Director, Enterprise & Global Migration Sales

Direct Travel; United States; Remote; USD 250,000 - 450,000; Full time

Benefits offered by this job

Medical benefits

Dental benefits

Vision benefits

Retirement plans

Wellness program

DEI initiatives

Mental health support

Job summary

Direct Travel is moving customers onto Avenir, our next-generation travel technology platform, and you will lead that transition for our largest Enterprise and Global accounts. Youll own a $75M annual conversion target across a portfolio of existing customers, guiding migration sales with a Challenger- and Sandler-based approach.

Youll report to the SVP, Customer Migrations; this is an individual contributor role, fully remote with up to 25% travel, and requires partnering with Account

Qualifications

• 8+ years of enterprise or complex solution sales experience
• Experience converting existing customers to a new platform or solution
• Experience engaging C-level executives at global organizations
• Experience running multi-stakeholder sales cycles and negotiations
• Ability to forecast and maintain CRM hygiene
• Strong relationship-building with internal partners and clients

Responsibilities

• Own and deliver the $75M annual Avenir conversion target across top Enterprise and Global accounts
• Build and execute account-level migration sales plans with Account Managers
• Apply Challenger principles to tailor messages and drive revenue
• Lead sales cycles with Sandler discipline and clear next steps
• Drive from first value conversation to signed commercial agreement
• Maintain cross-functional collaboration with Spotnana and Account Management
• Develop ROI/value narratives for business cases
• Lead commercial and contract discussions with Legal and Deal Desk
• Maintain accurate pipeline forecasting and update leadership

Skills

Enterprise sales

Multi-stakeholder sales

Forecasting & CRM hygiene

Value-based selling

Executive communication

Education

Bachelor's degree in business

Tools

CRM

ROI modeling

Job description

Position Overview

Direct Travel is moving its customers onto Avenir, our next-generation travel technology platform, built to deliver a faster, smarter, more personalized booking and travel experience. In this role, you\u2019ll lead that transition for our largest Enterprise and Global accounts.

Position Overview

Direct Travel is moving its customers onto Avenir, our next-generation travel technology platform, built to deliver a faster, smarter, more personalized booking and travel experience. In this role, you\u2019ll lead that transition for our largest Enterprise and Global accounts.

You\u2019ll own a $75M annual conversion target, measured in annual air volume, across a portfolio of existing customers. Success is measured by how effectively you create demand, communicate the value of Avenir, and guide customers through the migration sales process — not by net-new logo acquisition. You\u2019ll use Direct Travel\u2019s Challenger- and Sandler-based sales approach to help customers see what they gain by moving, and you\u2019ll work as a trusted partner to Account Management on complex, multi-stakeholder conversations with global organizations.

This is an individual contributor role reporting to the SVP, Customer Migrations. It is fully remote with up to 25% travel.

Responsibilities

• Own and deliver the $75M annual Avenir conversion target across your assigned portfolio of top Enterprise and Global accounts
• Build and execute account-level migration sales plans in close partnership with each Account Manager of record, creating demand and articulating Avenir\u2019s value rather than running a transactional close
• Apply Challenger principles to teach customers a sharper perspective on their travel program, tailor the message to each account, and take control of the sales conversation
• Run each sales cycle with Sandler discipline — up-front contracts, thorough discovery, and clear qualification of budget and decision process — so every conversation moves toward a defined next step
• Serve as the primary sales driver from the first value conversation through a signed commercial agreement
• Build strong working relationships with Account Management and its leadership, aligning on account strategy so customers experience one coordinated conversation
• Partner with a cross-functional team, including resources from Spotnana, to address account specific requirements, functionality questions, and technical considerations during the sales cycle
• Develop tailored ROI and value narratives that turn Avenir\u2019s capabilities into a business case for each customer
• Lead commercial and contract discussions with Legal and Deal Desk, structuring agreements as amendments to existing relationships wherever possible
• Maintain accurate, current pipeline forecasting and conversion status in our CRM
• Report progress against the target and account milestones to the SVP, Customer Migrations, and escalate blockers through the appropriate cross-functional channels
• Represent Direct Travel in customer conversations, executive briefings, and industry forums, reinforcing Avenir\u2019s value and our vision for The Perfect Trip

Required

Qualifications

• Bachelor\u2019s degree in a business-related field or equivalent experience
• 8+ years of enterprise or complex solution sales experience, with a proven record of exceeding targets
• Demonstrated success converting existing customers to a new platform or solution, not only acquiring net-new logos
• Experience running complex, multi-stakeholder sales cycles and engaging C-level executives at global organizations
• Skill in building custom ROI and value cases and in navigating commercial and contract negotiations; comfortable having candid, difficult conversations
• Ability to balance value-based selling with a defined program timeline, knowing when to lead with ROI and when to lead with urgency
• Strong relationship-building skills with internal Account Management partners and their leadership, as well as with clients
• Comfort working in a matrixed environment alongside cross-functional and third-party partners
• Ability to quickly master a new platform and articulate its value credibly
• Disciplined forecasting, CRM hygiene, and clear communication; a curious mindset and creative approach to problem-solving

Preferred

• Training or certification in the Challenger Sale and/or Sandler Selling System
• Experience in travel technology, corporate travel management, or a closely related industry

Benefits Summary

In addition to Medical, Dental, and Vision benefits Direct Travel offers a Total Rewards Package which includes Retirement Plans, Wellness, Rewards and Recognition, Sustainability, DE\u2019I initiatives, and Mental Health Support.

About Direct Travel

Direct Travel is one of the world\u2019s largest travel management companies. With a long history of proven market expertise, we blend advanced technology, superior service, and expert insight to drive tangible value and meaningful savings across Corporate Travel, Leisure Travel, Meetings & Events and specialty travel businesses. Through Avenir, our intelligent travel management platform, we reduce obstacles and give clients more direct access to content, trusted data, intelligence and global expertise. What truly sets us apart is the human care behind the technology, delivered by an experienced, passionate team dedicated to anticipating needs and delivering exceptional service at every step. For more information about Direct Travel, visit www.dt.com

Direct Travel is an equal opportunity employer