systems, LMS platforms, or operational tools such as ServiceTitan or eduMe preferred Sales or commission-based operational experience is a plus Willingness to travel 25% What Success Looks Like New hires ramp faster and transition successfully into operational roles Onboarding experiences are consistent, scalable, and operationally effective across brands Operational leaders are supported, engaged and aligned on onboarding expectations and accountability Training content and onboarding systems remain organized, current, and measurable Retention, onboarding completion, and certification outcomes improve over time New hires feel supported, prepared, and confident throughout their onboarding experience Why Join Guild Garage Group? Opportunity to help build a best-in-class onboarding and training function in a rapidly growing organization High visibility and partnership with operational leadership across the business Ability to shape scalable onboarding programs that directly impact employee success and operational performance Collaborative, fast-paced, people-first culture focused on development and growth Career growth opportunities within a rapidly expanding platform organization What we have to offer you! Competitive pay with incentives Benefits – Health, Vision, Dental, PTO, Holidays, 401k and matching Employee Discount Employee Referral You will be part of a world class family of residential services brands, that invests heavily in training and developing our people to position for continued success Our focus on growth will create many opportunities to take on more responsibilities and develop into senior roles Guild Garage Group LLC is an Equal Opportunity Employer AA/EOE/M/F/V/D. In compliance with the Americans with Disabilities Act, Guild may provide reasonable accommodations to qualified individuals with disabilities and encourages both prospective and current employees to discuss potential accommodations with the employer. All candidates are required to undergo pre-employment Background and Drug Screenings, as well as a Motor Vehicle Record Check. *This posting provides details on potential commissioned compensation ranges and possibilities. These amounts are not guaranteed and should in no way be construed as a salary offer ​ Pay Range $75,000 — $85,000 USD By submitting your application, you consent to receive text messages, emails, and phone calls from Guild Garage Group and/or our coalition of partnered brands regarding job opportunities, application status, and recruiting-related communications. Message and data rates may apply. You may opt out of receiving text messages at any time by replying STOP. All messages are related to employment opportunities and recruiting activities.