Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Sales Representative & Trainer - Leadership Opportunity (In-Person | Local Territory)

$85k - $105k

The Compass Business Group

Job Description

Job Description

Sales Representative & Trainer Leadership Opportunity (In-Person | Local Territory)

Company: Compass Business Group
Compensation: $85,000$105,000 per year (Draw Pay + Commission + Bonuses)
Schedule: MondayFriday (occasional weekends as needed)
Employment Type: Full-Time | Independent Contractor

About Us

At Compass Business Group , we help individuals, families, and businesses protect what matters most through supplemental insurance solutions. Our culture is built on service, discipline, and leadership values we proudly share with many of our team members who are veterans or former public servants .

If you're ready to transition your leadership and coaching skills into a civilian career that's purpose-driven and financially rewarding, we'll help you make that move with confidence.

About the Role

As a Sales Representative & Trainer , you'll combine relationship-building and leadership to make a lasting impact. You'll work directly with clients to provide coverage solutions while also coaching and developing new team members to achieve success.

This is a mission-driven, people-centered role where your discipline, communication skills, and mentorship can transform lives including your own.

What You'll Do
  • Train, coach, and mentor new sales representatives

  • Build and maintain strong relationships with clients and business owners

  • Conduct individual and group presentations (from 1100+ attendees)

  • Manage your appointments, follow-ups, and goals with professionalism

  • Collaborate with leadership to drive team growth and success

  • Build a personal book of business while ensuring client satisfaction

What We Offer
  • Comprehensive training and ongoing mentorship for both you and your team

  • Weekly draw pay , plus commissions, bonuses, and incentive programs

  • Licensing support and reimbursement for Life & Health Insurance

  • Advancement opportunities and pathways to leadership roles

  • Recognition programs, incentive trips, and stock options for top performers

  • A supportive, mission-focused culture that values teamwork and service

Who You Are
  • A veteran or transitioning service member seeking a civilian career with purpose

  • Confident, calm under pressure, and naturally inclined to lead and mentor others

  • Driven by service, integrity, and helping others reach their potential

  • Professional communicator who thrives in team-oriented environments

  • Licensed in Health & Life Insurance (or willing to obtain we'll cover your licensing costs!)

Why Compass

At Compass Business Group, your leadership still has a mission. You'll protect families, mentor future leaders, and build a meaningful career where your service mindset is your greatest asset.

? Apply today to start your next chapter with a team that values purpose, growth, and excellence.
Learn more: -fhl.com/

Vacancy posted 6 days ago
Similar jobs that could be interesting for youBased on the Sales Representative & Trainer - Leadership Opportunity (In-Person | Local Territory) in Wildwood, FL vacancy
  • $85k - $105k

     ...Description Job Description Sales Representative & Trainer – Empower Others, Make a...  ...needed Location: In-person | Local B2B and individual sales...  ...Collaborate with leadership to create a culture of...  ...bonuses, and incentives Opportunities to advance into... 
    Local area
    Weekly pay
    Monday to Friday
    Weekend work

    The Compass Business Group

    Wildwood, FL
    21 days ago
  •  ...supporting our team's personal and professional...  ...As we expand our sales team into new local markets, we're...  ...continuous opportunities to grow. Our top...  ...within your assigned territory. Your dedicated field trainer will teach you the...  ...sales, athletics, or leadership roles.... 
    Local area
    Weekly pay
    Work experience placement

    Alleviation Enterprise LLC

    Leesburg, FL
    1 day ago
  •  ...competitive field of sales. This position is...  ...growth opportunities. Position...  ...dedicated sales territory. We'll train you...  ...manager and team Personally visit new businesses...  ...with local business owners,...  ...sales trainings, and leadership development classes... 
    Local area
    Weekly pay
    Work experience placement

    Alleviation Enterprise LLC

    The Villages, FL
    3 days ago
  •  ...community-minded sales professional to join...  ...as a Media Sales Representative. About Best...  ...communities together one person, one home, one...  ...over 1,300 local magazines and reaches...  ...in your local territory, on a schedule you...  ...and your next opportunity with Best Version... 
    Local area
    For contractors
    Flexible hours

    Best Version Media

    Summerfield, FL
    12 days ago
  • $100k

     ...an elite group of sales professionals...  ...home. Field Sales Representatives at AT&T are driven...  ...interaction is an opportunity to introduce the...  ...independently to deliver personalized sales...  ...Representative, Territory Sales Representative...  ...federal, state, or local laws. In addition... 
    Local area
    Temporary work
    Afternoon shift

    AT&T

    Leesburg, FL
    2 days ago
  •  ...Experienced Outside Sales Trainer Number of Openings: 1 Territory Representative Position Available...  ...a growing team, this opportunity is built for you....  ...growth Balancing personal production with training...  ...and bonuses Ongoing leadership development and mentorship... 
    Weekly pay

    True North Group LLC.

