Enterprise Account Executive - AmTrav

Perk • Chicago, IL

16h • Hybrid

About The Position

Are you an ambitious, driven, and energetic sales professional? Do you have a proven track record of success generating leads and acquiring new enterprise accounts through outbound prospecting? Do you want to join a company that’s transforming how organizations manage travel? If so, we’d love to meet you. You’ll be hired under AmTrav, part of the Perk Group, and focused primarily on driving growth for the AmTrav business. As a key member of the broader Perk commercial organization, you’ll also work cross-functionally and in close collaboration with teams across both AmTrav and Perk, sharing best practices, aligning go-to-market strategies, and contributing to the overall group’s success. At AmTrav, we’re redefining how businesses budget, book, and manage travel. We’re expanding rapidly across North America and seeking Enterprise Sales Executives who are passionate about building outbound pipeline, creating meaningful relationships, and closing high-value deals. You’ll be a hungry, persistent, and focused professional who thrives on connecting with senior stakeholders and converting opportunities into long-term partnerships. You’ll leverage your communication, relationship, and negotiation skills to win new enterprise clients while supporting a collaborative, growth-oriented culture across the Perk Group.

Requirements

• 6+ years of SaaS or B2B sales experience, ideally within a fast-paced, high-growth, or technology-driven environment.
• A proven hunter mentality with a track record of generating and closing new business through outbound efforts.
• Strong understanding of solution selling and managing complex, multi-stakeholder enterprise sales cycles.
• Proven ability to build relationships with C-suite executives and influence strategic decisions.
• Experience working independently and cross-functionally, balancing focus on AmTrav with collaboration across Perk.
• Excellent communication, presentation, and negotiation skills, both written and verbal.
• A customer-first mindset and passion for solving real business challenges.
• Hunger, resilience, and integrity—the traits of someone who thrives in a results-oriented environment.

Responsibilities

• Own the full sales cycle—from outbound prospecting and booking your own meetings to discovery, demos, negotiation, and close.
• Drive pipeline generation through proactive outbound prospecting using phone, email, and social channels.
• Conduct discovery calls, demos, and follow-ups through to close, managing the full sales cycle end-to-end.
• Understand the unique needs of each prospect and clearly articulate AmTrav’s value proposition and ROI.
• Maintain accurate prospect and pipeline data in Salesforce, ensuring transparency and forecasting accuracy.
• Collaborate closely with marketing, product, and revenue teams across both AmTrav and Perk to align on market strategy and messaging.
• Engage confidently with a range of stakeholders—from Office Managers to CFOs—to deliver tailored presentations that demonstrate business impact.
• Become a subject matter expert on AmTrav’s solutions and the broader Perk ecosystem.

Benefits

• Be part of a collaborative, high-performing organization that encourages learning and growth.
• Cross-functional exposure to teams and initiatives across the Perk Group, expanding your experience and influence.
• Ongoing sales training, mentorship, and clear career progression opportunities.
• Competitive compensation and performance-based incentives.
• The opportunity to shape AmTrav’s enterprise growth strategy within a fast-scaling, innovative group environment.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed