Senior Enterprise Account Executive - AI Revenue Growth

Battery Ventures; Chicago (IL); Hybrid; USD 130,000 - 160,000; Full time

Benefits offered by this job

Letter stock options

Comprehensive medical, dental, and視on

401(k) with company match

Daily lunch in Chicago and SF offices

Commuter benefits

Job summary

Letter AI in Chicago is seeking an Enterprise Account Executive to drive revenue growth across the full sales cycle, from prospecting to closing. You will operate with autonomy in a rapidly growing AI startup, shaping GTM strategy and working closely with the CEO to expand our enterprise footprint.

The role rewards a proven track record of exceeding quotas, experience selling global enterprise solutions, and strong communication.

Qualifications

• 5+ years of experience in SaaS sales or related fields.
• Experience selling global enterprise sales or enablement solutions is a strong plus.
• Proven track record of exceeding sales quotas and driving revenue growth.
• Ability to manage the complete sales cycle with a strategic approach.
• Strong interpersonal and communication skills with the grit to "figure things out" on the fly.
• Independent, proactive, and comfortable in a fast-paced, ambiguous startup environment.
• Ready to wear multiple hats and take on additional responsibilities as the company grow.

Responsibilities

• Sales Cycle Ownership: Fully manage the sales cycle from prospecting to closing, driving revenue growth and building relationships with key decision-makers at target companies.
• Tailored Sales Strategies: Develop and execute customized sales strategies that address the specific needs and pain points of potential customers.
• New Business Generation: Identify and actively pursue new opportunities through outreach, networking, and creative lead generation strategies
• Collaborative Partnership: Work closely with the CEO and other team members to iterate on sales approaches, messaging, and market feedback, directly influencing product and market strategy.
• Lead Expansion in an Open Market: Take advantage of a greenfield opportunity to penetrate an underserved market, driving significant top‑of‑funnel activity and converting early adopters.

Skills

SaaS sales

Enterprise sales

Quota attainment

Sales cycle management

Communication skills

Job description

Letter AI in Chicago is seeking an Enterprise Account Executive to drive revenue growth across the full sales cycle, from prospecting to closing. You will operate with autonomy in a rapidly growing AI startup, shaping GTM strategy and working closely with the CEO to expand our enterprise footprint.

The role rewards a proven track record of exceeding quotas, experience selling global enterprise solutions, and strong communication.