Corporate Traveler USA
Corporate Traveler - Director of Sales - Chicago, IL
Corporate Traveler USA, Chicago, Illinois, United States, 60290
Corporate Traveler - Director of Sales - Chicago, IL
We're seeking an accomplished Director of Sales to lead our established Central Region sales organization and build on our existing momentum. Reporting to the VP of Sales, you'll oversee two experienced Team Leaders and their teams of Account Executives and SDRs, driving consistent revenue performance and operational excellence across the territory. This role offers the opportunity to make an immediate impact by optimizing current processes, developing talent, and identifying untapped growth opportunities within your market. You'll have the autonomy to shape strategy for your region while collaborating closely with cross‑functional partners to deliver results. If you're a hands‑on sales leader who excels at coaching teams, hitting targets, and maximizing productivity with the resources at hand, we'd like to hear from you.
Strategic Leadership & Execution
Develop and execute a comprehensive sales strategy to drive revenue growth and market penetration in the Central US region.
Own and exceed quarterly and annual revenue targets, ensuring consistent performance against company objectives.
Partner with executive leadership to align sales initiatives with broader business goals and market opportunities.
Analyze market trends, competitive landscape, and customer insights to inform strategic decision‑making.
Team Leadership & Development
Directly manage, mentor, and develop two Team Leaders/Sales Managers, ensuring they have the tools and guidance to succeed.
Build a high‑performance culture focused on accountability, collaboration, and continuous improvement.
Conduct regular 1‑on‑1s, performance reviews, and coaching sessions with direct reports.
Establish clear KPIs and performance metrics for Team Leaders, Account Executives, and SDRs.
Identify and develop future leaders within the organization through succession planning and career pathing.
Sales Operations & Process Optimization
Implement and refine sales processes, methodologies, and best practices across the team.
Ensure CRM hygiene and accurate pipeline forecasting to provide visibility into revenue projections.
Collaborate with Sales Operations and Revenue Operations to optimize workflows and remove friction.
Monitor key sales metrics and create actionable insights to drive performance improvements.
Cross‑Functional Collaboration
Partner with Marketing to ensure alignment on lead generation, messaging, and campaign effectiveness.
Work closely with Customer Success to ensure smooth handoffs and drive customer retention and expansion.
Collaborate with Product and Solutions teams to communicate market feedback and customer needs.
Coordinate with Finance on forecasting, budgeting, and resource allocation.
Recruitment & Scaling
Drive talent acquisition efforts to build and scale a world‑class sales team.
Establish hiring standards and interview processes that attract top‑tier sales talent.
Onboard new team members effectively to accelerate time‑to‑productivity.
Customer & Market Engagement
Participate in strategic customer meetings and help close high‑value opportunities.
Represent the company at industry events, conferences, and networking opportunities in the Central US market.
Build relationships with key stakeholders and decision‑makers in target accounts.
Qualifications
2+ years of experience building and leading front‑line sales teams; ability to grow and scale upward within a large organization.
4+ years of direct selling experience to SMB/Mid‑Market businesses, including finance personas.
Strong record of achieving sales targets.
Excellent leadership and influencing skills; ability to build strong business partnerships inside and outside the organization.
Highly professional persona and polished demeanor; strong verbal and written communication and presentation skills.
Experience using modern sales tools such as Salesforce and Gong to execute data‑driven sales strategies.
Success adapting in fast‑growing and changing environments.
Bachelor’s degree or MBA preferred.
Benefits
Paid Time Off: up to 15 vacation days (prorated upon hire and increasing to 20 days after 2 years), 5 sick days, 3 personal days, 1 Diversity Day, 1 Volunteer Day, and 8 recognized holidays annually.
Travel perks and discounts.
Health & Wellness Programs and Employee Financial Wellness Services.
National and international award nights and conferences.
Health benefits including medical, dental, vision, gender affirming care, and fertility care.
Insurance: hospital indemnity, AD&D, critical illness, long‑term and short‑term disability.
Flexible Spending Accounts.
Employee Assistance Program.
401k program with partial match.
Tuition Reimbursement Program.
Employee Share Plan – ability to purchase company stock on Australian Stock Exchange with partial matching, subject to terms and conditions.
Global career opportunities within a network of brands and businesses.
Vacation and personal time accrual rates vary based on full‑time or part‑time status. Recognized holidays are paid or, if required to work due to job requirements, holiday pay rate, and may vary depending on state.
