InvoiceCloud

• Build strong partnerships with mid-market clients • Manage day-to-day client engagement and drive payment adoption programs • Identify opportunities to expand product utilization • Monitor performance metrics to guide client actions • Collaborate with cross-functional teams for timely resolutions

Role Description We are seeking a highly skilled and results-oriented Enterprise Sales Director, Tax to support our Sales organization. Reporting to the Senior Sales Manager, this role focuses on driving new business and customer acquisition within a defined territory through: - Prospecting - Networking - Referrals - Inbound opportunities The ideal candidate operates as a proactive, trusted partner—capable of managing complex enterprise sales cycles, leveraging partnerships, and delivering consultative solutions tailored to government and tax organizations. This role is remote and requires travel within the assigned territory. Qualifications - Minimum of 5 years of closing experience in IT or software sales - Proven track record of achieving or exceeding sales quotas - Strong relationship-building and networking skills - Experience selling into government or tax verticals preferred - Familiarity with consultative sales methodologies (e.g., MEDDICC, MEDDPICC, Value Selling) - Experience with CRM tools such as Salesforce.com - Strong communication, presentation, and organizational skills - Ability to travel up to 50% within assigned territory - Bachelor’s degree or equivalent experience Requirements - Drive new business acquisition through prospecting, networking events, referrals, and inbound lead generation - Consistently achieve or exceed quota targets through disciplined pipeline development and deal execution - Manage territory pipeline, forecast accurately, and maintain strong CRM discipline using Salesforce.com - Leverage AI-enabled tools (e.g., account research, outreach optimization, pipeline analysis) to improve efficiency while maintaining data integrity - Build strong relationships with enterprise clients in government and tax sectors through consultative engagement - Deliver tailored sales presentations and demonstrations aligned to client needs and industry requirements - Leverage partnerships to generate referrals and enhance customer engagement - Align solutions to customer challenges, particularly in billing, payments, and tax workflows - Own the full sales cycle from prospecting through negotiation and closing - Manage territory strategy, prioritization, and execution with accountability for revenue outcomes - Independently manage time, priorities, and high-volume sales activity in a fast-paced environment - Collaborate with internal teams and partners to drive deal progression and success Benefits - Medical, dental, vision, life & disability insurance - 401(k) plan with company match - Flexible Time Off (FTO), wellbeing days, paid holidays, and summer Fridays - Mental health resources - Paid parental leave & backup care - Tuition reimbursement - Employee Resource Groups (ERGs) - Base salary is one component of total compensation. Employees may also be eligible for an annual bonus or commission. Some roles may also be eligible for overtime pay. - Base Compensation Range: $120,000 — $130,000 USD

• Drive new customer acquisition within the P&C Insurance Carrier and Financial Services markets through self-sourced leads, referrals, and web-based opportunities • Consistently achieve and exceed sales quotas by executing disciplined enterprise SaaS sales strategies and maintaining strong pipeline health • Deliver compelling sales presentations and product demonstrations that clearly communicate the value of InvoiceCloud’s solutions • Travel as needed to support onsite customer presentations, industry tradeshows, and internal sales meetings to advance opportunities • Engage prospective customers to understand business challenges and develop tailored payment and billing solutions aligned to their needs • Consult with clients throughout the sales process, acting as a trusted advisor to guide decision-making and solution alignment • Leverage strong listening, communication, and presentation skills to build credibility and long-term relationships with enterprise stakeholders • Own the full sales cycle from prospecting through close within a named account list and assigned territory • Proactively partner with InvoiceCloud ecosystem partners to generate introductions, referrals, and new business opportunities • Manage multiple opportunities simultaneously, prioritizing effectively and maintaining accurate pipeline tracking in Salesforce or similar CRM systems • Utilize AI and automation tools to enhance prospecting efficiency, pipeline insights, and sales forecasting accuracy while maintaining data integrity and compliance

