Mid Level Enterprise Sales Director Jobs
Mid level enterprise sales director jobs go to professionals ready to own complex deal cycles, lead cross-functional initiatives, and close enterprise accounts with minimal oversight. Openings cover 73% remote and hybrid settings across Technology & Software, Retail, and Consulting & Professional Services, with Giga, Five9, and Fivetran actively hiring at this level now.
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Showing 5 of 36+ Mid Level Enterprise Sales Director jobs
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 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, and 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.
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 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
Customer-Centric:
- 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
Takes Ownership:
- 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
Requirements
- 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
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 $120,000—$130,000 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.
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.
Role Overview
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, and 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.
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 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
Customer-Centric:
- 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
Takes Ownership:
- 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
Requirements
- 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
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 $120,000—$130,000 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.
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.
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- Consulting & Professional Services2
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Mid Level Enterprise Sales Director Jobs: Frequently Asked Questions
How do I get a mid level enterprise sales director job?
Position yourself around closed enterprise deals and the revenue you've directly influenced. Highlight ownership of full sales cycles, experience navigating multi-stakeholder buying committees, and any accounts you've managed independently. Applications that quantify pipeline growth, average contract value, and win rates against named competitors stand out. Tailor your resume to show you've moved beyond execution and now drive strategic outcomes.
Which companies hire mid level enterprise sales directors?
Companies hiring mid level enterprise sales directors right now include Giga, Five9, and Fivetran, based on current listings on Migrate Mate as of August 2026. At this level, hiring tends to come from growth-stage technology companies, established SaaS vendors, and large enterprises building out regional sales teams.
Are there remote mid level enterprise sales director jobs?
Yes, though many enterprise roles still expect some travel for client meetings and deal closings. About 73% of mid level enterprise sales director openings are remote or hybrid as of August 2026, reflecting how enterprise sales organizations have adapted to distributed teams while maintaining field presence requirements for key accounts.
How do I move up to a mid level enterprise sales director role?
Progression from entry level into a mid level enterprise sales director role comes from consistently closing your own book of business, demonstrating you can manage a full sales cycle without hand-holding, and building credibility with senior buyers. Taking on stretch assignments, mentoring newer reps, and contributing to team strategy all signal readiness for greater ownership and scope.
Which industries hire the most mid level enterprise sales directors?
Mid Level enterprise sales director roles concentrate in Technology & Software, Retail, and Consulting & Professional Services, based on current listings on Migrate Mate as of August 2026. These sectors drive hiring at this level because their complex product offerings, long deal cycles, and high contract values require experienced sellers who can manage sophisticated enterprise relationships independently.