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 FLSA Designation (US Only): Exempt Salary Range: The estimated base salary range for this role is USD$58,500.00 - USD$71,500.00 per year. We include salary ranges in job postings only where required by applicable pay transparency laws, based on the jurisdictions in which the role may be performed. The posted range is a good faith estimate and reflects factors that are subject to change. Final offer amounts may vary based on job-related factors, including work location, candidate experience and expertise, and other relevant considerations. Other Compensation (US Only): This role will also be eligible for participation in a Company profit sharing bonus plan. Sales positions may be eligible to participate in the business commission plan. Plan details will be provided to you upon hire. Benefits (US Only): Full time employees will also be eligible for enrollment in a wide range of choices of benefits , including medical, dental, vision, basic life insurance, short/long term disability, 401(k) participation (with company match). Time off (US Only): The Company provides a minimum of 10 days of vacation for new employees , sick time based on state requirements, 8 Company-paid holidays and 2 personal holidays per year. We recognize the value and importance of diversity and inclusion in our communities and in the workplace. We celebrate diversity and one of our goals as an employer is to create an inclusive work environment for all employees. We are an equal opportunity employer and do not discriminate against any employee or applicant because of race, religion, sex, sexual orientation including gender identity or expression, pregnancy, national origin, age, marital status, veteran status, disability status, or any other category or characteristic protected by law. Applicants with disabilities who would like to require a reasonable accommodation related to any part of the application process may contact us at [email protected]. NOTE: If an applicant is selected to receive a conditional offer of employment, and in accordance with applicable law, a criminal background check may be conducted before the offer becomes final and employment begins. Pursuant to the San Francisco Fair Chance Ordinance, and other applicable laws, we will consider for employment qualified applicants with arrest and conviction records. #LI-HP1 #DealerGroup Apply To This Job