Payments Initiative Manager

Payments Initiative Manager
Location: Remote (USA preferred)
Travel: Up to 65%
Department: Product & Innovation

Who We Are

Dealer Information Systems (DIS) is a market-leading provider of Dealer Management Software (DMS), serving Agriculture, Construction, Truck Refrigeration, and Lift Truck dealerships across North America. As part of the Constellation Software family, DIS focuses on building mission-critical, customer-centric, and profitable software products that deliver measurable value to our customers.

The Role: Payments Initiative Manager

DIS is seeking a highly motivated and entrepreneurial Payments Initiative Manager to lead the commercialization of our DIS Pay solution. This role is ideal for a business-minded product leader with experience in the payments industry—particularly in credit card processing, payment facilitation, or embedded finance.

You will act as the “mini-CEO” of the DIS Payments initiative, taking ownership from the early adopter phase through scalable commercialization. With the core software already built and early pilots beginning, your focus will be to directly drive customer acquisition, onboard initial dealerships, and refine the offering based on real-world feedback. You will be responsible for both selling and implementing the solution during the early stages — ensuring strong adoption and satisfaction.

Once key adoption and ARR milestones are met, you will help transition the solution to DIS’s core Sales, Installation, and Support teams for long-term scale. At that point, you’ll have the opportunity to lead the launch of additional high-impact initiatives within DIS.

Key Responsibilities:

Commercial Ownership

• Lead DIS Pay from early adopter onboarding through full business launch and scale

• Own the business case and strategic growth plan, with input on pricing strategy

• Drive direct sales and implementation efforts during the early phase

• Build relationships with DIS customers and dealership decision-makers to drive adoption

Customer Success & Feedback

• Manage onboarding and support for early adopter customers

• Collect, synthesize, and act on user feedback to guide product iteration

• Ensure early adopters become referenceable and successful case studies

Cross-Functional Leadership

• Partner with R&D to drive development adjustments based on customer needs

• Collaborate with Marketing and Sales to create positioning and materials

• Prepare internal teams for hand-off and long-term ownership post-MVP growth

Future Opportunity

• Upon successful transition of the payments initiative, lead additional new product initiatives, applying the same startup-like ownership and leadership approach

What We're Looking For:

Required Experience

• 3 – 5+ years in product management, business development, or payments industry roles

• Strong understanding of merchant services, credit card processing, or B2B payments

• Proven success launching new products or lines of business from scratch or MVP stage

Preferred Qualifications

• Experience working in or with dealerships, ISVs, or ERP vendors

• Familiarity with vertical SaaS and selling into SMB or mid-market businesses

Skills & Traits

• Entrepreneurial mindset with a bias for action and ownership

• Strong communicator and customer advocate, with ability to close deals and manage onboarding

• Analytical thinker who can define metrics, track outcomes, and course-correct rapidly

• Comfortable wearing multiple hats – sales, product, customer success – in early phases

Why Join DIS?

• Take ownership of a live, high-potential product with early traction

• Act as the driver of business growth with real autonomy and impact

• Work in an entrepreneurial environment backed by the stability of a global software leader

• Opportunity to shape and lead multiple product lines over time

DISExemptThe estimated base salary range for this role in the United States is $108,000.00 - $162,000.00 per year. For compliance with local legislation, and to provide greater transparency to applicants, we share salary ranges on all job postings regardless of the desired hiring location or whether the position is remote. The posted range is an estimate and reflects many factors which are subject to change. Final offer amounts may vary from the amounts listed above, based upon geographic location, candidate experience and expertise, and other relevant factors.This role will also be eligible for participation in a Company profit sharing bonus plan. Plan details will be provided to you upon hire.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).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 work@tuhustle.com: 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.#DealerGroup