Mid Market Account Executive

InvoiceCloud, Inc.; Boston (MA); On-site; USD 85,000 - 90,000; Full time

Benefits offered by this job

Medical, dental, vision, life & 6

401(k) with company match

Flexible Time Off

Mental health resources

Parental leave & backup care

Tuition reimbursement

Employee Resource Groups (ERGs)

Job summary

InvoiceCloud is seeking a Mid Market Account Executive in Boston to own the complete sales cycle from prospecting to close. You will engage with prospects, run discovery, deliver demos, and negotiate terms to win new business and expand in the mid-market segment.

The ideal candidate has 4+ years of full-cycle SaaS sales experience, a track record in regulated industries, and proficiency with Salesforce, Outreach, and Gong. Local government and utilities experience is a plus.

Qualifications

• 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).

Responsibilities

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

Skills

Full-cycle SaaS sales

Stakeholder management

Discovery

Presentation

CRM proficiency

Education

Bachelor’s degree or equivalent

Tools

Salesforce

Outreach

Gong

Job description

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:

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 onecomponentof total compensation. Employees may also be eligible for an annual bonus or commission. Some roles may also be eligible for overtime pay. The aboverepresentsthe expected base compensation range for this job requisition.Ultimately, indeterminingyour pay,we’llconsider 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 [e-mail].

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.