RedSail Technologies

• Contribute code, designs, documentation and technical expertise to implement solutions to complex applications problems for clients in the Pharmacy and POS space. • Responsible for performing functional and performance automated tests and unit tests and analyze clients’ needs in order to expand or modify systems to meet those needs. • Facilitate the development of incremental features to improve existing systems to enable clients to seamlessly process their customers’ transactions and operate their businesses more efficiently and profitably. • Partner with teams to provide technical expertise in the development of new systems features and products that align with overall systems architecture strategy. • Learn how computer systems currently function and how they are utilized by clients. • Use this knowledge to identify technical and functional gaps and areas for improvement to meet clients’ needs. • Develop, document, and revise system design procedures, test procedures, and quality standards. • Design and implement system enhancements, executing unit, integration and acceptance testing to meet business requirements. • Monitor and review procedures and client issues so as to improve current computer systems and client experience and make recommendations based on analysis to improve the customer’s efficiency and effectiveness. • Review system capabilities, workflow and scheduling limitations, as well as evaluate existing systems to determine effectiveness and perform upgrades as needed.

VP, Sales, Pharmacy Growth – Connected Solutions Job Summary: The Vice President of Sales, Connected Solutions reports to the SVP, Pharmacy Growth – Sales & Commercial Operations will play a critical role providing leadership for the sales strategy and execution, of RedSail’s Connected Solutions Portfolio offerings within and outside our pharmacy network across the United States and is responsible the entire sales process: from pipeline development and business and territory planning to contract execution while driving revenue growth, market share expansion, and customer acquisition. The VP will build and manage high-performing sales teams, foster strong relationships with customers and industry partners, and collaborate closely with internal stakeholders to ensure alignment between market needs, product capabilities, and corporate growth objectives. Key Duties: - Strategic Leadership role in developing strategy and commercial execution tied to new product launches into the market and customer base - Continue to build a strong culture of development, driving results, high energy, compassion and teamwork, active learning and building strong relationships with our customers (internal and external) - Partner with Sales Enablement and Sales Training for continual and active learning of industry, product, process and customers. - Ensuring discipline and execution and ownership of sales process entirety, from lead generation to opportunity development, demo completion, negotiations and contract execution, ensuring revenue growth and market share expansion. - Ownership and responsibilities to contract negotiations and deal structuring - Ensure team discipline around CRM data completeness, accuracy, reporting and timeliness as a non-negotiable standard for all sales activities. - Drive a standard amongst teams tied to responsiveness to customer inquiries and needs, setting clear expectations for timely follow-up and resolution. - Build, strengthen, and maintain strategic relationships with both new prospects and installed customers to maximize retention, upsell opportunities, and advocacy. - Develop and execute account and market strategies that align with corporate growth objectives. - Collaborate cross-functionally with Marketing, Commercial Operations, Product, and Customer Success to align offerings with market needs. - Participate in podcasts, webinars, conferences, and other marketing initiatives to represent the brand, engage customers, and promote thought leadership. - Provide structured feedback loops to Product teams based on market trends, customer needs, and competitive insights to inform roadmap decisions. - Accountability for accurate sales forecasts, pipeline reports, and performance metrics - Recruit, develop, and coach a high-performing sales team that embraces accountability, innovation, continuous improvement, high pace culture, responsiveness, and relationship-driven selling. - Represent the company at industry events, conferences, and with strategic partners to enhance brand presence and customer engagement. Education/Training - Bachelor’s degree in a relevant discipline Required Work Experience/Skills - Experience in a leadership role managing sales teams, with proven ability to coach and develop talent. - 10+ years of experience in sales, business development, or consulting preferably in healthcare technology, SaaS, or a related industry. - Demonstrated success in building and managing customer relationships, including both new business acquisition and existing account growth. - Experience using CRM systems (Dynamics, Salesforce or similar) with a commitment to data accuracy and process discipline. - Strong communication skills, including comfort participating in customer calls, stakeholder meetings, and marketing/media appearances such as podcasts or webinars. - Familiarity with contract negotiation and working with cross-functional teams (e.g., Product, Marketing, IT, and Customer Success). Discretionary Judgment - Uses independent judgment and discretion based upon the employee’s experience in the position and knowledge of the products, equipment, and services - Uses good judgement and possesses ethical work values Physical Demands, Working Conditions, and General Employment Guidelines - Location: remote - Ability to travel up to 40% - Moderate levels of stress may be experienced in the performance of the job Equipment - Daily use of the Microsoft Teams (phone), computer, printer, and other routine office equipment - Must have internet access Safety to Self and Others - Little responsibility for safety of others. Job is performed in an office setting where there are no hazardous materials or equipment

