Enterprise Sales Director Jobs in Chicago, IL
Enterprise Sales Director jobs in Chicago are concentrated in the Loop, River North, and Fulton Market, with strong demand across enterprise software, financial services, and healthcare technology. Companies actively hiring include Workday, Near North Health Service Corporation, and Giga. Scan the live roles below and apply to whichever ones fit.
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Summary
The Opportunity
Hyatt Hotels Corporation seeks an enthusiastic, strategic, and collaborative Senior Global Sales Director to join our Hyatt Sales Force Global Enterprise / Transient Team. This is a unique opportunity to play a highly visible leadership role within Hyatt's commercial organization, helping shape the future of our Business Travel and Extended Stay strategies while leading a talented team of sales professionals.
As a key member of the Hyatt Sales Force leadership team, you will have the opportunity to influence enterprise-wide initiatives, build strategic partnerships across the organization, and drive programs that create value for customers, hotels, and stakeholders. You will collaborate with leaders across Commercial Services, Revenue Management, Distribution, and Field Sales to identify new opportunities, foster innovation, and advance Hyatt's commercial priorities.
At Hyatt, you'll be part of a culture that values care, curiosity, inclusion, and continuous growth. We are committed to developing our people, empowering leaders, and creating meaningful connections with colleagues, customers, and guests around the world. You will be part of a team that is passionate about our purpose, committed to nurturing curiosity and new skills, and building connections across the organization with colleagues, customers, and guests.
Who We Are
At Hyatt, we believe in the power of belonging and creating a culture of care, where our colleagues become family. Since 1957, our colleagues and our guests have been at the heart of our business and helped Hyatt become one of the best and fastest-growing hospitality brands in the world. Our transformative growth and the addition of new hotels, brands, and business lines can open the door for exciting career and growth opportunities for our colleagues.
As we continue to grow, we never lose sight of what’s most important: People. We turn trips into journeys, encounters into experiences, and jobs into careers.
Why Now?
This is an exciting time to be at Hyatt. We are growing rapidly and are looking for passionate changemakers to be a part of our journey. The hospitality industry is resilient and continues to offer dynamic opportunities for upward mobility, and Hyatt is no exception.
How We Care for Our People
What sets us apart is our purpose—to care for people so they can be their best. Every business decision is made through the lens of our purpose, and it informs how we have and will continue to support each other as members of the Hyatt family. Our care for our colleagues is the key to our success. We’re proud to have earned a place on Fortune’s prestigious 100 Best Companies to Work For® list since 2013. This recognition is a testament to the tremendous way our Hyatt family continues to come together to care for one another, our commitment to a culture of inclusivity, empathy, and respect, and making sure everyone feels like they belong.
We’re proud to offer exceptional corporate benefits which include:
- Annual allotment of free hotel stays at Hyatt hotels globally
- Flexible work schedule
- Work-life benefits including wellbeing initiatives such as a complimentary Headspace subscription, and a discount at the on-site fitness center
- A global family assistance policy with paid time off following the birth or adoption of a child as well as financial assistance for adoption
- Paid Time Off, Medical, Dental, Vision, 401K with company match
Who You Are
As our ideal candidate, you understand the power and purpose of our culture of care, and embody our core values of Empathy, Inclusion, Integrity, Experimentation, Respect, and Wellbeing. You enjoy working with others, are results-driven, and are looking for a variety of opportunities to develop personally and professionally.
The Role
The Senior Global Sales Director is a fully remote position that will serve as a strategic partner to the Regional Vice President, Global Sales, helping shape team priorities, drive commercial strategy, develop future leaders, and lead key initiatives that strengthen customer preference, expand market share, and enhance overall business performance. The role requires a balance of strategic thinking, operational excellence, and influential leadership to deliver results across a complex stakeholder environment.
While this is a remote opportunity, approximately 40% travel will be required to support customer meetings, industry events, business reviews, hotel visits, internal meetings, and other business-related activities. This position reports directly to the Regional Vice President, Global Sales.
