Outside Sales Trainer
True North Group LLC
Join Our Team at True North Group Position: Experienced Outside Sales Trainer Number of Openings: 1 Territory Representative Position Available The Role At True North Group, we believe great leaders don't just close sales — they build people. We're looking for an experienced trainer who is passionate about developing others, leading by example in the field, and helping new sales representatives find their footing. If you find fulfillment in seeing others succeed and want to play a key role in shaping a growing team, this opportunity is built for you. What You’ll Be Doing: Supporting new agents with ride-alongs, field training, and hands‑on guidance Providing practical coaching that builds confidence and consistency Encouraging a positive, team-focused culture rooted in growth Balancing personal production with training and mentorship responsibilities Providing business to business demonstrations for our supplemental insurance products What You’ll Get: Competitive uncapped commission, weekly draw pay, and performance incentives and bonuses Ongoing leadership development and mentorship from senior leaders A clear path for advancement in agency leadership Recognition events, retreats, and incentive travel opportunities The chance to make a lasting impact on both clients and teammates What We’re Looking For: Experience in sales, with a background in training or leadership preferred Strong communicator who enjoys coaching and motivating others Team-oriented mindset with a focus on collective success Reliable, organized, and willing to lead in the field Licensed (or willing to obtain) in life & health insurance, we will support you in obtaining licensure, and reimburse you after Why This Matters Families rely on us for protection during some of life's most difficult moments. By training and supporting new sales professionals, you help extend that protection to more people — while shaping the next generation of leaders. Apply now at: #J-18808-Ljbffr
$85k - $95k
Outside Sales Representative and Trainer - Lead, Sell, and Empower Others Position Overview Devine Business Group is seeking an ambitious, driven, and people-focused Sales Representative & Trainer to join our team. In this direct sales role as an independent contractor...SuggestedWeekly payFor contractorsWork experience placementLocal areaMonday to FridayWeekend work$80k - $100k
Outside Sales Representative & Trainer Company: Canyon Creek Financial Type: Full-Time | Outside Sales | B2B Sales Location: In-person, local territory (occasional travel) Schedule: Monday-Friday (with flexibility, occasional weekends) Compensation: Weekly Base Draw +...SuggestedBase plus commissionWeekly payFull timeFor contractorsLocal areaMonday to FridayNight shift- Canyon Creek Financial LLC. is seeking an Outside Sales Representative & Trainer in Happy Valley, Oregon. In this role, you will drive B2B sales, coach new agents, and build strong relationships with clients. The position offers a competitive compensation package including...Suggested
$85k - $95k
Devine Business Group in Portland, Oregon is seeking a motivated Outside Sales Representative & Trainer. In this role, you will build relationships with local business owners while mentoring new team members to help them excel. This position offers a competitive compensation...SuggestedLocal areaFlexible hours$80k - $110k
...Job Description Job Description Outside Sales Representative & Trainer Who We're Looking For: We are seeking adaptable, competitive, and ambitious individuals who thrive in a fast-paced environment. Candidates should be self-driven, goal-oriented, and have...SuggestedFull timeMonday to FridayFlexible hoursNight shiftWeekend work- ...Job Description Job Description Join Our Team at True North Group! Position: Outside Sales Representative and Trainer Number of Openings: 1 Territory Leadership Position Available About Us At True North Group, we do more than offer supplemental insurancewe...Weekly payLocal areaFlexible hours
$75k - $95k
...Job Description Job Description Outside Sales Representative & Trainer Mission First. Standards Matter. Leadership Earned. Divinity Group provides supplemental insurance solutions that help businesses protect their people. We are seeking a Sales Representative...Full timeFor contractorsLocal areaRemote work- ...Job Description Job Description Outside Sales Representative & Trainer About Us: At Divinity Group , we empower ambitious professionals to achieve more. We deliver innovative supplemental insurance solutions while celebrating high performers. This is a role...