About InvoiceCloud: InvoiceCloud is a fast-growing fintech leader recognized with 20 major awards in 2025, including USA TODAY and Boston Globe Top Workplaces, multiple SaaS Awards wins for Best Solution for Finance and FinTech, and national customer service honors from Stevie and the Business Intelligence Group. Judges also highlighted our mission to reduce digital exclusion and restore simplicity and dignity to how people pay for essential services, as well as our leadership in AI maturity and responsible innovation. It’s an award-winning, purpose-driven environment where top talent thrives. To learn more, visit InvoiceCloud.com. Role Overview: InvoiceCloud is a fast-growing fintech leader recognized with 20 major awards in 2025, including USA TODAY and Boston Globe Top Workplaces, multiple SaaS Awards wins for Best Solution for Finance and FinTech, and national customer service honors from Stevie and the Business Intelligence Group. Judges also highlighted our mission to reduce digital exclusion and restore simplicity and dignity to how people pay for essential services, as well as our leadership in AI maturity and responsible innovation. It’s an award-winning, purpose-driven environment where top talent thrives. To learn more, visit InvoiceCloud.com.   Job Details: We are seeking a highly skilled and results-oriented Enterprise Account Director, Financial Services to support the Sales organization. This role will play a key part in advancing InvoiceCloud’s mission to drive digital transformation for clients and enhance customer engagement. The ideal candidate operates as a proactive, trusted partner—capable of managing complex enterprise sales cycles, collaborating across teams, and maintaining the high standards of professionalism and innovation that define InvoiceCloud’s culture. Success Profile: This role is anchored in our company’s core competencies. These competencies reflect the mindsets and behaviors that define success in this role. Below is how each competency translates into meaningful impact and outcomes for this position. Results-Driven - Drive new customer acquisition within the P&C Insurance Carrier and Financial Services markets through self-sourced leads, referrals, and web-based opportunities • Consistently achieve and exceed sales quotas by executing disciplined enterprise SaaS sales strategies and maintaining strong pipeline health • Deliver compelling sales presentations and product demonstrations that clearly communicate the value of InvoiceCloud’s solutions • Travel as needed to support onsite customer presentations, industry tradeshows, and internal sales meetings to advance opportunities Customer-Centric - Engage prospective customers to understand business challenges and develop tailored payment and billing solutions aligned to their needs • Consult with clients throughout the sales process, acting as a trusted advisor to guide decision-making and solution alignment • Leverage strong listening, communication, and presentation skills to build credibility and long-term relationships with enterprise stakeholders Takes Ownership - Own the full sales cycle from prospecting through close within a named account list and assigned territory • Proactively partner withInvoiceCloud ecosystem partners to generate introductions, referrals, and new business opportunities • Manage multiple opportunities simultaneously, prioritizing effectively and maintaining accurate pipeline tracking in Salesforce or similar CRM systems • Utilize AI and automation tools to enhance prospecting efficiency, pipeline insights, and sales forecasting accuracy while maintaining data integrity and compliance Requirements: - Minimum of 5 years of closing experience in enterprise IT or software sales • Vertical expertise in P&C Insurance or Consumer Finance preferred • Payment or billing software sales experience preferred • Experience with structured sales methodologies (MEDDICC, MEDDPICC, Value Selling, or GAP Selling) preferred • Proven track record of achieving quota and maintaining tenure at prior organizations • Self-starter with high motivation, curiosity, and dedication to sales excellence • Strong business acumen and professional presence • Proficiency with corporate productivity tools and web presentation platforms • Experience using Salesforce.com or similar CRM systems • Excellent verbal and written communication skills • Strong listening and presentation capabilities • Ability to multi-task, prioritize, and manage time effectively • BA/BS degree or equivalent experience Benefits:    We offer a competitive benefits program including:   - Medical, dental, vision, life & disability insurance - 401(k) plan with company match - Flexible Time Off (FTO), wellbeing days, paid holidays, and summer Fridays - Mental health resources - Paid parental leave & Backup Care - Tuition reimbursement - Employee Resource Groups (ERGs) Base salary is one component of total compensation. Employees may also be eligible for an annual bonus or commission. Some roles may also be eligible for overtime pay. The above represents the expected base compensation range for this job requisition. Ultimately, in determining your pay, we’ll consider many factors including, but not limited to, skills, experience, qualifications, geographic location, and other job-related factors. Base Compensation Range $120,000—$140,000 USD InvoiceCloud is committed to providing equal employment opportunities to all employees and applicants. We do not tolerate discrimination or harassment of any kind based on race, color, religion, age, sex, nationality, disability, genetic information, veteran or military status, sexual orientation, gender identity or expression, or any other characteristic protected under applicable laws. This commitment applies to all aspects of employment, including recruitment, hiring, placement, promotion, termination, layoff, recall, transfer, leave, compensation, and training. If you require a disability-related or religious accommodation during the application or recruitment process, and wish to discuss possible adjustments, please contact jobs@invoicecloud.com. Click here to review InvoiceCloud’s Job Applicant Privacy Policy. For recruitment agencies: InvoiceCloud does not accept unsolicited resumes from agencies. Please do not forward resumes to our job aliases, employees, or any other company location. InvoiceCloud is not responsible for any fees associated with unsolicited submissions.

