Field Trainer and Sales Representative
$85k - $105kCleft of the Rock, Inc.
Job Description
Job Description
Field Trainer & Sales Representative
About Us
At Cleft of the Rock , we provide businesses and individuals with supplemental insurance solutions that protect what matters most. Our team is built on reliability, support, and collaboration , creating a culture where dedicated professionals can thrive while helping others feel secure.
Your Role
As a Field Trainer & Sales Representative , you will guide clients through insurance solutions and also support and train team members to succeed. This role is perfect for someone who values structure, consistency, and being a dependable resource for both clients and colleagues.
Key Responsibilities:
Meet with business owners, managers, and employees to present insurance solutions
Conduct group presentations and one-on-one consultations
Build and manage a personal book of business
Mentor and train new team members, providing guidance and clear direction
Follow up on leads, maintain client relationships, and ensure consistent service
Collaborate with management to set goals, track progress, and support team performance
What We Offer
Structured training and mentorship to help you excel
Weekly draw pay plus commissions and bonuses
Incentives including cash rewards, stock options, and recognition programs
Opportunities for career advancement and professional development
A team-focused, supportive environment where consistency and reliability are valued
Who You Are
Loyal, dependable, and committed to helping others succeed
Collaborative and comfortable following structured processes while contributing ideas
Detail-oriented, conscientious, and focused on maintaining high standards
Skilled at building trust with clients and teammates
Licensed in Health & Life or willing to obtain a license (reimbursement provided)
Company: Cleft of the Rock
Compensation: $85,000 - $105,000 per year with draw pay, commissions, and bonuses as an independent contractor
Schedule: MondayFriday, weekends as needed
Location: In-person, business-to-business and individual sales
Join Us
This is a career where you can help clients feel secure, guide your team, and grow professionally in a supportive and reliable environment. Cleft of the Rock provides the training, tools, and culture you need to succeed as a Field Trainer & Sales Representative .
Learn more:
- ...True North Group Position: Experienced Outside Sales Trainer Number of Openings: 1 Territory Representative Position Available The Role At True North... ...developing others, leading by example in the field, and helping new sales representatives find their...FieldWeekly pay
$70k - $125k
...Building Someone Else’s Dream. Start Building Your Legacy. Most sales jobs offer a steady paycheck and a slow death. At Safe Haven... ...satisfied with "good enough." # HUSTLE: You are the first one in the field and the last one to leave. You know sales is a numbers game, and...FieldWeekly payMonday to FridayDay shiftAfternoon shiftSafe Haven Security
Winchester, KY20 hours ago- ...Description Join Our Team at True North Group! Position: Direct Sales Representative Number of Openings: 1 Territory Sales Position Available... .... We Offer: - Training both online and in the field. - Weekly draw pay with bonuses and commission eligibility...FieldWeekly payWork experience placementLocal areaFlexible hours
- ...Job Description Job Description Position: Sales Representative Entry-Level Company Overview: Join Summit Business Group, where we... ...typically less than 3 business days. CRM and classroom and field training. Licensing reimbursement (of state fees)...FieldWeekly payFull timeWork experience placementLocal area
- ...Description Join Our Team at True North Group Position: Sales Representative, Entry-Level Number of Openings: 1 Territory Sales Position... ...Training: Get up to speed with both online and in-the-field coaching Weekly Draw Pay: Steady income as you build your...FieldWeekly payLocal areaFlexible hours