    The Villages, FL
    5 days ago
  •  ...As an Outside Sales Representative, you’ll start with...  ...experience in your local area. You’ll partner with a field trainer who will walk you...  ...manage your own local territory, meet with...  ...businesses through in-person visits,...  ...Competitive or leadership background a plus... 
    Local area
    Work experience placement
    Flexible hours

    Alpine Legacy Group

    Leesburg, FL
    2 days ago
  •  ...Enterprise LLC is expanding its sales team in Florida and seeks...  ...work/life balance, and growth opportunities. You will train in a supported...  ..., meet business owners in person, and tailor supplemental insurance...  ..., generating leads in your territory, and reaching monthly targets... 

    Alleviation Enterprise LLC

    Leesburg, FL
    3 days ago
  •  ...Group Position: Sales Representative, Entry-Level...  ...of Openings: 1 Territory Sales Position Available...  ...-level sales opportunity is the perfect...  ...'ll get to know local businesses in...  ...For A people-person who enjoys conversation...  ...to grow into leadership, training, or... 
    Local area
    Weekly pay
    Flexible hours

    True North Group LLC.

    Summerfield, FL
    21 days ago
  • $25k

     ...Community With over 10 million sales interactions annually,...  ...live in the designated territory to serve their local community. As part of a...  ...in-home visitsproviding a personalized experience that sets Humana...  ...CenterWell.com. Equal Opportunity Employer It is the policy... 
    Local area
    Full time
    Live in
    Work at office
    Remote work
    Work from home
    Home office
    Night shift
    Weekend work

    Humana

    Wildwood, FL
    4 days ago
  •  ...are looking for Automotive Sales Representatives to join our growing team! The...  ...'s needs. This is a great opportunity, so apply now!...  ...Professional, well-groomed personal appearance * Clean driving...  ...other characteristic protected by federal, state or local laws.
    Local area
    Temporary work
    Flexible hours
    Weekend work

    Gary Yeomans Ford Ocala

    Belleview, FL
    5 days ago
  •  ...business and start building your own. Best Version Media offers a high-performance, turn‑key opportunity for sales professionals who thrive on the hunt. Own a local territory, drive new business, and build a multichannel marketing portfolio with no startup costs and no... 
    Local area
    For contractors
    Home office

    Best Version Media

    The Villages, FL
    3 days ago
  • Job Summary: The Sales Representatives will spend the work day on the telephone...  ...candidate will be a people-person, energetic, and...  ...Vibration We are an equal opportunity employer and prohibit discrimination...  ...characteristic protected by federal, state or local laws.
    Local area
    Flexible hours
    Shift work
    Afternoon shift

    Jenkins Genesis of NE Jacksonville

    Leesburg, FL
    1 day ago
  • $54k - $96k

    Overview Cellular Sales is Growing! Average and High...  ...of your income and represent the best? We’re Verizon...  ...unmatched in-person customer experiences....  ...leaders Advancement Opportunities: We promote from within...  ...where you live through local events and volunteering... 
    Local area

    Cellular Sales

    Oxford, FL
    4 days ago
  • $75k

     ...becoming a top earner in sales. If you’re prepared...  .... You’ll receive personalized feedback, interactive...  ...1. Travel to Your Territory : Meet potential customers...  .... Advancement Opportunities : Rise quickly through...  ...the ranks and take on leadership roles as you prove... 
    Flexible hours
    Night shift

    Platinum Supplemental Insurance

    Wildwood, FL
    5 days ago
  • $100k

    Excellent opportunity to join a leading, national credit card processing...  ...driven, ambitious outside sales professionals to join our...  ...aggressive and lucrative Sales Representative Program ever offered....  ...offering businesses in your local community substantial savings... 
    Local area

    Slice Merchant Services

    Wildwood, FL
    1 day ago
  •  ...field training, and real-world experience. Meet with local business owners and families to introduce supplemental...  ...promotions based on performance, not tenure. Leadership & personal growth opportunities — from field rep to director, even agency ownership.... 
    Local area
    Weekly pay

    Alpine Legacy Group

    The Villages, FL
    2 days ago
  •  ...Group! Position: Direct Sales Representative Number of Openings: 1 Territory Sales Position...  ...You’ll meet people in person and also reach out by phone...  ...Building relationships with local business owners. -...  ...commissions. - Career growth opportunities based on how well you... 
    Local area
    Weekly pay
    Work experience placement
    Flexible hours

    True North Group LLC.

