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 insurance

401(k) plan with company match

Flexible Time Off

Paid parental leave

Tuition reimbursement

Job summary

InvoiceCloud, Inc. is looking for a Mid Market Account Executive to drive sales and customer engagement in a fast-growing fintech environment. This role involves managing the entire sales process, from prospecting to negotiation and closing, focusing on the mid-market segment.

The ideal candidate will have at least 4 years of experience in SaaS sales and strong communication skills. The company offers a competitive base salary of $85,000—$90,000 USD and various benefits including flexible time off and a 401(k) plan.

Qualifications

• 4+ years of full-cycle SaaS sales experience, ideally in a mid-market environment.
• Experience selling into local government, utilities, or regulated industries.
• Ability to navigate complex sales cycles with multiple stakeholders.

Responsibilities

• Own the full sales cycle from prospecting through negotiation and close.
• Develop and execute territory strategies to exceed revenue targets.
• Build trust with prospects through consultative discovery.

Skills

SaaS sales experience

Communication skills

Sales methodologies

Presentation skills

Education

Bachelor's degree

Tools

Salesforce

Outreach

Gong

Job description

About 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

Results‑Driven

• 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

• 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 range: $85,000—$90,000 USD.

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.

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].

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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.