• Drive new client bookings by meeting assigned sales targets on a monthly, quarterly, and annual basis. • Manage and accurately forecast pipeline growth through excellent prospecting and discovery, strong pipeline hygiene, and transparent commitments. • Increase InvoiceCloud’s penetration in the enterprise government and utility market through strategic partnerships, prospecting, and excellence in deal execution. • Use AI-enabled tools (e.g., for account research, outreach iteration, or deal/pipeline pattern analysis) to improve selling efficiency without compromising data hygiene or customer trust. • Ability to match client problems with InvoiceCloud product through consultative discovery and value alignment. • Ensure the success of newly signed customers by aligning expectations and timelines for signing and going live with Customer Success and onboarding teams. • Work effectively in the InvoiceCloud team to bring prospect and customer service opportunities forward. • Identify and implement strategic partnerships and initiatives focused on increasing revenue and InvoiceCloud’s value. • Own the ongoing identification and development of new partnership opportunities within the government and utilities space in close collaboration with the Partner Manager. • Support quota-carrying reps by ensuring there is a “path to quota attainment” each quarter and filling gaps in coaching or pipeline when needed. • Demonstrate a commitment to professional selling grounded in personal respect, integrity, and ethical business practices.

About InvoiceCloud: InvoiceCloud is a fast-growing fintech leader recognized with 20 major awards in 2025, including USA TODAY and Boston Globe Top Workplaces, multiple SaaS Awards wins for Best Solution for Finance and FinTech, and national customer service honors from Stevie and the Business Intelligence Group. Judges also highlighted our mission to reduce digital exclusion and restore simplicity and dignity to how people pay for essential services, as well as our leadership in AI maturity and responsible innovation. It’s an award-winning, purpose-driven environment where top talent thrives. To learn more, visit InvoiceCloud.com. Position Overview InvoiceCloud is a leading provider of cloud based billing and payment solutions, delivering scalable, secure, and highly reliable integrations that power our rapid growth. As we continue expanding both organically and through acquisition, our integration architecture and execution capabilities are critical to increasing our addressable market and supporting hundreds of millions of annual transactions. The Director of Solutions Engineering is responsible for leading the strategy, architecture, delivery, and operational health of InvoiceCloud’s integration portfolio. This leader serves as the primary subject matter expert for integration architecture and engineering, working cross functionally with Product, Software Engineering, Sales, Alliances, and Services leadership. This is a hands on leadership role that blends technical depth with operational excellence and team development. The Director will build and scale a high performing Solutions Engineering organization that delivers repeatable, cloud native integrations to customers and technology partners in a scalable and cost effective manner. Mission and Why This Role Is Impactful Lead and scale a world class Solutions Engineering organization that designs, delivers, and supports secure, scalable, and repeatable integrations across cloud, on premise, and hybrid environments. Enable company growth by expanding integration capabilities, accelerating time to market, and ensuring operational excellence across the integration lifecycle. Integration excellence is foundational to InvoiceCloud’s ability to scale. The Director of Solutions Engineering will directly impact revenue growth, partner expansion, operational efficiency, and customer experience. This role shapes how our platform connects to the broader ecosystem and ensures our technology strategy supports our long term vision. Key Responsibilities Strategic Leadership - Define and evolve the integration strategy aligned to company growth objectives. - Establish and maintain a scalable integration architecture framework that supports rapid partner expansion and product innovation. - Collaborate with the CTO, VP of Software Engineering, VP of Sales, VP of Alliances, and VP of Services to align roadmaps and release planning. - Identify opportunities to standardize, templatize, and productize integrations to improve margin and reduce implementation timelines. - Define and execute an AI strategy within Solutions Engineering that leverages automation, intelligent mapping, and generative tooling to accelerate integration discovery, design, and documentation while improving quality and consistency. - Identify and implement AI driven capabilities such as predictive integration scoping, anomaly detection, and performance optimization to improve delivery velocity, reduce defects, and enhance scalability across the integration portfolio. Integration