Account Executive Principal-Midwest

Job Description:

Location:

Remote within assigned territory

Territory Coverage:
Midwest region

Preferred

Location:

Wisconsin (WI), Michigan (MI), or Indiana (IN)
Additional Consideration:
Open to candidates based in Detroit (MI), Illinois (IL), Minnesota (MN), or other Midwest locations

ABOUT THE ROLE:

We are seeking an experienced Principal Account Executive to join our high-performing Midwest team. This role is designed for a strategic, enterprise sales professional who thrives in complex environments and is motivated to drive measurable business outcomes.

You will own the full sales cycle from identifying opportunities through close, while developing long-term relationships with enterprise customers. This role requires a consultative, value-based sales approach, the ability to navigate multi-stakeholder organizations, and a modern mindset that embraces data, automation, and AI-enabled tools to drive efficiency and insight.

ESSENTIAL JOB FUNCTIONS AND RESPONSIBILITIES:

Drive New Business Growth Identify, engage, and close new enterprise customers within a defined territory.

Manage Complex, Enterprise Sales Cycles Lead end-to-end deal execution, including multi-stakeholder alignment, contract negotiations, and executive-level presentations.

Develop and Execute Strategic Account Plans Build and maintain territory and account strategies that position Vertex as a long-term, enterprise-wide partner.

Engage as a Trusted Advisor Understand customer business goals, tax strategy, and technical environment to align Vertex solutions with business outcomes.

Leverage AI and Data-Driven Insights Utilize AI-enabled tools and data to improve pipeline development, forecasting accuracy, customer engagement, and decision-making.

Achieve and Exceed Revenue Targets Consistently meet or exceed assigned quota through disciplined pipeline management and execution.

Collaborate Cross-Functionally Partner with marketing, sales development, consulting, and customer success teams to deliver a seamless customer experience.

Contribute to Continuous Improvement Stay informed on market trends, enterprise technologies, and Vertex innovations to continuously refine sales strategies.

REQUIRED QUALIFICATIONS:

10–15+ years of experience in enterprise SaaS or technology sales, including complex, multi-stakeholder deal cycles

Experience selling tax technology, financial systems, or enterprise software solutions in complex environments

Demonstrated success meeting or exceeding large annual quotas and closing high-value enterprise deals

Proven ability to develop executive-level relationships and influence decision-making across complex organizations

Strong consultative selling skills with the ability to align solutions to customer business outcomes

Experience managing territory plans, account strategies, and pipeline forecasting

Excellent communication, presentation, and negotiation skills, including experience presenting to senior leaders

Ability to use data, technology, and AI-enabled tools to improve sales effectiveness and productivity

Strong organizational skills with the ability to manage multiple priorities in a fast-paced environment

PREFERRED QUALIFICATIONS:

Familiarity with ERP platforms and enterprise integrations (e.g., Oracle, SAP, Workday)
Experience working within or selling through partner ecosystems and consulting-led engagements

Bachelor's degree in business, Marketing, or a related field, or equivalent relevant experience

Demonstrated ability to adopt new tools and technologies, including AI-driven platforms, to improve performance OTHER

QUALIFICATIONS:

The Winning Way behaviors that all Vertex employees need in order to meet the expectations of each other, our customers, and our partners.

Communicate with Clarity
- Be clear, concise and actionable. Be relentlessly constructive. Seek and provide meaningful feedback.

Act with Urgency
- Adopt an agile mentality - frequent iterations, improved speed, resilience. 80/20 rule – better is the enemy of done. Don’t spend hours when minutes are enough.

Work with Purpose
- Exhibit a “We Can” mindset. Results outweigh effort. Everyone understands how their role contributes. Set aside personal objectives for team…