Regional Vice President of Sales - Chicago
About Giga
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:
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!
About the Role
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.
What You’ll Do
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
Who You Are
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
Nice to Have
Experience selling AI, automation, or CX transformation solutions.
Familiarity with large-scale deployments in financial services, telecom, travel, hospitality, logistics, or retail sectors.
Compensation & Benefits
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
Why Giga
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.