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

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