Regional Vice President of Sales (Boston)

Giga builds AI agents trusted by the world’s leading B2C companies. Industry leaders like DoorDash rely on Giga to automate their most complex support and operations workflows across voice, chat, and email.

Our mission is to help enterprises deliver faster, smarter, and more human customer experiences at scale — powered by AI that actually works in production.

We operate with speed, precision, and a deep sense of ownership. Backed by top-tier investors and operators, Giga is scaling rapidly across some of the most recognizable consumer brands in the world.

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

• Full health, dental, and vision coverage

• Daily lunches, snacks, and coffee

• Gym membership and Uber rides home after work

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.