Director, Sales Engineering Boston, MA

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 .

We are seeking a highly skilled and results-oriented Director, Sales Engineering to support InvoiceCloud’s Sales organization. This role plays a critical part in accelerating revenue growth by serving as a technical leader throughout the sales cycle, by helping prospective customers understand the value of InvoiceCloud’s platform and solutions.

The ideal candidate combines deep technical expertise, consultative selling skills, strong business acumen, and people leadership to partner with Sales, Product, Engineering, Customer Success, and prospective clients. This leader will guide complex technical sales engagements, influence strategic opportunities, develop Sales Engineering talent, and drive scalable sales enablement and operating practices.

Success Profile

This role is anchored in our company’s leadership competencies. These competencies reflect the mindsets and behaviors that define success in this role.

Results-Driven

• Lead technical discovery across strategic and complex sales opportunities, ensuring the team understands prospective customers’ business objectives, operational challenges, integration requirements, and success criteria.
• Guide the design and delivery of compelling solution demonstrations, presentations, workshops, and technical proposals that clearly articulate InvoiceCloud’s value proposition and strengthen deal outcomes.
• Partner with Account Executives and Sales leadership to mature our selling motion at all segments, advance complex opportunities, address technical objections, and drive successful deal outcomes.
• Develop and guide executive-level business and technical recommendations that align customer requirements with InvoiceCloud capabilities and strategic objectives.
• Establish and scale reusable solution assets, demo environments, technical documentation, response libraries, and best practices that improve Sales Engineering effectiveness and consistency.
• Partner with Product, Engineering, Customer Success, and Sales teams to streamline technical evaluation processes and improve customer engagement experiences.
• Analyze recurring customer requirements and market trends to identify opportunities for process improvements, product enhancements, and scalable solution approaches.
• Lead responsible adoption of AI-enabled productivity and Sales Engineering tools to improve technical content development, solution preparation, and sales-cycle efficiency while maintaining appropriate validation and governance standards.

Takes Ownership

• Provide leadership and accountability for strategic and complex technical sales opportunities from qualification through contract execution, ensuring appropriate Sales Engineering resources, expertise, and support.
• Build and maintain deep organizational expertise in InvoiceCloud products, integrations, payment ecosystems, security controls, compliance requirements, and industry trends.
• Ensure high-quality responses to technical sections of RFPs, RFIs, security questionnaires, architecture reviews, and customer due-diligence activities.
• Lead, coach, and develop Sales Engineers while sharing knowledge, best practices, competitive intelligence, and customer insights that strengthen individual and team performance.

Communicates Effectively

• Establish clear communication and alignment across Sales Engineering, Sales, Product, Engineering, Customer Success, and Operations to support complex opportunities and broader organizational priorities.
• Influence executive stakeholders and technical decision-makers by translating complex technical capabilities, trade-offs, and customer requirements into clear business recommendations.
• Set expectations and provide clear direction to Sales Engineering team members while ensuring priorities, decisions, risks, and customer requirements are understood.
• Represent Sales Engineering as a trusted partner in cross-functional and customer-facing discussions, reconciling stakeholder perspectives and communicating recommendations that support business outcomes.

Requirements

• Bachelor’s degree in Business, Information Systems, Computer Science, Engineering or a related field.
• Minimum 8 years of experience in Sales Engineering, Solutions Engineering, Solution Consulting, Technical Pre-Sales or related customer-facing technical roles.
• Demonstrated success supporting enterprise SaaS, fintech, payments, or technology sales organizations.
• Experience leading technical discovery, solution demonstrations, proof-of-concepts, and customer workshops.
• Strong understanding of SaaS architecture, APIs, integrations, cloud technologies, and enterprise software ecosystems.
• Experience responding to RFPs, security reviews, technical due diligence requests, and procurement activities.
• Strong presentation, communication, and consultative selling skills.
• Proven ability to influence executive stakeholders and technical decision-makers.
• Experience collaborating across Sales, Product, Engineering, Customer Success, and Operations teams.
• Ability to manage multiple priorities and complex opportunities simultaneously.

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
• 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

$200,000 - $225,000 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 View email address on click.appcast.io .