    The Villages, FL
    19 days ago
  •  ...: This entry-level opportunity is designed for individuals...  ...a rewarding career in sales. No prior experience...  ..., families, and local businesses. Manage...  ...trusted advisor in your territory. Use Salesforce CRM...  ...experience (Relevant sales, leadership, or athletic... 
    Local area
    For contractors
    Self employment

    Executive Financial Partners LLC

    The Villages, FL
    9 days ago
  •  ...supplemental insurance sales. We provide...  ...professional network within your territory and neighboring...  ...sales manager and team Personally visit new businesses,...  ...develop relationships with local business owners,...  ...sales trainings, and leadership development classes... 
    Local area
    Weekly pay
    Work experience placement

    Alleviation Enterprise LLC

    Leesburg, FL
    14 days ago
  •  ...balance, and grow both personally and professionally....  ...Position Overview As a new Sales Professional with...  ...experience in your local territory. You’ll work side-by-...  ...a dedicated field trainer who will guide you through...  ...sports, coaching, or leadership roles is a strong... 
    Local area
    Work experience placement
    Start working today
    Flexible hours

    Alpine Legacy Group

    The Villages, FL
    9 days ago
  •  ...Job Title: HVAC Sales Representative (Outside) Position Type: Full Time/Exempt Reports To: Regional...  ...be stepping into a world of endless opportunities and excitement, joining a team of top-...  ...industry by actively participating in local HVACR and LP Gas associations, committees... 
    Local area
    Weekly pay
    Full time
    Temporary work
    Work at office

    R E Michel CO

    Leesburg, FL
    3 days ago
  •  ...Showroom, Phone, Internet Opportunities) and outbound (Sold...  ...) and select Sales Managers/Floor Managers...  ...: The following is a representative list of the duties and...  ...Leverage auto responders, personalized e‑mail templates and...  ...federal, state and local laws, which govern retail... 
    Local area
    Shift work

    Jenkins Mazda

    Leesburg, FL
    3 days ago
  • $60k

     ...for not giving auto sales a try! Most sales associates...  ...The following is a representative list of the duties...  ...auto responders, personalized e-mail templates and...  ...Greet in-coming sales opportunities Do a comprehensive...  ...the federal, state and local laws, which govern retail... 
    Local area
    Shift work

    Jenkins Auto Group

    Leesburg, FL
    4 days ago
  • $23 per hour

     ...Description WE’RE HIRING SALES REPS! If you love...  ...salespeople to represent premium health brands...  ...driven role where your personality and hustle directly impact...  ...much you earn. Equal Opportunity Employer: We are an...  ...applicable federal, state, and local laws. \nCompany... 
    Local area
    Part time
    Flexible hours
    Shift work
    Weekend work

    Direct Demo

    The Villages, FL
    1 day ago
  •  ...Kitchen Remodeling Sales Representative Kitchen Tune-Up is growing at an...  ...idea and big picture type of person? If yes, we encourage you...  ...apply. Kitchen Tune-Up is a locally owned and operated business...  ...Compensation Bonus Opportunities Steady work Growth Opportunities... 
    Local area

    Kitchen Tune-Up

    Leesburg, FL
    19 hours ago
  •  ...Meta Sales Specialist 2020 Companies, in partnership with our...  ..., you will work within your local big-box retailer,...  ...management, and long-term program opportunities with 2020 Companies ~ Real...  ...shoppers and create a welcoming, personalized experience Create... 
    Local area
    Hourly pay
    Weekly pay
    Part time
    Seasonal work
    Immediate start
    Remote work
    Flexible hours
    Shift work
    Weekend work
    Weekday work

    2020 Companies

    Lady Lake, Lake County, FL
    4 days ago
  •  ...services essential to caring for personal needs and comfort of...  ...standards and federal, state, and local standards, guidelines, and regulations...  ...reports changes to Wellness Leadership. Respect and encourage the...  ...a frequent basis, with the opportunity to utilize the elevator as an... 
    Local area

    Ciel Senior Living

    Oxford, FL
    3 days ago
  •  ...Quote & Close: Use our proprietary iPad/web-based quoting system to provide instant, on-site estimates and confidently close the sale during the initial visit. Lead Management: While leads are often provided, you will proactively follow up on pending quotes and network... 
    Work at office

    Budget Blinds - Clermont

    Wildwood, FL
    21 days ago
  •  ...Job Description Sales Specialists help customers bring their project ideas to life by...  ...and financing options. By understanding local competitors and communicating Home Depot'...  ...shopping experience. We are an Equal Opportunity Employer and do not discriminate against... 
    Local area

    Home Depot

    Lady Lake, Lake County, FL
    1 day ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Sales Representative & Trainer - Leadership Opportunity (In-Person | Local Territory). Be the first to apply!