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

Direct Outside Sales Leader

Summit Business Group

Job Description

Job Description

Join Our GrowingTeam at Summit Business Group

Position: Direct Outside Sales Leader

About Us: At Summit Business Group, we're more than just an insurance agencywe're a supportive family dedicated to providing exceptional supplemental benefits plans to small and medium-sized businesses and their employees. Our culture focuses on building authentic connections and offering compassionate support to everyone we serve. If you're passionate about making a meaningful impact on others' lives, our Direct Outside Sales Leader role could be the perfect fit for you!

The Role: As a Direct Outside Sales Leader, you'll have the exciting opportunity to inspire and guide a team while quickly advancing your career. You'll leverage your sales experience to implement our proven sales strategies and ensure seamless execution in the field. In your first 90 days, you'll transition into a leadership role where you can train and mentor new team members while also building and managing your own client portfolio.

Enjoy the flexibility of setting your own schedule, tailoring your hours to meet your clients' needs. Your primary focus will be on developing strong, lasting relationships with business owners and essential clients. By understanding their unique challenges, you'll present tailored insurance solutions that genuinely enhance their operations.

Using our cutting-edge Salesforce CRM, you'll engage potential clients through a mix of cold calls and in-person meetings. Your aim isn't just to close sales; it's to become a trusted advisor, providing ongoing support and guidanceespecially during the claims processto ensure client satisfaction and foster long-term relationships.

What We're Looking For:

  • A minimum of 10 years of sales experience, ideally in customer-facing or outside sales roles.

  • Proven ability to conduct effective training sessions, both in-person and online.

  • Excellent organizational, communication, and presentation skills.

  • A genuine passion for helping and empowering clients, with a strong commitment to their well-being.

  • Health & Life general lines license, or a willingness to obtain one within 90 days (we'll support you through the process).

Position Overview:

This is a leadership role in outside sales, operating within your designated territory. You'll receive extensive training to engage with small and medium-sized businesses across various industries, interfacing directly with business owners and decision-makers to offer industry-leading supplemental insurance products and services. Your responsibilities will include:

  • Responding promptly to client emails and phone calls.

  • Scheduling follow-up appointments with prospective and current clients to assess their evolving needs.

  • Participating in scheduled calls or meetings with your sales team or manager.

  • Prospecting new businesses, referrals, and existing clients for continued service.

  • Building and maintaining a robust book of business through proactive relationship development.

  • Collaborating with your sales team manager to establish and achieve monthly and quarterly sales targets and quotas.

  • Cultivating meaningful relationships with local business owners within your territory. Selling Business to business.

  • Setting your own working hours and providing weekly schedules to your sales manager.

  • Balancing cold lead generation and sales with warm leads and appointments with existing clients, leveraging provided sales leads and engaging in targeted cold-calling efforts.

  • Submitting daily sales metrics and activity reports to track progress and performance.

We Offer:

  • Virtual classroom training as well as hands-on sales training in your own territory

  • Weekly draw pay with bonuses and commission eligibility upon start

  • Quarterly and annual incentive trips, cash bonuses, stock share bonuses, and lifetime-vested renewal commissions

  • Advancement and promotions based on personal performance

  • Excellent ongoing professional development, advanced sales training, and leadership training

  • Increased schedule flexibility once you have an established book of business

  • Work around other like-minded, driven, caring people in a culture that feels like a family

Additional Position Qualifications:

  • Already licensed in Health & Life general lines (or willing and able to obtain Health & Life producer license - licensing reimbursement offered)

  • Bachelor's degree or a minimum of 10 years of professional (post-high school) work experience. Candidates within 6 months or less of degree completion will be considered, as will candidates with less than 10 years of professional work experience who have relevant or specialized outside sales experience.

Your New Journey: If you are looking to make a meaningful impact in your career, consider joining Summit Business Group. Here, your compassionate spirit and dedication to service can lead to a fulfilling career. We're excited to redefine what it means to be in insurance sales with a team that values integrity, compassion, and the well-being of its members.

Ready to elevate your career at a company that appreciates your nurturing nature? Apply now and let's make a difference together.

Learn more and apply at:

Vacancy posted 18 days ago
Similar jobs that could be interesting for youBased on the Direct Outside Sales Leader in Portland, OR vacancy
  •  ...Direct Outside Sales Leader Join Our Growing Team at Summit Business Group At Summit Business Group, we're more than just an insurance agencywe're a supportive family dedicated to providing exceptional supplemental benefits plans to small and medium-sized businesses... 
    Suggested
    Weekly pay
    Work experience placement
    Local area

    SUMMIT BUSINESS GROUP, LLC

    Beaverton, OR
    2 days ago
  • $150k

     ...The  Orthopedic Outside Sports Senior Sales Leader’s essential job functions include managing the team effectively by assisting in sales, representation and technical support on products that include, but are not limited to the following categories: Capital (surgical... 
    Suggested
    Full time

    Arthrex Portland

    Portland, OR
    more than 2 months ago
  • Fortune Brands Innovations, Inc. is seeking a Territory Sales Manager to grow Moen’s market presence in the Portland-Vancouver area. You...  ...a company car provided. A bachelor’s degree plus 5+ years of outside sales in relevant industries are preferred, along #J-18808-Ljbffr... 
    Suggested
    Night shift

    Moen

    Vancouver, WA
    5 days ago
  •  ...Job Description Job Description Join Our Team at True North Group! Position Title: Direct Sales Leader Open Role: 1 Leadership Opportunity Available in Territory-Based Sales   About Us At True North Group, we're committed to more than just offering supplemental... 
    Suggested
    Base plus commission
    Weekly pay
    Immediate start
    Flexible hours

    True North Group LLC.

