Field Sales Director – Telematics / Dealership Solutions

Reports To: Vice President Sales

Travel: Minimum 4 days per week in the field (franchise dealerships)

About Guidepoint Systems

Guidepoint Systems is a leader in connected vehicle and telematics solutions designed to help dealerships protect their inventory, improve service operations, and enhance customer satisfaction. Our EVTS (Electronic Vehicle Tracking System) platform provides real-time vehicle visibility, battery health management, and customer engagement tools that drive both dealership efficiency and profitability.

Position Overview

We are seeking a Field Sales Representative with proven success selling B2B solutions into the automotive dealership or telematics space.
This role is ideal for a results-driven professional who enjoys being in the field, developing new relationships, growing the business with the acquisition of new accounts through consultative, value-based selling.

This position is approximately 80% new business development (hunting) and 20% account management (farming), with a strong focus on establishing partnerships with franchise dealerships.

Key Responsibilities

• Visit franchise dealerships minimum of four days per week to prospect, present, and close new business.
• Engage dealer principals, general managers, F&I directors, service managers, and parts managers with tailored presentations on Guidepoint’s EVTS platform.
• Develop and execute a territory business plan focused on expanding market share and achieving sales targets.
• Build long-term relationships by providing consultative insights and delivering measurable value to dealership partners.
• Manage and grow existing accounts alongside the customer success team providing ongoing communication, product training, and expansion opportunities.
• Maintain accurate records of sales activities, pipeline, and customer interactions using HubSpot, daily and weekly reporting.
• Collaborate with Customer Success and internal teams to ensure smooth onboarding and sustained customer satisfaction.
• Represent Guidepoint Systems at industry events, trade shows, and regional meetings as needed.

Qualifications

• 3–5 years of B2B field sales experience with a successful track record of exceeding targets.
• Experience selling to automotive dealerships or within the telematics / connected vehicle industry strongly preferred.
• Strong understanding of dealership operations, particularly F&I, sales, and service workflows.
• Proven ability to build executive-level relationships and close complex sales cycles.
• Self-motivated with strong organizational and territory management skills.
• Excellent prospecting, communication, presentation, and negotiation abilities.
• Strong problem solving, analytical, and organizational abilities.
• Comfortable balancing multiple priorities and account in a fast-paced environment.
• Proficiency in CRM systems and Microsoft Office suite.
• Valid driver’s license and ability to travel extensively within the assigned territory.

What We Offer

• Competitive base salary plus uncapped commissions.
• Mileage reimbursement and travel expense allowance.
• Full training, product support, and marketing resources.
• Opportunity to represent a trusted, industry-leading telematics solution with significant growth potential.
• A collaborative, performance-driven culture with advancement opportunities.

Join the Guidepoint Team

If you’re a motivated, relationship-focused sales professional with dealership or telematics experience, we invite you to join a growing company at the forefront of connected vehicle technology.
Apply today and help dealerships turn vehicle data into profit.