Some specific responsibilities include, but are not limited to:
- Lead, coach, and develop a team of six Business Travel Sales Directors and the Director of Extended Stay to achieve individual and team sales targets and organizational goals
- Foster a high-performance culture through employee engagement, talent development, succession planning, and performance management initiatives aligned with Hyatt's leadership expectations and values.
- Partner with the RVP and HSF Leadership to identify, develop, and prepare future leaders through succession planning, talent assessment, coaching, and targeted development initiatives that strengthen organizational capability and leadership bench strength.
- Partner with HSF Leadership to develop and execute the strategic vision, operating plans, annual objectives, key performance indicators, and budget priorities for Hyatt’s Global Enterprise, Transient, and Extended Stay teams.
- Serve as a senior leader within Hyatt Sales Force, influencing business decisions and fostering collaboration across the broader Commercial Teams
- Lead the strategy, governance, and execution of key transient programs and initiatives, including Extended Stay, Billing Solutions, and Emergency Response programs, ensuring alignment with Hyatt's commercial objectives
- Partner with the RVP and key stakeholders to drive organizational effectiveness, change management, cross-functional alignment, and continuous improvement initiatives that support evolving business priorities and commercial objectives.
- Champion the development and continuous evolution of Hyatt's transient sales enablement strategy, delivering programs, tools, and resources that strengthen seller effectiveness, drive consistency, and support organizational priorities across hotel and field sales teams
- Act as a key advisor to HSF and Field Leadership by providing market insights, business intelligence, and performance recommendations that support enterprise commercial objectives
- Collaborate with the RVP to evaluate emerging industry trends, customer needs, and competitive dynamics, translating insights into actionable growth strategies
- Advance process improvements, uncover operational efficiencies, and deliver actionable insights that accelerate business performance for the rate loading and transient sales / RFP process through partnership with various teams including Distribution, Revenue Management, and Field Leadership
- Continuously advance expertise in Hyatt’s reporting platforms to analyze and address production tracking and compliance
- Cultivate strategic relationships with key customers, industry organizations, business partners, and hotel stakeholders to advance commercial objectives, drive customer preference, and identify growth opportunities
- Represent Hyatt as a senior commercial leader and brand ambassador at customer engagements, executive business reviews, industry events, and internal leadership forums, influencing stakeholders and strengthening Hyatt's industry presence
- Provide leadership and oversight for internal and external meetings, customer events, and engagement initiatives that support Hyatt Sales Force priorities and commercial objectives
Qualifications
Experience Required:
- Minimum 10 years of hotel sales and operations experience
- Expert knowledge of the Corporate Travel / Transient segment, including established customer and industry relationships
- Proven ability to lead, develop, and mentor high-performing teams, including experience with talent management, succession planning, and organizational development.
- Exceptional presentation and communication skills, with the ability to effectively influence and engage senior leaders, customers, and cross-functional stakeholders through clear, compelling, and data-driven messaging
- Strong business acumen with the ability to apply a customer-focused and sales-oriented perspective to strategic decision-making
- Highly organized with demonstrated ability to prioritize, delegate, and manage multiple initiatives in a complex, fast-paced environment
- Strong analytical skills with the ability to translate market intelligence, customer insights and performance data into actionable business strategies
- Proven experience utilizing and quickly mastering reporting platforms and business intelligence tools, with comprehensive knowledge of rate loading processes, distribution systems, and the interoperability of hotel commercial technologies.