    Gresham, OR
    8 days ago
  • $47.68k - $77k

     ...seek reliable, safety-focused team members to support our operations! We are seeking a motivated and hands-on  Outside Sales Team Lead to lead our direct marketing team, with a primary focus on community events, fairs, festivals, and home shows, along with canvassing... 
    Suggested
    Hourly pay
    Full time
    Local area

    Bliss Roofing

    Clackamas, OR
    14 days ago
  •  ...PAPE MATERIAL HANDLING, INC. – TIGARD, OR   TERRITORY MANAGER – EQUIPMENT OUTSIDE SALES POSITION- (Industrial Manufacturing Equipment & Services): Do you love to compete? Are you driven to win? Do you like creating your own success and results? If you answered yes... 
    Full time
    Temporary work
    Work at office
    Flexible hours

    Pape Material Handling Inc

    Tigard, OR
    2 days ago
  •  ...qualifications below and apply today!ResponsibilitiesPerform marketing and outside sales of a broad mix of products and services dealer accounts...  ...and special discounts to ensure vendor compliance.Solicits direct and warehouse sales on all millwork products.Work closely with... 
    Full time
    For contractors
    Work experience placement
    Work at office

    Boise Cascade

    Vancouver, WA
    3 days ago
  • $66.9k - $111.95k

     ...PepsiCo Sales We are PepsiCo Sales. We are game changers, mountain movers and history...  ...Responsibilities The Sales District Leader (SDL) is responsible for leading a team of...  ...Consumer packaged goods experience in a direct store delivery environment Ability to... 
    Work experience placement
    Work at office
    Local area
    Flexible hours
    Weekend work
    Afternoon shift
    Early shift

    PepsiCo

    Clackamas, OR
    2 days ago
  •  ...District Sales Leader At Bath & Body Works, we believe everybody deserves to feel good. When you join us, you're part of more than an iconic fragrance and personal care brand you become part of Gingham Nation, where people are at the center of everything we do. We... 
    Full time
    Shift work

    Bath & Body Works

    Portland, OR
    14 hours ago
  • $19.15 per hour

     ...Sales Lead At J.Jill, we believe in the power of community and genuine connections. We are seeking a passionate, customer-obsessed...  ...through over 200 stores nationwide and a robust ecommerce platform. J.Jill is headquartered outside Boston. Min USD $19.15/Hr. J. Jill
    Hourly pay
    Part time
    Local area
    Immediate start
    Flexible hours
    Afternoon shift

    J. Jill

    Portland, OR
    1 day ago
  • $55k - $115k

     ...universe for the purpose of closing new sales. Leverage the Go-to-Market Sales Strategy...  ...users. Prospects utilizing the telephone, direct mail, seminars, current client visits, or...  .... May be required to travel outside of geographical territory for purposes of... 
    Base plus commission
    Full time
    Contract work
    Part time
    Internship
    Local area
    Flexible hours

    Paychex

    Beaverton, OR
    3 days ago
  •  ...regenerative landscape design, installation, and maintenance company serving the Portland metro area, seeks an experienced Client Experience & Sales Manager to guide projects from first conversation through installation. This leadership role blends consultative sales, estimating,... 

    Noble Root

    Portland, OR
    4 days ago
  •  ...Center Responsibilities Express is seeking a Retail Sales Leaderto join our team. The Sales Leader drives operations on the sales floor and in the stockroom...  ..., etc. Other essential functions may occur as directed by your supervisor. Required Experience & Qualifications... 
    Full time
    Part time
    Worldwide
    Night shift

    Express, Inc.

    Portland, OR
    1 day ago
  • CliftonLarsonAllen (CLA) is seeking a Manager/Director in Sales & Use Tax to join our State & Local Tax practice. You will work with SALT leadership to drive growth, oversee complex projects, and mentor staff while delivering tax consulting and compliance services. The... 
    Local area

    CliftonLarsonAllen

    Portland, OR
    3 days ago
  • Shaw Industries Group, Inc. is seeking a Territory Sales Manager to grow profitability and market share in a defined geographic area. The role emphasizes relationship building, knowledge of products, and servicing retail dealers, designers, and end-users. The position requires... 

    Shaw Industries

    Portland, OR
    3 days ago
  • Compass Pathways is seeking a Therapeutic Sales Specialist to drive adoption of a novel mental health therapy across a defined US field territory. You will partner with psychiatrists, treatment centers, and health systems, delivering compliant educational programs and shaping... 