Architecture and Delivery - Own the design, planning, and execution of integration initiatives across customers and partners. - Ensure best practices in API design, security, identity management, data exchange, and performance optimization. - Maintain technical governance standards that ensure reliability, scalability, and compliance across all integrations. - Partner with Product and Engineering to influence platform capabilities that enhance integration velocity and repeatability. Operational Excellence - Establish and continuously improve integration discovery, estimation, documentation, and deployment processes. - Develop metrics and reporting to track portfolio health, throughput, quality, and customer impact. - Ensure seamless transition from implementation to operational support with clear ownership and documentation. - Drive continuous improvement initiatives across tools, processes, and methodologies. Team Leadership and Talent Development - Build, mentor, and retain a high performance Solutions Engineering team. - Foster a culture of accountability, technical excellence, collaboration, and transparency. - Recruit top engineering and technical services talent. - Provide hands on coaching and technical guidance where appropriate. - Develop succession planning and career growth paths within the organization. Cross Functional Partnership - Serve as the executive escalation point for complex integration challenges. - Collaborate with Sales and Alliances to support pre sales technical strategy for key partners. - Partner with Services and Conversions teams to ensure seamless execution and alignment. - Communicate clearly and consistently with stakeholders at all levels of the organization. Qualifications Experience - 10 or more years of engineering or technical services experience, with a strong record of delivering cloud based solutions. - At least 3 years of experience leading engineering or technical services teams. - Extensive experience integrating SaaS platforms across public cloud, on premise, and hybrid environments. - Demonstrated experience scaling integration portfolios in high growth environments. Technical Expertise - Deep expertise in REST, SOAP XML, ETL, identity management, OAuth, SAML, and secure API design. - Experience with at least one major public cloud provider. - Strong understanding of distributed systems, transactional databases, caching systems, and API frameworks. - Experience across compute, storage, networking, monitoring, and infrastructure security domains. - Solid grounding in security best practices and compliance requirements. - Experience in financial systems, payments, banking, or regulated enterprise SaaS environments preferred. Leadership Competencies - Strong strategic thinking and systems level problem solving. - Excellent collaboration skills across technical and business teams. - High emotional intelligence and executive presence. - Clear and compelling communicator with both technical and non technical stakeholders. - Ability to drive execution while maintaining architectural discipline. - Curious, proactive, and continuously improvement oriented. Success Metrics - Reduction in integration delivery cycle time. - Increased reuse and standardization across integration assets. - Improved integration portfolio margin and scalability. - High partner and internal stakeholder satisfaction. - Strong team engagement and retention. - Reliable and secure integrations with minimal post go live incidents. Base salary is one component of total compensation. Employees may also be eligible for an annual bonus or commission. Some roles may also be eligible for overtime pay. The above represents the expected base compensation range for this job requisition. Ultimately, in determining your pay, we’ll consider many factors including, but not limited to, skills, experience, qualifications, geographic location, and other job-related factors. Base Compensation Range $200,000—$220,000 USD InvoiceCloud is committed to providing equal employment opportunities to all employees and applicants. We do not tolerate discrimination or harassment of any kind based on race, color, religion, age, sex, nationality, disability, genetic information, veteran or military status, sexual orientation, gender identity or expression, or any other characteristic protected under applicable laws. This commitment applies to all aspects of employment, including recruitment, hiring, placement, promotion, termination, layoff, recall, transfer, leave, compensation, and training. If you require a disability-related or religious accommodation during the application or recruitment process, and wish to discuss possible adjustments, please contact jobs@invoicecloud.com. Click here to review InvoiceCloud’s Job Applicant Privacy Policy. For recruitment agencies: InvoiceCloud does not accept unsolicited resumes from agencies. Please do not forward resumes to our job aliases, employees, or any other company location. InvoiceCloud is not responsible for any fees associated with unsolicited submissions.

