Regional Sales Director

Regional Sales Director – Individual Contributor Role, Connected Vehicle and Telematics Solutions /Automotive Dealerships Location: Michigan/ Illinois and Texas 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. About This Role We’re looking for a driven, self-starting Regional Sales Director with a proven track record of winning new B2B business within franchise automotive dealerships or the telematics space. This is a hunter role — focused on net-new account acquisition. You will be on the phone and in the field,prospecting and cold calling franchised automotive dealerships to introduce them to Guidepoint’s industry-leading connected vehicle and telematics solutions. Guidepoint holds OEM-approved partner statue with Stellantis, giving our reps a warm point of entry and added credibility when calling on franchised dealerships.Dealers retain the final buying decision, but program alignment opens doors that cold calling outreach alone can’t – and you’ll walk into those conversations with OEM-backed credibility that competitors simply can’t match. What You’ll Do: Build your book of business through daily cold calls, in-person dealership visits, email, video, and text outreach.Strategic partnerships and OEM programs provide a warmer introduction. Deliver a sharp, compelling value proposition in under 60 seconds Turn cold introductions into qualified opportunities Run disciplined discovery and position solutions through consultative, value-based selling Manage multiple opportunities simultaneously and move them intentionally through each sales stage Close new business consistently and predictably What It Takes: Thick skin and short memory — rejection fuels you High activity levels and personal accountability for pipeline creation Strong executive presence and the ability to command attention quickly Exceptional communication skills across in-person meetings, video conferences, phone, and written outreach A competitive drive to outperform peers and exceed targets Who Thrives Here: Top performers who don’t wait for opportunity — they create it. Professionals who measure success in closed-won revenue. Sales leaders who take pride in outworking and out-executing the competition. If you are motivated by building something, winning new business, and being rewarded for performance — this is the role for you. What Success Looks Like: Relentless prospecting activity and consistent new opportunity creation Strong pipeline management with disciplined follow-up Clear, persuasive communication across in-person meetings, video calls, phone conversations, emails, and text A competitive mindset with the persistence to win in a highly competitive environment This role is ideal for a driven, self-motivated sales professional who takes pride in opening doors, creating opportunities where none existed, and closing new business. Qualifications 3–5 years of B2B new business sales experience with a successful track record of exceeding targets. Experience hunter in the automotive dealerships space 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, new business-focused sales professional with dealership or telematics experience , we invite you to join a growing company at the forefront of connected vehicle technology. #J-18808-Ljbffr