Digital Retail Solutions Specialist (Account Executive)

Digital Retail Solutions Specialist (Account Executive) 

Location: USA - Remote 

Travel Required: Maximum up to 25% travel across North America 

Company Summary 

Ideal Computer Systems is a North American software company that provides dealer management software to equipment dealerships across industries such as outdoor power equipment, powersports, marine, RV, agriculture, and golf car. Founded in 1985, Ideal serves 2,500+ dealers in the U.S. and Canada with an all-in-one platform that supports inventory, sales, service, parts, accounting, CRM, and reporting. Known for its dealer-driven development approach and strong customer support, Ideal is part of Constellation Software Inc., combining the stability of a global organization with deep  

Summary 

As Digital Retail Solutions Specialist, you’ll work directly with dealership customers to help them grow their business using Ideal’s front‑office digital tools—such as websites, eCommerce, CRM, marketing, and customer portals. You’ll build strong relationships, understand each customer’s goals, and recommend the right solutions to improve their customer experience and day‑to‑day operations. 

In this role, you’ll manage your own book of business and guide customers through the full sales process, from initial conversations and product demos to closing deals. You’ll be successful by clearly showing how these solutions make a real impact for dealerships and by expanding long‑term customer relationships. 

Responsibilities 

• Build and manage a consistent pipeline of opportunities across the full front-office solution suite   

• Achieve and exceed annual sales targets through a combination of new sales, upsell, and account expansion   

• Proactively engage dealership customers through outbound outreach, discovery conversations, and structured follow-up cadences   

• Identify and drive opportunities to modernize dealership operations through solution upgrades, migrations, and adoption of new capabilities   

• Lead tailored product demonstrations that clearly articulate business value and customer impact   

• Develop and present ROI-driven business cases to support purchasing decisions   

• Position and sell across multiple solutions (web, eCommerce, CRM, marketing, customer portal) based on customer needs and maturity   

• Collaborate cross-functionally with Product, Marketing, and Customer Success to align messaging, share market feedback, and support customer outcomes   

• Act as a subject matter expert across the front-office platform and stay current on product capabilities and industry trends   

• Deliver webinars, virtual events, and participate in industry events to drive awareness and pipeline generation   

• Maintain accurate pipeline, forecasting, and activity tracking using CRM and quoting tools (e.g., Salesforce, Quosal)  

Qualifications 

• 3-5 years of proven success in software sales, with a track record of consistently meeting or exceeding targets   

• Experience upselling and expanding accounts by positioning additional value across a suite of digital solutions   

• Experience selling web-based or customer-facing digital solutions (e.g., websites, eCommerce, CRM, marketing platforms, or customer portals)   

• Strong ability to communicate value clearly - both written and verbal - across technical and non-technical stakeholders   

• Proficiency in using CRM tools to manage pipeline, track activities, and maintain accurate sales data   

• Experience working with or selling into dealership environments (or similar SMB, multi-location businesses) is a strong asset   

• Highly organized with strong time management skills, capable of managing multiple opportunities across a full sales cycle  

Competencies 

• Results-driven with strong prospecting, strategic selling, and closing capabilities   

• Full-cycle sales ownership, from pipeline development to forecasting and deal execution   

• Strong communication, presentation, and product demonstration skills   

• Deep customer relationship management and engagement expertise   

• Product expertise with solid technical aptitude   

• Effective cross-functional collaboration across Product, Sales, and Customer Success   

• Strong problem-solving skills with adaptability in dynamic environments