$80k - $100k
...Company: Canyon Creek Financial Employment Type: Full-Time | Outside Sales | B2B Sales Location: In-person, local territory (with occasional... ...looking for a Supplemental Insurance Sales Representative and Trainer who thrives on challenge, values independence, and is...Base plus commissionWeekly payFull timeFor contractorsLocal areaMonday to FridayNight shift- Position Title: Field Sales Agent and Trainer Number of Openings: 1 Territory Leadership Position Available Overview At True North Group, we... ...Goal‑oriented, with a strong internal drive Experienced in outside sales or team leadership Passionate about making a...Weekly pay
- True North Group LLC. is looking for a Field Sales Agent and Trainer to drive production and build a team while providing supplemental insurance benefits. The ideal candidate should have outside sales experience and is passionate about helping others succeed. This role...Weekly pay
$85k - $95k
...Insurance Sales Representative and Trainer At Devine Business Group, we believe that sales is not just about numbers—it is about service, impact, and meaningful relationships. We are seeking driven and compassionate professionals who want to bring high-quality insurance...Full timeFor contractorsWork experience placementLocal areaMonday to FridayFlexible hours$85k - $95k
Devine Business Group in Gresham, Oregon seeks an Insurance Sales Representative and Trainer to drive community engagement and provide high-quality insurance benefits. This full-time position allows you to work independently while mentoring others, and offers performance...Full time$80k - $110k
R.I.S.E. Financial is seeking a B2B Sales Representative & Trainer in Vancouver, WA. This full-time role combines driving sales and mentoring new team members, focusing on integrity and exceptional service. Candidates should have a strong sales background, proven training...Full time$80k - $110k
Rise Financial Group in Lake Oswego, Oregon is seeking a B2B Sales Representative & Trainer to drive business through direct sales and train new team members. The ideal candidate has strong sales experience and a passion for helping others succeed. This full-time role...Full time$29k - $35k
Wing Assistant is hiring a hands on Sales Enablement Trainer to level up our sales team — not with generic intro decks, but by improving the actual emails, calls, and cadences our reps use every day. This is a coach who has carriedaquotaandclosed, and uses that credibility...Immediate start- ...former athletes with a competitive mindset. Summit Insurance is on the lookout for driven individuals to join our dynamic sales team as Trainers. This isn’t just about selling our top‑notch supplemental insurance products; it’s about mastering our sales process and stepping...Weekly payWork experience placementWork at office
$75k - $95k
B2B Sales Representative & Trainer Where Grit Meets Growth Are you driven, competitive, and thrive in roles where your success is in your hands—but you're not alone ? At Divinity Group , we're looking for athletic-minded, determined, and resilient sales professionals who...For contractors$80k - $110k
...ongoing support to help them achieve lasting success. Position Overview We are seeking a motivated and experienced Sales Representative & Field Trainer to join our dynamic team. In this dual‑role position, you'll drive sales while also developing and mentoring others....Weekly payFull timeMonday to FridayNight shiftWeekend work$80k - $110k
B2B Sales Representative & Trainer About Us At R.I.S.E. Financial, we are driven by integrity, service, and an unwavering commitment to relentless growth. We believe in empowering individuals and families through supplemental insurance while focusing on providing outstanding...Weekly payFull timeMonday to FridayWeekend work$75k - $95k
Divinity Group LLC in Vancouver, WA is seeking a Sales Representative & Trainer with a strong discipline and leadership mindset. The role focuses on driving B2B sales in supplemental insurance and requires self-motivated individuals who can thrive under pressure. Candidates...Full timeFlexible hours$29k - $35k
Medium is hiring a Sales Enablement Trainer in Vancouver, WA, to empower our sales team by refining their approaches, ensuring that every email and call leads to measurable success. This role is for a hands-on coach who can directly impact performance and improve results...- R.I.S.E. Financial in Oregon is seeking a motivated Sales Representative & Field Trainer to drive sales and mentor new hires. In this role, you will engage clients, present services, and lead training programs to foster a supportive team environment. The ideal candidate...Full time
- Summit Business Group in Lake Oswego, Oregon, is looking for energetic Trainers to join their sales team. The role is focused on building relationships and training sales representatives in the field, contributing to both personal and team growth. Ideal candidates will...
$75k - $95k
Divinity Group LLC in Gresham, Oregon is seeking a motivated B2B Sales Representative & Trainer. In this face-to-face role, you will hone your sales skills and mentor others to achieve top performance. Enjoy the flexibility of an independent contractor while earning between...For contractors$18 - $25 per hour
...hiring for flexible part- and full-time positions with a chance to earn between $18 - $25 per hour. Responsibilities include meeting sales goals, hiring and training staff, and maintaining salon standards. Candidates should possess a high school diploma, leadership...Hourly payFull timePart timeFlexible hoursNight shiftWeekend work- Peloton Interactive is seeking a full-time Lead Expert in Portland, Oregon. In this role, you will excel in individual sales and lead generation while coaching peers in a high-energy environment. Your responsibilities include driving revenue, meeting sales targets, and...Full time
- ...department regulations and applicable state and federal statutes. This position does not carry administrative authority. All commitments outside of authorized programs and services are subject to prior approval by the supervisor of this position. NOTE: The description...Permanent employmentFull timeLocal areaWork visa
- Luxury Bath Technologies is seeking a Selling Sales Manager in Gresham, OR, to lead the in-home sales team while actively engaging in the field. The ideal candidate has proven experience in home remodeling sales and is adept at closing deals and coaching team members. This...
$80k - $100k
Canyon Creek Financial LLC. is looking for a Supplemental Insurance Sales Representative and Trainer to join their team in Lake Oswego, Oregon. This full-time role offers the opportunity to lead B2B sales efforts while training and mentoring new agents, fostering their...Full time
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