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 Growing Team at Summit Business Group

Position: Direct Outside Sales Leader

About Us: At Summit Business Group, we're more than just an insurance agency—we'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 guidance—especially during the claims process—to 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 22 days ago
Similar jobs that could be interesting for youBased on the Direct Outside Sales Leader in Bend, OR vacancy
  •  ...performer who can be a valuable addition to our sales team. With our current rapid growth, we...  ...: This role involves leading direct sales efforts in your designated territory...  ...groups ranging from 50 to 100+. As a sales leader, you'll play a crucial role in driving... 
    Suggested
    Weekly pay
    Work experience placement

    Alleviation Enterprise LLC

    Bend, OR
    1 day 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.

    Bend, OR
    5 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

    Bend, OR
    29 days ago
  •  ...Sales Leader As the full-time Sales Leader, you support the Store Leadership Team by rocking out strong LOD (Leader on Duty) shifts and ensuring a stellar guest experience. You hold down the daily operations of the store as needed. You train, motivate and celebrate... 
    Suggested
    Full time
    Part time
    Casual work
    Seasonal work
    Local area
    Flexible hours
    Shift work

    American Eagle Outfitters

    Bend, OR
    4 days ago
  • $90k - $200k

     ...Field Sales Manager You must have a minimum of 3+ years of B2B copier sales experience within the copier industry to apply. A background...  ...role. As a Field Sales Manager, you will be responsible for directing sales staff, overseeing sales channels, optimizing performance,... 
    Suggested
    Base plus commission
    Full time
    Work at office

    Copiers Northwest

    Bend, OR
    4 days ago
  • $69k

     ...Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear...  ...United States or Canada We do not hire candidates residing outside North America Responsibilities Contact provided leads... 
    Remote work
    Work from home
    Flexible hours

    HMG Careers

    Bend, OR
    10 hours ago
  • $65k - $70k

     ...difference every day. As the  Director of Sales and Marketing, with Mt. Bachelor...  ...network of contacts both within healthcare and outside the senior living industry. What we...  ...managers, administrators, and religious leaders. Organizes targeted special events on... 
    Full time
    Work at office
    Immediate start
    Flexible hours
    Afternoon shift

    Mt. Bachelor Assisted Living and Memory Care

    Bend, OR
    7 days ago
  •  ...Sales Manager Team Hyundai of Bend is seeking an experienced Sales Manager to lead sales operations at our Bend, Oregon dealership...  ...collaboration with F&I. The ideal candidate is a hands-on automotive leader with a proven ability to grow sales, strengthen accountability,... 

    Treasure Valley Subaru

    Bend, OR
    2 days ago
  •  ...internally. Love what you do. Carter's Careers. As a Part Time Sales Manager, you will be the first face of the brand for growing...  ...little moments in their parenting journey. We're looking for a leader who fosters a welcoming and inclusive environment, values and... 
    Part time
    Local area
    Night shift
    Day shift

    Carter's

    Bend, OR
    4 days ago
  •  ...mission of providing trusted automotive solutions. As a Parts Sales Manager, where you'll play a key role in driving sales...  ...Work collaboratively with store staff and commercial department leaders to maintain seamless operations and customer service excellence.... 
    Hourly pay
    Full time
    Temporary work
    Part time
    Local area
    Flexible hours
    Night shift
    Day shift

    AutoZone

    Bend, OR
    2 days ago
  • $50k - $57k

     ...Financial Responsibility Manage banquet labor to align with sales and business needs Monitor supply usage and help control...  ...does not accept unsolicited resumes from any source other than directly from a candidate. Any unsolicited resumes sent to Tilray or any... 
    Contract work
    Immediate start
    Flexible hours
    Night shift
    Weekend work
    Day shift

    Tilray Brands, Inc.

    Bend, OR
    1 day ago
  •  ...strategic approach to proposals that generate profitable results Participate in the strategy of putting together a bid Work with the sales team and director of business development on go/no go decisions Develop key partnerships with design firms, owners,... 
    Work at office
    Relocation package
    Flexible hours

    Alliant Systems

    Bend, OR
    16 days ago
  • $67.7k

     ...Job Description Job Description Overview Build a high‑income career without giving up the Bend lifestyle. Cellular Sales is growing in Bend , and we’re looking for motivated, people‑focused professionals who want more control over their income while... 
    Hourly pay
    Seasonal work
    Local area