We are an affirmative action and equal opportunity employer committed to providing a barrier‑free pathway throughout our recruitment process. We welcome accommodation requests to help make our hiring and onboarding experience as accessible as possible. Please advise us about accommodation needs at any point by contacting our Recruitment Team at careers@us.flightcentre.com.
Location: Chicago, Illinois
Salary range: $150,000 – $200,000 total compensation (excluding benefits). On‑target earnings average between $150,000 and $200,000.
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Strategic Leadership & Execution
Develop and execute a comprehensive sales strategy to drive revenue growth and market penetration in the Central US region.
Own and exceed quarterly and annual revenue targets, ensuring consistent performance against company objectives.
Partner with executive leadership to align sales initiatives with broader business goals and market opportunities.
Analyze market trends, competitive landscape, and customer insights to inform strategic decision‑making.
Team Leadership & Development
Directly manage, mentor, and develop two Team Leaders/Sales Managers, ensuring they have the tools and guidance to succeed.
Build a high‑performance culture focused on accountability, collaboration, and continuous improvement.
Conduct regular 1‑on‑1s, performance reviews, and coaching sessions with direct reports.
Establish clear KPIs and performance metrics for Team Leaders, Account Executives, and SDRs.
Identify and develop future leaders within the organization through succession planning and career pathing.
Sales Operations & Process Optimization
Implement and refine sales processes, methodologies, and best practices across the team.
Ensure CRM hygiene and accurate pipeline forecasting to provide visibility into revenue projections.
Collaborate with Sales Operations and Revenue Operations to optimize workflows and remove friction.
Monitor key sales metrics and create actionable insights to drive performance improvements.
Cross‑Functional Collaboration
Partner with Marketing to ensure alignment on lead generation, messaging, and campaign effectiveness.
Work closely with Customer Success to ensure smooth handoffs and drive customer retention and expansion.
Collaborate with Product and Solutions teams to communicate market feedback and customer needs.
Coordinate with Finance on forecasting, budgeting, and resource allocation.
Recruitment & Scaling
Drive talent acquisition efforts to build and scale a world‑class sales team.
Establish hiring standards and interview processes that attract top‑tier sales talent.
Onboard new team members effectively to accelerate time‑to‑productivity.
Customer & Market Engagement
Participate in strategic customer meetings and help close high‑value opportunities.
Represent the company at industry events, conferences, and networking opportunities in the Central US market.
Build relationships with key stakeholders and decision‑makers in target accounts.
Qualifications
2+ years of experience building and leading front‑line sales teams; ability to grow and scale upward within a large organization.
4+ years of direct selling experience to SMB/Mid‑Market businesses, including finance personas.
Strong record of achieving sales targets.
Excellent leadership and influencing skills; ability to build strong business partnerships inside and outside the organization.
Highly professional persona and polished demeanor; strong verbal and written communication and presentation skills.
Experience using modern sales tools such as Salesforce and Gong to execute data‑driven sales strategies.
Success adapting in fast‑growing and changing environments.
Bachelor’s degree or MBA preferred.
Benefits
Paid Time Off: up to 15 vacation days (prorated upon hire and increasing to 20 days after 2 years), 5 sick days, 3 personal days, 1 Diversity Day, 1 Volunteer Day, and 8 recognized holidays annually.
Travel perks and discounts.
Health & Wellness Programs and Employee Financial Wellness Services.
National and international award nights and conferences.
Health benefits including medical, dental, vision, gender affirming care, and fertility care.
Insurance: hospital indemnity, AD&D, critical illness, long‑term and short‑term disability.
Flexible Spending Accounts.
Employee Assistance Program.
401k program with partial match.
Tuition Reimbursement Program.
Employee Share Plan – ability to purchase company stock on Australian Stock Exchange with partial matching, subject to terms and conditions.
Global career opportunities within a network of brands and businesses.
Vacation and personal time accrual rates vary based on full‑time or part‑time status. Recognized holidays are paid or, if required to work due to job requirements, holiday pay rate, and may vary depending on state.
We are an affirmative action and equal opportunity employer committed to providing a barrier‑free pathway throughout our recruitment process. We welcome accommodation requests to help make our hiring and onboarding experience as accessible as possible. Please advise us about accommodation needs at any point by contacting our Recruitment Team at careers@us.flightcentre.com.
Location: Chicago, Illinois
Salary range: $150,000 – $200,000 total compensation (excluding benefits). On‑target earnings average between $150,000 and $200,000.
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