Regional Training & Enablement Lead

COMFORT SYSTEMS; Jefferson City (MO); On-site; USD 76,000 - 143,000; Full time

Benefits offered by this job

Health benefits

PTO with volunteering

401(k) match

Tuition reimbursement

Flexible work environment

Mental health support

Career advancement

Student loan repayment

Diversity & inclusion

Award-winning culture

Job summary

Colonial Life, part of Unum Group, seeks a Training and Development leader to drive onboarding and regional training initiatives across the South region. You will partner with sales leaders and home office stakeholders to deliver scalable programs that accelerate performance.

You will design onboarding, upskill Territory Sales Trainers, and champion the rollout of enterprise capabilities and tools. Travel up to 60–80% is required; strong leadership and 7+ years of training delivery are preferred.

Qualifications

• Ability and willingness to travel up to 60%-80% of time.
• Bachelor or master’s degree in education, business, training and development or related field and/or 7+ years of relevant professional experience.
• 7+ years of formal training delivery experience strongly preferred.
• Strong leadership skills, including the ability to effectively engage in cross-organization partnerships, problem solve and influence others
• Proven ability to facilitate challenging meetings; ability to foster creative thinking and problem solving
• Strong technical aptitude and analytical skills
• Willingness and ability to consistently master/learn new capabilities, systems and tools; influence others to find value in adoption
• Forward thinking abilities to predict and proactively recommend digital enhancements that would drive the sales organization forward
• Proven ability to be a peer leader and mentor
• Excellent attention to detail, ability to analyze and synthesize raw data to produce detailed reports and provide strategy-oriented recommendations
• Consensus builder with a “business partner” mentality
• Solid understanding of the sales process and ability to communicate effectively with sales representatives, sales managers and home office content experts
• Demonstrated strategic thinking with ability to translate into meaningful actions
• Ability to lead change

Responsibilities

• Lead Core Team Onboarding: Oversee, design and execute comprehensive onboarding processes for new core team members, ensuring alignment with regional and enterprise standards.
• Train and Upskill TSTs: Develop and deliver ongoing training and upskilling for Territory Sales Trainers (TSTs) on key topics, tools, and capabilities to ensure consistent, high-quality training delivery across the region.
• Champion Strategic Initiatives: Drive adoption of strategic investments, tools, and resources by promoting them in training forums and embedding them into regional practices.
• Master and Transfer Knowledge: Become a subject matter expert on new enterprise capabilities and strategic initiatives; train TSTs and field leaders to ensure effective implementation.
• Launch Training Programs: Develop & lead the rollout of new training content, curricula, and learning experiences across the region.
• Assess and Improve Performance: Conduct targeted assessments of territory performance and training execution to identify gaps and recommend improvements.
• Facilitate Training Delivery: Deliver engaging and effective training sessions aligned with Colonial Life’s training path and development systems.
• Ensure System Consistency: Monitor and support the consistent execution of foundational core team systems as defined within the Colonial Life Field Training & Development path and system
• Identify Development Needs: Evaluate ongoing developmental and business needs of core teams and propose tailored solutions to address challenges and drive performance.
• Measure and Optimize Impact: Track the effectiveness of implemented systems and training programs; analyze results and adjust strategies to meet evolving business needs.
• Mentor New Talent: Provide guidance and mentorship to newly hired core team members to support their integration and success.
• May perform other duties as assigned

Skills

Travel readiness

Leadership

Communication

Problem solving

Training delivery

Education

Bachelor or Master’s degree in education

Tools

Enterprise tools

Job description

Colonial Life, part of Unum Group, seeks a Training and Development leader to drive onboarding and regional training initiatives across the South region. You will partner with sales leaders and home office stakeholders to deliver scalable programs that accelerate performance.

You will design onboarding, upskill Territory Sales Trainers, and champion the rollout of enterprise capabilities and tools. Travel up to 60–80% is required; strong leadership and 7+ years of training delivery are preferred.