    Cellular Sales Verizon Authorized Retailer

    Bend, OR
    26 days ago
  •  ...small team. Quick Learner - Ability to take training and apply quickly. Take's direction well. Requirements ~1-2 years of professional work experience needed (Preferably in Sales or Customer Service) ~4-Year Bachelor's Degree This is an opportunity to work... 
    Work experience placement

    ASI Business Group

    Bend, OR
    4 days ago
  • $28 per hour

    Sport Clips Haircuts is Hiring Managers! Do What You Love. Love What You Do. JOB DESCRIPTION Our salon is looking for talented salon manager who are passionate about cutting hair and making their clients look great! Our team is dedicated to exceptional ...
    Hourly pay
    Relocation package
    Flexible hours

    Sportsclips

    Bend, OR
    1 day ago
  • $8k

     ...#VTeamLife.What you’ll be doingWith your sales experience, ability to efficiently manage...  ...forward in your career and in your life outside of Verizon. From health and well-being benefits...  ....Ability to work in a fast-paced, self-directed, entrepreneurial environment. Ability of... 
    Full time
    Temporary work
    Part time
    Work experience placement
    Relocation package
    Shift work

    Verizon

    Bend, OR
    3 days ago
  •  ...Job Description CANNABIS SALES ACCOUNT EXECUTIVE Viridian Staffing's Client is looking for an experienced Cannabis Sales Account Executive in Eastern Oregon, covering Bend, Klamath Falls, Baker City, Ontario, etc., to help drive sales for a fast-paced Cannabis... 
    Work at office
    Local area

    Viridian Staffing

    Bend, OR
    1 day ago
  • $54k - $150k

     ...Commission & Performance Bonuses)Position SummaryPrideStaff is seeking a motivated, competitive, and technically minded CNC Machinery Sales Specialist for a leading industrial equipment manufacturer in Bend.Consult with manufacturers, fabricators, and business owners to... 
    Work at office

    PrideStaff

    Bend, OR
    13 days ago
  • $30 - $33 per hour

     ...network of contacts both within healthcare and outside the senior living industry. What we...  ...Director: At least 2 years of Sales and Marketing experience, ideally in the...  ...managers, administrators, and religious leaders. Organizes targeted special events on... 
    Full time
    Flexible hours
    Afternoon shift

    Cascades of Bend

    Bend, OR
    11 days ago
  • $17.25 - $18.25 per hour

    Explore This Location Sales Manager Job Schedule Corporate Retail Store Job ID 79798 Date posted 09/11/2026 The salary range for this role is $17.25 to $18.25 per hour*. This position is also eligible for incentive pay based on performance. Aaron’s Sales Managers are... 
    Hourly pay
    Full time
    Part time
    Flexible hours
    Shift work
    1 day per week

    Aaron Sales And Leasing

    Bend, OR
    1 day ago
  • $50k - $75k

     ...Walker - State Farm Agent, you will play a key role in driving the growth and success of our insurance agency. Your proactive approach, sales aptitude, and commitment to building lasting relationships with clients will set you apart. This position is perfect for someone who... 
    For contractors

    Ryan Walker - State Farm Agent

    Bend, OR
    2 days ago
  •  ...opened my agency in 2015 after starting my career in advertising sales and later being recruited by State Farm. I grew up on a cattle...  ...office culture with planned team ski days and shared experiences outside of work. Our team of three operates closely and takes pride in moving... 
    Work at office
    Local area
    Flexible hours

    Greg Elder - State Farm Agent

    Bend, OR
    17 days ago
  • $42 - $44 per hour

     ...Job Description Job Description Description: **CALLING ALL LICENSED LEADERS** Take the lead as a Manager at Great Clips, where you'll oversee a dedicated team in a high-energy salon. Crush your goals and earn a competitive pay of $42-$44/hr including tips! Enjoy... 
    Full time
    Part time
    Local area
    Flexible hours

    Tambry Ventures

    Bend, OR
    18 days ago
  •  ...! We are looking for a strong, energetic leader who will help us redefine the luxury car-buying experience as our Imports Luxury Sales Manager. We offer excellent benefits...  ...Sales Manager role, you will be working directly with the sales staff to assist in closing... 
    Full time
    Work experience placement
    Immediate start
    Shift work
    Afternoon shift

    Kendall Dealership Holdings Llc

    Bend, OR
    23 hours ago
  • Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers.Brown & Brown is seeking a Commercial Lines Account Manager to join our growing team in Bend, OR!This role involves working closely...
    Full time
    Work at office

    Brown & Brown Insurance Services

    Bend, OR
    1 day ago

Do you want to receive more vacancies?

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