Regional Vice President of Sales - Chicago

Giga has recently raised a $61M Series A and has several paying customers, including DoorDash. We’re building the next generation of customer experience — real-time AI agents that can understand emotion, resolve issues instantly, and scale across the world’s largest enterprises.

It’s an exciting inflection point for the company. While we have been successful, we have larger ambitions. Our goal is to become the go-to AI platform for all enterprise automation, powered by our voice superintelligence. To achieve this, we need more great engineers.

The work affects millions of people every day and our engineers have autonomy and make true impact. This opportunity is unique because we have brilliant founders, have found commercial success, and see a clear path to becoming a generational company. Some further info about us:

• Voice AI startup Giga raises $61M Series A

• DoorDash and Giga Partnership

Giga builds AI agents trusted by the largest B2C companies in the world. Industry leaders like DoorDash trust Giga with their most complex support and operations workflows across voice, chat, and email. If being a part of this resonates with you, please apply!

Our Regional Vice President of Enterprise Sales will provide strategy, mentorship, and guidance for a team of Enterprise Sales Directors who are responsible for driving new business through the full sales cycle.

• Manage, hire, train and ramp a team of Enterprise Sales Directors responsible for new and expansion bookings

• Develop and manage Enterprise Sales Directors on productivity metrics such as deal size, win rate, and forecast accuracy as well as how to lead a customer through a proactive sales cycle

• Coach Enterprise Sales Directors through building executive relationships with Named Enterprise accounts in their territories and through complex Enterprise deals and negotiations

• Inspire a culture of teamwork, leading with value and achieving desired customers outcomes

• Develop trust-based relationships with customers and partners to ensure Giga’s long-term success

• Encourage learning and ongoing understanding of technical product details and our future product roadmap

• Shape the direction of the GTM strategy and execution for your region

• Establish a revenue growth and investment plan in the first 90 days

• Deliver our strategic growth plans, in collaboration with the other function leaders, ensure forecast accuracy and a predictable, high-growth business

• Report on revenue forecast and strategic GTM initiatives

• Experience as a high-growth enterprise software sales leader with experience leading sales teams serving Named and Strategic customers within the CX, AI, Cloud, or SaaS Sales Industry

• History of exceeding sales quotas in similar high-growth technology companies

• Ability to engage with, recruit and hire sales talent in the market

• Focus and emphasis on methodology-based sales coaching, MEDDPICC and a Challenger mentality

• Experience of value-based sales with both the business and IT stakeholders including C-suite

• Experience in leadership roles focused on managing sales organizations to influence, develop, and achieve objectives within CX, AI, Cloud, or SaaS sales

• Knowledge of the partner ecosystem to help grow Enterprise strategic territories

• Success implementing strategies for consumption and commitment-based sales revenue models

• Passionate about coaching others with a successful track record as an individual contributor and can share relevant and complex closing experience with a growing team

• Experience selling AI, automation, or CX transformation solutions.

• Familiarity with large-scale deployments in financial services, telecom, travel, hospitality, logistics, or retail sectors.

• Competitive base + commission + equity

• Catered lunch daily

• Dinner stipend

• $150/month wellness benefit (gym, fitness classes, mental health)

• 401(k) plan

• Paid parental leave (12 weeks maternal, 6 weeks paternal)

• Commuter benefits

• Medical, dental, and vision coverage

At Giga, you’ll sell one of the most advanced enterprise AI platforms on the market — to the world’s most recognized consumer brands. You’ll be joining a team that moves fast, builds fearlessly, and values people who take ownership and drive impact.

If you’re motivated by closing transformative deals and partnering with global enterprises to redefine how they serve their customers, this is your opportunity to make it happen.

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Giga is an equal opportunity employer. We're committed to providing equal employment opportunities regardless of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other characteristic protected by law.