- Advanced knowledge of Envision or other CRM tool, Cvent Transient, ThoughtSpot, Cognos and Microsoft Office applications
- Demonstrated sound judgement and ability to make decisions aligned with business objectives, established guidelines, and Hyatt’s values and leadership expectations
- Proven ability to influence and drive results across a matrixed organization through collaboration, relationship management, and strategic leadership
Experience Preferred:
- Bachelor's degree in Business, Hospitality Management, Marketing, or a related field
- Comprehensive knowledge of hotel sales (BT and MICE), revenue management, and commercial business practices
- Knowledge of and experience with the Extended Stay segment, including customer buying behaviors, program development, and sales strategies that drive long-term business growth
- Previous experience leading sales professionals and managing high-performing teams
- Advanced proficiency in Microsoft Excel, including data analysis, reporting, and performance tracking
- Working knowledge of industry RFP platforms and tools, including ReadyBid, Tripbam, BTP, and RateFinding, Vindow
- Experience utilizing hotel commercial and distribution systems such as SynXis, Agency360, or similar technologies
- Knowledge of corporate travel programs, supplier negotiations, and transient account management strategies
- Experience leading cross-functional initiatives, change management efforts, or commercial transformation projects
The position responsibilities outlined above are in no way to be construed as all-encompassing. Other duties, responsibilities, and qualifications may be required and/or assigned as necessary.
We welcome you:
Research shows that individuals tend to apply to jobs only if they meet all the listed job qualifications. Unsure if you check every box, but feeling inspired to enhance your career? Apply. We’d love to consider your unique experiences and how you could make Hyatt even better.
The salary range for this position is $120,000 - $160,000. This position is also eligible to participate in a Sales Incentive Plan. The final pay rate/salary offered to the successful candidate will depend on experience, skill level and other qualifications for the role, as well as the location of the performance of work. Pay for the successful candidate will meet local requirements, including the local minimum wage rate.
We value our relationships with recruitment partners and require that agencies contact us first before submitting any candidates. Hyatt will not be responsible for any fees and obligations associated with unsolicited submissions unless a formal agreement is in place.
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Who's Hiring



Top Industries Hiring
- Technology & Software
- Consulting & Professional Services
Enterprise Sales Director Jobs in Chicago: Frequently Asked Questions
How do I get a enterprise sales director job in Chicago?
Target Chicago's heaviest hiring sectors first: enterprise software, fintech, and healthcare IT, where director-level sales roles turn over most frequently. The Loop and River North hold the densest concentration of regional headquarters and mid-market SaaS firms. Candidates who can demonstrate ownership of complex, multi-stakeholder deals and a history closing seven-figure enterprise contracts stand out most in Chicago's competitive market.
Which companies hire enterprise sales directors in Chicago?
Chicago enterprise sales director roles are posted by Workday, Near North Health Service Corporation, and Giga and others right now, based on current listings on Migrate Mate as of September 2026. Chicago's mix of global Fortune 500 headquarters, fast-scaling SaaS companies, and regional financial services firms creates consistent demand for enterprise sales leadership across company sizes.
Are there remote enterprise sales director jobs in Chicago?
Yes, though enterprise sales director roles are moderately remote-friendly since the work involves significant client relationship management and in-person deal cycles. About 57% of enterprise sales director openings tied to Chicago are remote or hybrid as of September 2026, with the remote-eligible roles most often covering named-account or territory-based books where travel substitutes for a fixed office.
How can I get a enterprise sales director job in Chicago with little or no experience?
The most realistic entry path in Chicago is moving up from a senior account executive or regional sales manager role at a local SaaS, fintech, or healthcare IT company, where promotion into director-level titles is common. Chicago-based mid-market software firms and growth-stage startups in Fulton Market and the West Loop frequently promote from within. Building a verifiable pipeline record and experience with enterprise procurement cycles gives candidates the strongest footing locally.
Which industries hire the most enterprise sales directors in Chicago?
Chicago enterprise sales director roles concentrate in Technology & Software and Consulting & Professional Services, based on current listings on Migrate Mate as of September 2026. Chicago's position as a national hub for financial services, healthcare networks, and a growing enterprise software corridor makes those sectors the steadiest and most volume-consistent sources of director-level sales hiring in the city.
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