• Achieve/exceed sales quota targets as assigned • Adopt a consultative sales approach that focuses on key stakeholder needs and desired outcomes (pharma manufacturers, network pharmacies, and the patients they serve) • Act as the primary point-of-contact for assigned customers (i.e. regular client visits, high-quality presentations, participate in quarterly business reviews, lead customer summits, and facilitate networking opportunities) • Build and manage a pipeline of new business opportunities, recording progress with customer new business opportunities in RedSail’s CRM (Monday.com) • Identify, qualify and prioritize opportunities based on key criteria (e.g. decision-makers' description of business need, relevance of RedSail product and service offerings to need, revenue/margin potential, ability to successfully achieve program success criteria) • Demonstrate consultative selling capabilities and results (i.e. solves customer business issues rather than solely selling products and services) • Maximize time spent in the field (i.e. face to face with customers.) • Facilitate the contract and pricing negotiation process by eliminating obstacles to purchase, ensuring the process for the customer is seamless. • Negotiate relationships and processes with internal RedSail stakeholder to build support for identified opportunities with the product, commercialization, and operations teams. • Attend and supports industry trade shows, company sponsored and/or internal company meetings as needed.

• Own end-to-end product lifecycle for ePrescribing solutions, including roadmap development, feature prioritization and all regulatory requirements. • Assume all responsibility for assigned product line(s) including but not limited to profit and loss, contracts, pricing, KPIs, development, sales, marketing, customer service, implementation, and sales. • Driving innovative capabilities around payments to enable further growth of the RedSail platforms • Determine needed resources and coordinate the assignment and utilization of resources to ensure success for product goals. • Lead regular product meetings, and participate in departmental meetings (development, QA, market analysis, sales, customer service, etc.) • Participate and present at customer conferences, lead customer focus groups and stay up to date on payment industry innovations and regulatory changes • Presentations for internal and external audiences to gain support and keep projects on track • Working directly with sales and marketing teams to drive opportunities to contract closure

We are seeking a detail-oriented and analytical Merchant Services Analyst to join our team. In this role, you will support the operational, analytical, and technical needs of our merchant services team, ensuring the smooth functioning of payment processing systems, managing vendor relationships, and providing exceptional service to our merchant clients. This position requires a combination of problem-solving skills, industry knowledge, and a strong focus on customer satisfaction. Key Duties - Data Analysis & Reporting: - Monitor and analyze merchant transaction data to identify trends, anomalies, and potential risks. - Generate reports to provide insights into merchant performance, chargebacks, and payment processing efficiency. - Assist in forecasting and improving merchant transaction performance metrics. - Merchant Support: - Serve as the primary point of contact for merchants, addressing inquiries related to payment processing, account setup, and transaction issues. - Provide guidance on industry best practices, compliance requirements, and operational improvements. - Assist merchants in resolving technical issues related to payment gateways, terminals, or software. - Vendor Relationship Management: - Manage relationships with payment vendors, ensuring high levels of service and alignment with company objectives. - Collaborate with vendors to address issues, negotiate contracts, and ensure compliance with service-level agreements (SLAs). - Evaluate vendor performance and provide recommendations to improve services and partnerships. - Operational Excellence: - Oversee the onboarding and setup process for new merchants, ensuring accurate documentation and seamless integration. - Collaborate with cross-functional teams (e.g., IT, Risk, and Sales) to enhance merchant services and optimize internal processes. - Ensure compliance with PCI-DSS, payment card industry regulations, and other relevant standards. Education/Training - Bachelor’s degree in business, finance, or a related field (or equivalent experience). - 2+ years of experience in merchant services, payments processing, financial services, or a similar field. - Experience with merchant services and managing vendor relationships in the payments or financial services industry is a strong plus. Required Work Experience/Skills - Strong analytical and problem-solving skills, with the ability to interpret and present complex data. - Proficiency in Microsoft Excel, data visualization tools, and CRM systems. - Excellent communication skills, both written and verbal, with a customer-first mindset. - Knowledge of payment gateways, processing platforms, and PCI compliance is preferred. - Ability to work independently and collaboratively in a fast-paced environment. Discretionary Judgment • N/A Physical Demands, Working Conditions, and General Employment Guidelines • While performing the duties of this job, the employee is regularly required to stand; use hands to finger, handle, or feel; reach with hands and arms and talk or hear. Specific vision abilities required by this job include close vision, color vision and ability to adjust focus. • Reasonable accommodations may be made to enable individuals with disabilities to perform theessential functions. Equipment • Daily use of Microsoft Teams (phone), computer, printer, and other routine office equipment. • Must have internet access. Safety to Self and Others • Little responsibility for the safety of others. Job is performed in an office setting where there are no hazardous materials or equipment Working Conditions/Hazards • Quiet working conditions are representative of those an employee encounters while performing the essential functions of this job Work Location • Remote

Senior Data Engineer Job Summary The Senior Data Engineer works collaboratively within their team to perform feature analysis, research, requirements gathering, defining product architecture, designing features, implementation/coding, testing, deployment, maintenance, and support of RedSail products. The Senior Data Engineer is a vital member of a Scrum team actively participating in all aspects of the Scrum workflow. The focus of a Senior Data Engineer will be on database design and architecture, ELT/ELT, data lake/warehouses, data security, development, troubleshooting, optimization, design/code reviews, product quality, working within the team, mentoring others, and assisting with product directions.