- ...Job Description Job Description Alleviation is expanding our sales team tailored for individuals who crave autonomy, value work/... ...considered) COMPENSATION & BENEFITS: Comprehensive classroom and field training program Weekly draw pay option plus commissions (no...FieldWeekly payWork experience placementLocal area
- ...to embark on a rewarding journey in the sales industry. This entry-level opportunity is... ...the role of a territory-based sales representative, where you'll thrive in an environment focused... ...: Comprehensive classroom and field training program Weekly draw pay option...FieldWeekly payWork experience placementLocal area
- ...* Lead the daily operations of 6-8 restaurants * Train, develop and supervise 5-8 Restaurant General Managers * Drive top-line Sales & Traffic growth in your Area * Deliver Financial Results by controlling COS, COL, and Semi-Variable Costs * Ensure Operational...Shift work
Pizza Hut
Winchester, KY1 day ago - .... CPR certification required or must be obtained within 30 days of hire. Master's degree preferred, or Bachelor's degree with field experience. The Encompass Health Way We proudly set the standard in care by leading with empathy, doing what's right, focusing...FieldFull timePart timeReliefFlexible hours
- ...procedures and best practices. Qualifications Bachelor's degree in Mechanical Engineering, Manufacturing Engineering, or a related technical field. 3+ years of experience in Quality Assurance within a manufacturing environment (preferably in drivetrain, automotive, or precision...Field
Creative Solutions Services, LLC
Winchester, KY3 days ago $25 - $35 per hour
...data for mortgage lenders nationwide. Based in Reno, NV, we have a 12-year track record of excellence and stability in the mortgage field services industry. We partner with highly motivated independent contractors who prioritize accuracy, reliability, and professional autonomy...FieldHourly payPrice workExtra incomeFull timeContract workFor contractorsLive inLocal areaFlexible hours$87.38k - $104.85k
...and/or 5+ years of supervisory manufacturing experience. Bachelor's Degree in Industrial Maintenance, Engineering, or a related field. Strong understanding of OSHA requirements related to in-house equipment. Ability to identify gaps and implement...FieldFull timeMonday to FridayWeekend workExaways Corporation
Winchester, KY2 days ago$100k
...Services is seeking driven, ambitious outside sales professionals to join our most aggressive and lucrative Sales Representative Program ever offered. Demonstrate your... ...calling and networking Proven outside or field sales experience with a track record of hitting...FieldLocal areaDisability Solutions
Winchester, KY1 day ago- ...required by state regulations. CPR certification. Master's Degree preferred, or Bachelor's Degree plus sufficient experience in the field. We're looking forward to meeting you, and we truly mean that. Join our family, and let's make a positive impact together!...FieldFull timePart timeReliefLocal areaFlexible hours
Cardinal Hill Healthcare System
Winchester, KY5 days ago $88k - $115k
...Bachelor's degree in Safety, Occupational Health, or a related field. A minimum of 5 years of experience in a similar role, ideally within... ...and Emergency Response (HAZWOPER), and Forklift Certified Trainer (can be obtained after hire). Proficiency in CPR and First Aid....FieldPermanent employmentFor contractorsLocal areaFlexible hoursLeoforce
Winchester, KY1 day ago- ...income, working parents, recent graduates, those looking towards retirement and anyone who wants to make a difference in the dental field. We are currently looking for dentists in Winchester, KY and the surrounding areas. Dentist Qualifications: DMD or DDS degree...FieldFull timePart timeWork experience placementSummer workVisa sponsorshipRelocation packageFlexible hoursAfternoon shift
Big Smiles
Winchester, KYa month ago $84.64k - $114.84k
...maintenance records and reporting systems. Qualifications Must-Haves Bachelor’s degree in Engineering, Industrial Technology, or related field; or equivalent work experience. Minimum 5 years of experience in maintenance management within a manufacturing environment. Strong...FieldWork experience placementInteletech Global Inc.