About InvoiceCloud: InvoiceCloud is a fast-growing fintech leader recognized with 20 major awards in 2025, including USA TODAY and Boston Globe Top Workplaces, multiple SaaS Awards wins for Best Solution for Finance and FinTech, and national customer service honors from Stevie and the Business Intelligence Group. Judges also highlighted our mission to reduce digital exclusion and restore simplicity and dignity to how people pay for essential services, as well as our leadership in AI maturity and responsible innovation. It’s an award-winning, purpose-driven environment where top talent thrives. To learn more, visit InvoiceCloud.com. Job Details The Software Engineering team at InvoiceCloud designs, builds, and supports the SaaS platform powering millions of digital payments and customer interactions every month. As an Associate Software Engineer, you will apply your programming skills in a professional, team-based environment. You’ll contribute to small features and enhancements, write clean, functional code, and support ongoing development of InvoiceCloud’s Payment Service Network. Working closely with experienced engineers, you will gain exposure to InvoiceCloud’s codebase, agile workflows, and delivery standards while building technical confidence and independence. Success Profile At InvoiceCloud, success in this role is grounded in our core competencies. These competencies represent the mindsets and behaviors that enable team members to deliver impact, innovate, and create value for our customers. Below outlines how each competency translates into meaningful actions and outcomes for this position. Results Driven - Writes clean, functional, and well-tested code that meets established design and quality standards. - Works on individual tasks and small features with defined scope and guidance. - Collaborates with senior engineers to troubleshoot, test, and refine solutions. - Participates in Agile sprints and code reviews, demonstrating attention to detail and follow-through. Takes Ownership - Manages assigned stories or tickets through completion, communicating progress and blockers effectively. - Documents code and test results accurately to ensure clarity and maintainability. - Actively seeks feedback and applies it to improve technical and professional performance. - Follows InvoiceCloud’s development and security standards, taking accountability for reliable code delivery. Drives Efficiency - Applies standard version control practices using Git to streamline collaboration and code reviews. - Contributes to automation or process improvements that enhance team efficiency. - Learns to manage time and workload effectively, prioritizing deliverables to meet sprint goals. - Demonstrates reliability in completing tasks with accuracy and minimal rework. Innovative - Explores and adopts emerging technologies and tools that improve development quality and speed. - Uses AI-assisted development tools (e.g., GitHub Copilot, code optimization, and documentation assistants) to increase productivity and learning. - Contributes ideas for improving the software development process or product experience. - Demonstrates curiosity, creativity, and a willingness to experiment with new solutions. Requirements - Bachelor’s degree in Computer Science, Software Engineering, or related field - 6–12 months of software development experience (internship, co-op, or professional) - Understanding of object-oriented programming, data structures, and algorithms - Familiarity with .NET technologies, C#, SQL, and version control systems (Git) - Basic debugging and troubleshooting skills - Strong problem-solving and collaboration abilities - Demonstrated curiosity and accountability in learning modern software tools and methods - Completion or active participation in the early stages of the InvoiceCloud LEAP training program preferred Base salary is one component of total compensation. Employees may also be eligible for an annual bonus or commission. Some roles may also be eligible for overtime pay. The above represents the expected base compensation range for this job requisition. Ultimately, in determining your pay, we’ll consider many factors including, but not limited to, skills, experience, qualifications, geographic location, and other job-related factors. Base Compensation Range $75,000—$85,000 USD InvoiceCloud is committed to providing equal employment opportunities to all employees and applicants. We do not tolerate discrimination or harassment of any kind based on race, color, religion, age, sex, nationality, disability, genetic information, veteran or military status, sexual orientation, gender identity or expression, or any other characteristic protected under applicable laws. This commitment applies to all aspects of employment, including recruitment, hiring, placement, promotion, termination, layoff, recall, transfer, leave, compensation, and training. If you require a disability-related or religious accommodation during the application or recruitment process, and wish to discuss possible adjustments, please contact jobs@invoicecloud.com. Click here to review InvoiceCloud’s Job Applicant Privacy Policy. For recruitment agencies: InvoiceCloud does not accept unsolicited resumes from agencies. Please do not forward resumes to our job aliases, employees, or any other company location. InvoiceCloud is not responsible for any fees associated with unsolicited submissions.

• Support the design, deployment, and operation of Azure-native infrastructure powering InvoiceCloud’s enterprise SaaS platform. • Contribute to the maintenance and improvement of Azure Kubernetes Service (AKS) clusters and supporting services. • Assist with infrastructure as code (IaC) implementations using Terraform. • Support Azure networking and security configurations under the guidance of senior engineers. • Collaborate closely with application teams running Windows/IIS and .NET workloads. • Assist with CI/CD pipeline enhancements. • Help maintain monitoring and alerting systems using Azure Monitor and Log Analytics. • Participate in incident response and post-incident reviews as part of the on-call rotation.

• Apply programming skills in a professional, team-based environment • Contribute to small features and enhancements • Write clean, functional code • Support ongoing development of InvoiceCloud’s Payment Service Network • Collaborate with experienced engineers to gain exposure to the codebase, agile workflows, and delivery standards

• Design, deploy, and operate Azure-native infrastructure powering InvoiceCloud’s enterprise SaaS platform. • Own AKS clusters and supporting services. • Implement infrastructure as code with Terraform/Ansible. • Optimize Azure networking (VNets, NSGs, load balancers, VPNs) for scale and resiliency. • Integrate Cloudflare (DNS, CDN, WAF, Zero Trust) to secure and accelerate edge traffic. • Enhance CI/CD pipelines and establish robust monitoring/alerting with Azure Monitor and Log Analytics. • Lead incident response, drive root cause analysis, and implement preventive automation.