Inbound Sales Representative (AI)

Location: Chicago office with an office-centric hybrid schedule; in-office days are Monday, Tuesday, and Thursday, with work from home generally available on Wednesdays. Friday work-from-home availability depends on the role and team.

On-Target Earnings: $69,000–$77,000 per year, plus potential equity, sales incentive pay, and benefits.

Company

Asana provides a platform for human and AI collaboration used by millions of teams worldwide.

What you will do

• Own and close inbound and transactional opportunities across an assigned book of business.
• Build outbound pipeline in new-logo accounts and large existing customer footprints.
• Partner with Enterprise and Emerging Enterprise Account Executives on key and strategic transactions.
• Guide customers to onboarding resources and identify opportunities for expansion and up-tiering.
• Use AI-powered tools to prioritize pipelines, identify buying signals, and test scalable revenue motions.
• Track pipeline volume, deal velocity, average deal size, win rate, pipeline hygiene, and forecast accuracy.

Requirements

• 2+ years of sales or outbound sales development experience with a record of meeting or exceeding targets.
• Experience with upselling, cross-selling, and generating net-new pipeline.
• Full-cycle closing experience or a strong interest in developing into an Account Executive role.
• Strong customer-facing communication, empathy, integrity, and the ability to manage concurrent customer interactions.
• Proficiency with modern sales technology; Salesforce, Outreach, or ZoomInfo experience is preferred.
• Curiosity about AI tools and emerging technologies, with an adaptable and growth-oriented approach.

Culture & Benefits

• Office-centric hybrid work model with collaboration-focused in-office requirements.
• Mental health, wellness, and fitness benefits.
• Career coaching and professional support.
• Inclusive family-building benefits.
• Long-term savings or retirement plans and in-office culinary options.