Senior Account Executive

Sierra Ventures; Pittsburgh (Allegheny County); On-site; USD 90,000 - 140,000; Full time

Job summary

Sierra Ventures is seeking a Senior Account Executive to lead strategic enterprise sales across the Midwest. You will drive revenue growth by acquiring and expanding high-value accounts, aligning AI-driven solutions with customer objectives, and negotiating complex agreements.

You will manage senior relationships, guide multi-stakeholder deals, and collaborate with Product and Engineering to deliver customer value. A strong track record in B2B sales and C-level communications is essential.

Qualifications

• Bachelor’s degree in related field or equivalent experience.
• 7+ years of successful B2B sales experience, including complex, full-cycle sales and strategic account ownership.
• Experience selling to enterprise, industrial, or global customers; strong track record with C-level executives.

Responsibilities

• Exceed sales targets by acquiring, expanding, and retaining strategic accounts.
• Maintain trusted executive relationships with senior decision-makers throughout the customer lifecycle.
• Lead complex sales cycles with solution alignment, executive presentations, and contract closure.
• Collaborate with Product, Engineering, and Customer Success to align AI-driven solutions with customer goals.
• Maintain accurate CRM records, provide forecasts and pipeline updates to leadership.
• Share market feedback and best practices with teams to improve offerings.

Skills

Sales expertise

Communication

Leadership

Strategic thinking

Learning agility

Education

Bachelor’s degree

Job description

Senior Account Executive

Mid-West

The Senior Account Executive is a strategic sales leader responsible for driving sustained revenue growth through the acquisition, expansion, and retention of high-value and complex customer accounts. Serving as a primary point of contact for enterprise or strategic customers, this role leads sophisticated sales cycles, aligns advanced technical solutions to customer business objectives, and builds long-term partnerships. Responsibilities include managing key accounts, expanding revenue within existing relationships, coordinating cross-functional teams, and supporting large-scale negotiations. Success in this role requires deep sales expertise, strong executive-level communication skills, a high degree of autonomy, and the ability to thrive in a fast-paced, innovation-driven environment.

KEY RESPONSIBILITIES

Achieve Sales Objectives

Drive sustained revenue growth by consistently exceeding sales targets through the acquisition, expansion, and retention of strategic and enterprise-level customers. Identify, develop, and close complex sales opportunities through advanced prospecting strategies, executive-level networking, and partner relationships.

Customer Relationship Management

Build and maintain long-term, trusted relationships with senior decisionmakers at key customer accounts. Serve as the primary point of contact for complex and high-value accounts throughout the customer lifecycle.

Sales Process Management

Lead complex, multi-stakeholder sales cycles including solution alignment, executive presentations, negotiation of commercial terms, and contract closure. Oversee and guide the internal quotation and approval process to ensure accuracy, alignment, and timely delivery.

Collaboration and Technical Support

Lead cross-functional collaboration with Product, Engineering, and Customer Success teams to align advanced AI-driven solutions with customer business objectives. Demonstrate a strong understanding of machine learning applications, AI platforms, and customer-specific use cases.

Reporting and CRM Management

Maintain accurate CRM records and provide detailed forecasts, pipeline insights, and strategic updates to leadership. Take ownership of revenue forecasting accuracy for assigned territories or accounts.

ADDITIONAL RESPONSIBILITIES

Market Intelligence

Provide feedback from field experience to internal teams regarding product performance, competitive landscape, and customer needs.

Team Contribution

Actively collaborate with colleagues to achieve company objectives and share best practices.

Continuous Learning

Stay informed on industry trends, emerging technologies, and evolving customer requirements.

Operational Compliance

Operate under moderate supervision while adhering to company policies and procedures.

Other Duties:

Perform other related duties and ad hoc projects as assigned to support departmental and organizational goals.

Workplace Safety

Maintain awareness of and follow all workplace safety guidelines and promote a culture of well-being.

Quality and Compliance:

Ensure work is performed in accordance with established quality control and assurance processes.

Ethics and Integrity:

Adhere to the company’s Values and Code of Conduct and uphold the highest standards of honesty, integrity, and ethical behavior in all business activities.

QUALIFICATIONS

The successful candidate for this position must be able to perform each essential function satisfactorily with or without reasonable accommodation. The qualifications and working conditions listed below are representative of those required for the position.

Education/Experience:

Bachelor’s degree in related field. BA/BS degree or equivalent combination of education and extensive relevant experience.

7+ years of successful B2B sales experience, including complex, full-cycle sales and strategic account ownership. Proven experience selling large-scale or high-value projects to enterprise, industrial, or global customers.

Demonstrated success selling to C-level executives and senior business stakeholders.

Experience selling solutions involving machine learning, AI, or advanced analytics is strongly preferred.

Consistent, documented history of achieving and exceeding revenue targets and managing complex sales cycles.

Knowledge/Skills/Abilities

Sales Expertise

• Advanced proficiency in consultative, value-based, and strategic sales methodologies.
• Strong commercial acumen with the ability to align complex technical solutions to customer business objectives and ROI.

Communication & Interpersonal Skills

• Exceptional written and verbal communication skills with the ability to influence at the executive level.
• Highly skilled in delivering strategic presentations and leading discussions with senior decision-makers and cross-functional stakeholders.

Personal Attributes

• Highly self-directed, confident, and resilient in managing complex and long sales cycles.
• Strategic thinker with the ability to solve ambiguous business challenges and navigate organizational complexity.
• Demonstrates ownership mindset, strong accountability, and leadership presence.
• Maintains urgency and focus while balancing short-term results with long-term customer relationships.

Technical & Learning Agility

• Strong understanding of AI- and machine-learning-based solutions and customer use cases.
• Quickly synthesize technical and business information to support sophisticated solution positioning.
• Advanced proficiency with CRM systems, forecasting tools, and digital collaboration platforms.
• Interest and willingness to learn new topics related to machine learning and tinyML.

Strong PC and Internet skills, including proficiency in Microsoft Office, Outlook, CRM tools, and web presentation platforms (e.g., Zoom).

Leadership

Ability to inspire confidence in clients and internal teams.

Skilled at presenting ideas and gaining buy-in from stakeholders