Team Leader MA Region Expert Insurance, LLC - 5.0 West Springfield, MA Job Details Full-time $60,000 - $110,000 a year 18 hours ago Benefits Paid training Health savings account Paid holidays Disability insurance Health insurance Dental insurance 401(k) Flexible spending account Paid time off Parental leave Vision insurance 401(k) matching Qualifications Employee onboarding Sales support Identifying new business opportunities Sales training Sales team management Indirect sales Calendar management Sales coaching Territory management Field sales experience Recruiting Leading team collaboration initiatives Interviewing Activity sales targets New hire orientation Providing product information Insurance sales Sales leadership Onboarding process management Escalation handling Communication skills Staffing management Experience with customer site (as sales environment) Entry level Under 1 year Full Job Description Team Leader MA Looking for a stable, long-term career? Join a growing independent insurance agency with 25+ years of success. We provide paid training, licensing support, and a clear career path —no prior insurance experience needed.

What You'll Do:

• Lead daily and weekly check-ins with regional General Managers on staffing, sales activity, needs, and open issues.
• Serve as the core sales-producing agent in MA, supporting assigned locations and regional business needs.
• Sell policies directly while modeling strong sales behaviors for the team.
• Confirm licensed agents are on-site, active, and working scheduled locations.
• Train and onboard new staff through field coaching, product knowledge, and sales processes.
• Support management with recruiting and interviewing sales candidates.
• Serve as the first point of contact for field questions, issues, and escalations before they reach management.
• Attend partner's sales meetings to support interested stores, products, programs, and identify opportunities for growth.

What We're Looking For:

• Proven sales experience with the ability to meet or exceed production goals.
• Strong communication skills with the ability to work effectively with dealership partners, field staff, GMs, and management.
• Ability to coach, train, and motivate team members in a field sales environment.
• Highly organized and able to manage multiple locations, priorities, schedules, and follow-ups.
• Comfortable serving as a resource for process questions, issue resolution, and sales best practices.
• Ability to travel between assigned dealership locations as needed.

Compensation & Benefits Base salary plus additional incentive bonuses monthly Health, Dental, Vision, Life & Disability insurance HSA/FSA options 401(k) with company match PTO + paid holidays Schedule Monday-Friday One - two Saturday(s) per month (with a weekday off) Why You'll Love It Here We're a collaborative, team-focused agency where your growth matters. You'll get hands-on training, ongoing support, and the opportunity to build a meaningful career helping people every day.

Pay:

$60,000.00 - $110,000.00 per year

Benefits:

401(k) 401(k) matching Dental insurance Health insurance Paid time off Parental leave Vision insurance

Work Location:

In person