Mid Market Account Executive

Mid Market Account Executive

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.

Role Overview:

We are seeking a highly skilled and results-oriented Mid Market Account Executive to support our Sales organization. This role will play a key part in advancing InvoiceCloud's mission to drive digital transformation for clients and enhance customer engagement.

As a Mid Market Account Executive, your core mission is to win new business. You will own the entire sales process—from identifying and engaging prospects, through discovery, demos, and negotiation to close—focused on acquiring new customers and expanding InvoiceCloud's presence in the mid-market segment.

The ideal candidate operates as a strategic advisor—capable of managing complex sales cycles, collaborating cross-functionally, and delivering tailored solutions that address real customer challenges.

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 business growth by winning new logos and displacing legacy competitors

• Own the full sales cycle from prospecting through negotiation and close
• Develop and execute territory strategies to consistently exceed revenue targets
• Manage pipeline, forecast accurately, and track performance using CRM tools

Customer-Centric:

Build trust with prospects through consultative discovery and understanding of customer pain points

• Deliver compelling, tailored product demonstrations aligned to customer needs
• Act as a strategic advisor, guiding customers through complex decision-making processes
• Collaborate with Sales Engineering, Marketing, and Channel Partners to deliver solutions that create measurable value

Takes Ownership:

Own outcomes across the entire sales process with accountability for revenue results

• Navigate complex, multi-stakeholder sales cycles with confidence and discipline
• Share insights and feedback to improve sales strategy, targeting, and execution
• Leverage AI tools (e.g., for pipeline analysis, deal insights, and communication drafting) to improve efficiency while validating outputs for accuracy Requirements:
• 4+ years of full-cycle SaaS sales experience, ideally in a mid-market environment
• Experience selling into local government, utilities, or regulated industries
• Proficiency in modern sales methodologies (e.g., MEDDPICC, Value Selling, Challenger)
• Ability to navigate complex sales cycles with multiple stakeholders
• Strong discovery, communication, and presentation skills
• Proven track record of achieving or exceeding sales targets
• Experience with CRM and sales tools (e.g., Salesforce, Outreach, Gong)
• Bachelor's degree or equivalent experience

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. 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

$85,000 - $90,000 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.