VP of Sales & Marketing

Job Description: 

VP of Sales & Marketing

Innovative Computer Solutions Inc - Jonas Software

Remote USA

Innovative Computer Solutions (ICS) is a leading provider of POS, ecommerce, and payment solutions built specifically for independent wine and liquor retailers. Our mission is to deliver the fastest, most reliable checkout and inventory system in the industry—backed by superior support and continuous innovation.

We are expanding nationally and launching major new products in 2026 and beyond. To support this growth, we are seeking an experienced VP of Sales & Marketing to lead our revenue strategy, scale our sales organization, expand into new territories, and strengthen our marketing engine.

Reporting directly to the company President, the VP of Sales & Marketing is responsible for the development and performance of all sales activities. This position staffs and directs the sales team and provides leadership towards the achievement of maximum profitability and growth in line with the company’s annual budget, its vision, and its values. The VP of Sales & Marketing establishes plans and strategies to expand the customer base alongside the day-to-day management of the sales team. The individual will also contribute to the development of the team through sales training and mentoring them in the field. The individual should be dynamic, self-assured, and confident interacting with a full range of clients. The VP of Sales & Marketing will be a member of the Executive Team and will work closely with other members to create a vision and strategy for the company.

Job Responsibilities

• Develops a business plan and sales strategy for the market that ensures attainment of company sales goals and profitability.

• Responsible for the performance and development of the sales team.

• Supporting the team to effectively close sales leads and develop new prospects.

• Initiates and coordinates development of action plans.

• Assists in the development and implementation of marketing plans as needed.

• Conducts one-on-one reviews with the sales team to build more effective communication, to understand training and development needs, and to provide insight for the improvement of all sales and activities.

• Provides timely feedback to senior management regarding performance.

• Pipeline management and reporting.

• Assists all sales personnel in preparation of proposals and presentations.

• Controls expenses to meet budget guidelines.

• Adheres to all company policies, procedures and business ethics codes and ensures that they are communicated and implemented within the team.

• Interviews, recommends and hires sales team personnel based on criteria agreed upon by senior management.

Job Qualifications

• 5+ years of sales leadership experience in POS, payments, retail tech, or SaaS .

• Proven success leading both sales and marketing functions.

• Strong understanding of merchant services, interchange, and payment processing is a plus.

• Experience selling into independent retailers —wine & liquor industry experience is a strong plus.

• Strong business acumen.

• Strong presentation and negotiating skills.

• Comfortable in a fast-moving, high-growth environment.

• Excellent communicator and coach with the ability to inspire teams.

• Track record of opening new geographic markets and scaling regional field sales teams.

• Proven leadership and ability to motivate and drive direct reports.

• Results driven and self-motivated with a ‘can do’ attitude and determination to ‘close the deal’.

• Demonstrated written and verbal communication skills with senior levels of the organization (internal and external).

• Data-driven mindset with strong Salesforce discipline.

• Demonstrated ability to influence actions and gain the support of others to meet objectives.

• Illustrates a strong sense of integrity and trust.

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More About Jonas Software:

Jonas Software is a leading provider of enterprise management software solutions, serving a wide range of vertical markets including hospitality, healthcare, construction, education, personal care, fitness, leisure, moving and legal services, to name a few. Within these markets, Jonas is comprised of over 65 distinct brands, each a respected leader in its domain.

Jonas’ vision is to be the branded global leader across these verticals and to be recognized by customers and industry stakeholders as the trusted provider of “Software for Life.” We are committed to technology, product innovation, quality, and exceptional customer service.

Jonas Software supports over 60,000 customers in more than 30 countries. We employ over 6,000 skilled professionals, including industry experts and technology specialists. Across our broader network, we support a global workforce of more than 30,000 employees.

Headquartered in Canada, Jonas Software has a global footprint with offices around the world. We’re a 100% owned subsidiary of Constellation Software Inc., based in Toronto, publicly listed on the TSX (CSU.TO), and a member of the S&P/TSX 60 Index.