    RxSalesPros

    Portland, OR
    2 days ago
  • Brighton Hospice is seeking a Director of Sales/Marketing to grow our census and drive referral and admission goals in the Portland area. You will lead a team, build relationships with key referral partners, and develop marketing strategies that highlight our CHAP-certified... 

    Brighton Hospice

    Portland, OR
    3 days ago
  • $19.15 - $24 per hour

     ...nationwide and a robust ecommerce platform. J.Jill is headquartered outside Boston. Overview At J.Jill, we believe in the power of community...  ...are seeking a passionate, customer-obsessed, and results-driven Sales Lead. You will support store leadership in driving sales and... 
    Hourly pay
    Part time
    Local area
    Immediate start
    Flexible hours
    Afternoon shift

    The J.Jill Group

    Tigard, OR
    1 day ago
  • Famous Footwear in Portland, OR is seeking a Territory Sales Manager to lead multiple-store operations and develop talent across the region...  ..., merchandising and operational excellence. As a multi-unit leader, you’ll align teams to strategy, analyze performance, and foster... 

    Famous Footwear

    Portland, OR
    2 days ago
  • Columbia Distributing is seeking a District Manager to lead and support the sales team across assigned accounts in the Washington region. You will drive monthly, quarterly and annual objectives, mentor Sales Representatives and Sales Associates, and ensure execution of... 

    Columbia Distributing Company

    Vancouver, WA
    4 days ago
  • Stanley Black & Decker is seeking a Territory Manager for their Portland, OR location, responsible for managing MEP accounts and driving sales through strong customer relationships. The ideal candidate will have 1-3 years of sales experience, strong analytical skills with... 

    Stanley Black & Decker

    Portland, OR
    2 days ago
  • Fortune Brands Innovations, Inc. is seeking a Territory Sales Manager to drive Moen business across the greater Portland market. You will build relationships with plumbing wholesalers, plumbers, and contractors, expanding product adoption and delivering exceptional service... 
    For contractors

    Fortune Brands Innovations, Inc.

    Portland, OR
    5 days ago
  • Motion & Flow Control Products, Inc. in Portland, OR is seeking a Sales Representative to build and maintain customer relationships,...  ...experience, preferably in the industry. This position involves outside sales duties along with necessary in-office collaboration. Attractive... 
    Work at office

    Motion & Flow Control Products, Inc.

    Portland, OR
    5 days ago
  • WillScot is seeking a customer‑focused professional in Portland, OR to build lasting relationships with customers, manage performance and interactions using Salesforce, and work with cross‑functional teams to ensure seamless project execution. The role emphasizes proactive...

    WillScot

    Portland, OR
    3 days ago
  •  ...to grow and manage an assigned sales territory in the construction staffing industry. This is an outside sales role: you'll be in the...  ...your earning potential grows directly with your results. Founded in...  ...Tradesmen International is a leader in skilled trades staffing and... 
    For contractors
    Work at office

    Tradesmen International

    Vancouver, WA
    1 day ago
  • $24 - $27.5 per hour

     ...LE POSTE VOTRE PROFIL Sales and Service Leader - Full Time Publiée le 02.08.2026 Sephora Retail Référence : 289811 Ajouter aux favoris Ouvrir Partager Localisation : Portland, United States Type de contrat : Permanent Job Exp... 
    Hourly pay
    Permanent employment
    Full time
    Part time
    Flexible hours
    Shift work
    Night shift
    Weekend work

    LVMH

    Portland, OR
    2 days ago
  • A dynamic assisted living company in Portland, Oregon is seeking a Vice President of Sales to drive growth and lead the sales strategy. This high-impact role involves mentoring teams, building relationships, and monitoring market trends. Candidates should have over 7 years... 

    Career Strategies

    Portland, OR
    4 days ago
  •  ...Sales Team Leader (Remote) – Globe Life American Income Division | Zuzick Organization Are you a motivated sales professional ready to step into leadership? Globe Life American Income Division: Zuzick Organization is seeking a driven Sales Team Leader to help grow and... 
    Remote job
    Weekly pay
    Full time
    Work from home

    Zuzick & Associates

    Gresham, OR
    5 days ago
  • $31.2k

     ...Solutions (NRS) portfolioincluding Point-of-Sale (POS) systems, credit card merchant...  ...territory. This role balances the thrill of direct, consultative sales with the stability of...  ...12 years of experience in retail sales, outside sales, or customer-facing roles. Prior... 

    IDT

    Portland, OR
    4 days ago
  • Radius Recycling Industries, Inc. is seeking a Retail Sales Supervisor to lead in-store sales, customer service, and daily operations at our Washington-area location. The role focuses on coaching staff, ensuring accurate parts identification, and maintaining high technical... 

    Pick-n-Pull Auto and Truck Dismantlers

    Vancouver, WA
    3 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Direct Outside Sales Leader. Be the first to apply!