Pyramid Global Hospitality · 6 days ago
Complex Director of Sales & Marketing
Greater Chicago Area
Full-time
Onsite
Lead/Staff, Director/Executive
$180K/yr - $200K/yr
5+ years expPyramid Global Hospitality is dedicated to creating a supportive and inclusive work environment for its employees. The Director of Sales & Marketing is responsible for strategic leadership and execution of all sales, marketing, and revenue-generation efforts for The Midland and The Wade Hotels, focusing on driving revenue growth and market share in the Chicago market.
Hospitality
Responsibilities
Develop and execute integrated, property-specific and portfolio-aligned sales and marketing strategies that drive sustained revenue growth and market share gains
Lead annual and long-range Sales & Marketing Plans, including segmentation strategies, channel mix optimization, and brand positioning for both hotels
Analyze market trends, competitive intelligence, and demand drivers to proactively adjust strategies in a dynamic Chicago hospitality landscape
Serve as the primary commercial liaison to ownership and asset management, presenting performance updates, forecasts, and strategic recommendations
Partner closely with Revenue Management to align pricing, inventory controls, and demand strategies with sales initiatives
Drive profitable mix across group, transient, corporate negotiated, entertainment, social, and lifestyle segments
Ensure disciplined management of sales costs, ROI tracking, and marketing spend effectiveness
Directly lead and mentor a multi-disciplinary sales team, including Group Sales, Catering/Event Sales, Business Transient, and Sales Support
Establish clear performance expectations, accountability metrics, and incentive structures
Foster a high-performance, collaborative sales culture grounded in data-driven decision-making and relationship excellence
Recruit, train, and retain top commercial talent in a competitive labor market
Oversee all branding, marketing, PR, and digital initiatives for both properties, ensuring each hotel’s identity is clearly defined and differentiated
Collaborate with creative agencies, PR firms, and digital partners to execute campaigns across web, social, email, and experiential platforms
Ensure consistency in storytelling, visual identity, and guest messaging while tailoring campaigns to distinct audiences
Lead initiatives to enhance brand awareness, reputation management, and community engagement in Chicago
Personally manage and cultivate high-value corporate, group, and entertainment accounts
Lead strategic RFP responses, contract negotiations, and complex group business opportunities
Strengthening relationships with local businesses, associations, sports, entertainment, and destination partners
Represent both hotels at industry events, trade shows, and community functions
Work closely with Hotel Operations, Finance, Events, and Food & Beverage teams to ensure seamless execution of sold business
Support operational leaders with demand forecasting, staffing alignment, and guest experience considerations tied to sales strategy
Ensure compliance with all brand standards, ownership expectations, and reporting requirements
Qualification
Required
Minimum 5–10 years of progressive hotel sales & marketing leadership experience, preferably in upper-upscale or lifestyle hotels. (Marriott brands preferred)
Proven success leading dual-property or multi-hotel commercial strategies in a major urban market (Chicago experience strongly preferred)
Strong background in group, corporate, transient, and lifestyle segments
Demonstrated ability to partner effectively with ownership, asset managers, and brand stakeholders
Advanced knowledge of sales systems and tools (CI/TY, CRM platforms, STR, business intelligence tools)
Financial acumen with experience managing budgets, forecasts, and ROI-driven marketing investments
Exceptional leadership, communication, negotiation, and presentation skills
Benefits
Comprehensive health insurance
Retirement plans
Paid time off
On-site wellness programs
Local discounts
Employee rates on hotel stays
Medical insurance with employer contribution
Vision, dental, life, pet, and accident insurance options
401(k) program with an employer match and immediate full vesting
Paid time off
Exclusive discounts across our portfolio of hotels
Company
Pyramid Global Hospitality
Pyramid has extensive experience in providing core operational infrastructure and strategies for a wide range of full-service properties.
10001+ employees
Funding
Current Stage
Late StageTotal Funding
unknown2023-02-28Debt Financing
Leadership Team
Anthony Torres
Vice President of Food and Beverage
Recent News
2025-10-16
Company data provided by crunchbase