Regional Vice President of Sales

About the Role

Giga is pioneering the next wave of enterprise automation through real-time AI agents capable of understanding emotion and resolving issues instantly. The company recently secured $61M in Series A funding to scale its voice superintelligence platform, forging partnerships with industry leaders like DoorDash. This moment represents a significant opportunity to join a high-growth environment where engineering talent can directly influence millions of users. If you are a driven leader in enterprise sales, this role offers a unique chance to shape the future of AI-driven customer experience.

The Regional Vice President of Enterprise Sales will set the strategic direction for a designated territory. This position is responsible for leading a team of Enterprise Sales Directors, guiding complex deals from initial engagement to closed revenue. Success requires a blend of strategic vision, hands-on coaching, and a deep commitment to building long-term customer trust. You will be instrumental in driving predictable growth and ensuring the team delivers against ambitious forecasts.

What You'll Do

You will manage the full sales cycle for enterprise bookings within your region, providing mentorship and tactical guidance to a team of directors. A key focus will be developing and tracking productivity metrics, including deal size, win rate, and forecast accuracy. You will coach leaders on how to build executive-level relationships with Named Enterprise accounts and navigate complex negotiations. Fostering a culture of teamwork and value-based selling is essential to achieving customer outcomes.

Another critical duty is developing trust-based relationships with customers and partners to secure Giga's long-term success. You will encourage a continuous learning mindset regarding technical product details and the future product roadmap. This includes shaping the go-to-market strategy and execution for your region. You will be expected to establish a comprehensive revenue growth and investment plan within the first 90 days. Collaborating with other function leaders, you will ensure forecast accuracy and a predictable pipeline of high-growth business, providing clear reporting on revenue forecasts and strategic initiatives.

Requirements

The ideal candidate brings extensive experience as a high-growth enterprise software sales leader. A proven history of exceeding sales quotas in similar technology environments is essential. You must have direct experience managing and hiring sales talent to build a high-performing team. A strong foundation in methodology-based sales coaching, including MEDDPICC principles and a Challenger Sales mentality, is required.

Your background should include value-based selling to both business and IT stakeholders at the C-suite level. You have held leadership roles managing sales organizations, where you influenced, developed, and achieved specific objectives. A solid understanding of the partner ecosystem is necessary to expand enterprise strategic territories. You are adept at implementing strategies for both consumption and commitment-based revenue models. A track record of coaching others to success, combined with personal complex closing experience, is expected.

About the Role

This senior leadership position operates at the intersection of strategic oversight and hands-on execution. You will define the sales strategy for your region, aligning team efforts with corporate objectives. The role demands resilience in navigating complex enterprise sales environments and the ability to coach through challenging deal cycles. You will be accountable for forecasting, pipeline management, and achieving revenue targets within a fast-paced, growth-oriented organization. The position requires a proactive approach to market intelligence and competitor analysis to maintain a competitive edge.

Nice to Have

While not mandatory, experience selling AI, automation, or CX transformation solutions provides a distinct advantage. Familiarity with large-scale deployments in sectors such as financial services, telecom, travel, hospitality, logistics, or retail is also considered a nice to have.

Compensation and Professional Growth

This role offers a comprehensive total rewards package designed to support both professional excellence and personal well-being. The compensation structure includes a competitive base salary, commission, and equity participation. Additional benefits are designed to support your lifestyle and long-term goals.

Benefits Summary

• A structured wellness benefit of $150 per month to support gym memberships, fitness classes, or mental health services.
• A monthly stipend to cover daily lunch and dinner expenses.
• Comprehensive medical, dental, and vision coverage.
• 401(k) plan with company match.
• Paid parental leave, including 12 weeks for primary caregivers and 6 weeks for secondary caregivers.
• Commuter benefits to offset transportation costs.

Why Join Giga

Joining Giga means selling one of the most advanced enterprise AI platforms to the world's most recognized consumer brands. You will be part of a team that moves fast, builds fearlessly, and values individuals who take ownership and drive tangible impact. The role is full-time and based in Chicago, with standard business hours. Travel within the region may be required. This is your opportunity to close transformative deals and partner with global enterprises to redefine their customer interactions.

Giga is an equal opportunity employer. We are committed to providing equal employment opportunities for all individuals, regardless of race, color, religion, sec, sexual orientation, gender identity, national origin, age, disability, or veteran status.

About Gigaml

• Voice AI startup Giga raises $61M Series A https://fortune.com/2025/11/05/voice-ai-giga-raise-61-million-customer-service-series-a/
• DoorDash and Giga Partnership https://www.linkedin.com/company/gigaml