Winchester, KY20 hours ago- ...Opportunities: Operator Telecom Drill Bores (11413) Requisition ID 11413 -Posted - Operations Production - Operations - SC641-Winchester,KY - Field - Entry-Level - 0% - 24% At Star Construction, LLC, as a Telecom Drill Bores Operator, you’ll be responsible for operating drill...FieldWork experience placementRemote work
Fall Creek Farm & Nursery
Winchester, KY1 day ago - ...Solutions high performance. Qualifications HS Diploma/GED required. Prefer an Associate's Degree or vocational certificate in a related field. 3+ years experience in a pharmaceutical, food, or chemical manufacturing environment in a maintenance technician position....FieldLocal area
Catalent Inc
Winchester, KY4 days ago $40.9k - $74.03k
...Safe Haven Security is currently seeking Outside Sales Representatives to join our award-winning team. Work directly with prospective customers in your assigned territory, providing cutting-edge security solutions to families across the country. Compensation Structure...Weekly paySafe Haven Security
Winchester, KY20 hours ago- ...Our agency is seeking to fill an entry‑level outside sales role in a new territory. The primary responsibility of this position will... ...considered) Compensation & Benefits Comprehensive classroom and field training program Weekly draw pay option plus commissions (no caps...FieldWeekly payWork experience placementLocal area
Alleviation Enterprise LLC
Winchester, KY1 day ago $69k
...Job Description Job Description Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely, serving clients by providing...Remote workWork from homeFlexible hoursHMG Careers
Winchester, KYmore than 2 months ago- ...performance The Candidate ~ Bachelor's degree in a scientific field required (Chemistry or Biology preferred). Alternate degrees... ...or hiring process. Notice to Agency and Search Firm Representatives: Catalent Pharma Solutions (Catalent) is not accepting unsolicited...FieldLocal areaShift work
Catalent Inc
Winchester, KY5 days ago - ...phases of electrical construction projects from preconstruction through closeout while serving as the primary liaison between clients, field leadership, and executive management. Key Responsibilities Manage large‑scale electrical construction projects Lead project planning...FieldContract workFor contractors
Comfort Systems USA
Winchester, KY4 days ago - ...CRRN certification to be obtained within a year of meeting the eligibility requirements. Bachelor’s Degree in Nursing or related field preferred. Two years of recent experience in an inpatient hospital setting (within the last five years). Previous leadership role...FieldFull timePart timeInterim roleFlexible hoursShift work
Encompass Health Rehabilitation Hospital of Katy
Winchester, KY1 day ago - ...commercial operations, fabrication plant managers, customer service representatives, and stormwater engineers when necessary. We are a company... ..., practices, and procedures within the civil engineering field. Excellent math skills and demonstrated attention to detail...FieldFull timeContract workWork at office
Insight Global
Winchester, KY1 day ago - ...relationships with community partners, stakeholders, and donors. Represent the organization at community events and meetings.... ...nonprofit management, public administration, social work, or a related field and/or minimum of 2 - 3 years of experience in program management...FieldHourly payFull timeCasual workWork at officeRemote workAfternoon shift
Voices of Hope Lexington Inc
Winchester, KY2 days ago $65k - $85k
...Job Description Job Description Entry-Level Sales Representative About Us At Cleft of the Rock , we believe in standing firm in service, compassion, and integrity. Our mission is to help businesses and individuals protect what matters most — their people...Full timeFor contractorsLocal area- ...The Candidate ~ Bachelor's Degree in Engineering or related field required. ~2+ years of relevant engineering experience in facilities... ...or hiring process. Notice to Agency and Search Firm Representatives: Catalent Pharma Solutions (Catalent) is not accepting...FieldTemporary workFor contractorsLocal areaMonday to Friday
Catalent Inc
Winchester, KY3 days ago $40k - $100k
Since our founder, Chip Wood, opened the doors to the first Tire Discounters over 40 years ago, we have been raising the bar in the tire and automotive business. Family-owned and operated to this day, we've separated ourselves by treating customers and their cars with ...Hourly payHome officeTire Discounters
Winchester, KY1 day ago
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Field Trainer and Sales Representative. Be the first to apply!
- sales specialist Winchester, KY
- b2b sales representative Winchester, KY
- pre-sales consultant Winchester, KY
- verizon sales consultant Winchester, KY
- sales executive Winchester, KY
- sales representative Winchester, KY
- sales representative packaging Winchester, KY
- internal sales consultant Winchester, KY
- sales consultant sales representative Winchester, KY
- field sales representative Winchester, KY