Complex- Senior Sales Manager

Pyramid Global Hospitality•Chicago, IL

1d•$110,000 - $120,000•Onsite

About The Position

Welcome to Pyramid Global Hospitality, where people come first. As a company that values its employees, Pyramid Global Hospitality is dedicated to creating a supportive and inclusive work environment that fosters diversity, growth, development, and wellbeing. Our commitment to a People First culture is reflected in our approach to employee development, employee benefits and our dedication to building meaningful relationships. Pyramid Global Hospitality offers a range of employment benefits, including comprehensive health insurance, retirement plans, and paid time off, as well as unique perks such as on-site wellness programs, local discounts, and employee rates on hotel stays. In addition, Pyramid Global Hospitality is committed to providing ongoing training and development opportunities to help our people build the skills and knowledge they need to advance their careers. Whether you are just starting out in the hospitality industry or are a seasoned professional, Pyramid Global Hospitality offers a supportive and collaborative work environment that encourages growth and fosters success, in over 230 properties worldwide. Join their team and experience the benefits of working for a company that values its employees and is committed to creating exceptional guest experiences. Check out this video for more information on our great company! About our property: Welcome to The Midland Hotel, a distinguished property in the Pyramid Global Hospitality portfolio. Located in the bustling heart of Chicago, Illinois, our hotel features 403 stylish guest rooms and 12,589 sq ft of versatile meeting space, creating an exceptional environment for both guests and employees. At The Midland Hotel, we pride ourselves on delivering outstanding service and creating memorable experiences. As a member of our team, you'll work in a dynamic and supportive setting, surrounded by the vibrant energy and iconic architecture of Chicago. We offer diverse positions across various departments, including guest services, food and beverage, housekeeping, spa and wellness, sales and marketing, and more. Joining our team means becoming part of a close-knit community that values teamwork, professionalism, and a passion for excellence. We provide comprehensive training programs to ensure our employees have the skills and knowledge needed to excel in their roles. If you are a dedicated and enthusiastic individual with a passion for hospitality, we invite you to explore the exciting career opportunities available at The MIdland Hotel. Take the first step towards a rewarding career by applying today. At Pyramid Global Hospitality, we are committed to caring for our team members by offering a comprehensive benefits package for full-time employees. Our benefits include medical insurance with employer contribution and vision, dental, life, pet, and accident insurance options. We also provide a 401(k) program with an employer match and immediate full vesting. In addition, employees enjoy paid time off and exclusive discounts across our portfolio of hotels. Join our team and experience the support, flexibility, and benefits that help you thrive both professionally and personally. What you will have an opportunity to do: Group Sales Manager – Our group sales is about building relationships, creating memorable experiences, and driving revenue through strategic selling. We’re seeking a seasoned group sales hunter who knows how to sell group business in a dynamic, high-volume hospitality environment. If you have experience selling into social, association, or group markets, and enjoy balancing multiple priorities while driving results, this role is for you. Who You Are You’re energized by prospecting, opening doors, and closing business. You understand that different types of groups have unique needs, and you know how to adapt your approach to maximize opportunities. You’re strategic, self-directed, and thrive in a fast-paced, results-driven environment. You Should Apply If You: Have proven experience selling group business in hotels or urban lifestyle properties Understand the rhythm of group demand and can plan strategically for high- and low-activity periods Love the hunt—prospecting, uncovering client needs, and closing business energizes you Can manage multiple markets or types of group business and identify opportunities where others see complexity Are self-directed, creative, and confident, with the ability to adapt strategies and drive results Key Responsibilities Proactively solicit and manage group business, including social events, associations, and special-interest groups Build and maintain relationships with planners, organizations, and key contacts to grow the group portfolio Develop new business opportunities through prospecting, networking, and outreach Respond promptly to inquiries, proposals, and RFPs; ensure accurate follow-up and timely communication Conduct site inspections and property tours for prospective clients Collaborate closely with Operations, Catering, and Events teams to ensure seamless delivery of all group events Maintain accurate records, forecasts, and reporting in the CRM system Track sales activity and performance metrics to meet or exceed monthly, quarterly, and annual revenue goals Attend trade shows, local networking events, and industry meetings to represent The Midland and generate leads Identify and recommend strategies to optimize revenue and expand the group business portfolio Mentor or support junior sales staff, sharing best practices and market insights Why The Midland At The Midland, you’ll join a property that combines authentic character with a commitment to exceptional service. This role offers autonomy, measurable impact, and the chance to grow a robust, high-performing group sales portfolio that keeps the property thriving year-round. What are we looking for?

Requirements

Have proven experience selling group business in hotels or urban lifestyle properties
Understand the rhythm of group demand and can plan strategically for high- and low-activity periods
Love the hunt—prospecting, uncovering client needs, and closing business energizes you
Can manage multiple markets or types of group business and identify opportunities where others see complexity
Are self-directed, creative, and confident, with the ability to adapt strategies and drive results

Responsibilities

Proactively solicit and manage group business, including social events, associations, and special-interest groups
Build and maintain relationships with planners, organizations, and key contacts to grow the group portfolio
Develop new business opportunities through prospecting, networking, and outreach
Respond promptly to inquiries, proposals, and RFPs; ensure accurate follow-up and timely communication
Conduct site inspections and property tours for prospective clients
Collaborate closely with Operations, Catering, and Events teams to ensure seamless delivery of all group events
Maintain accurate records, forecasts, and reporting in the CRM system
Track sales activity and performance metrics to meet or exceed monthly, quarterly, and annual revenue goals
Attend trade shows, local networking events, and industry meetings to represent The Midland and generate leads
Identify and recommend strategies to optimize revenue and expand the group business portfolio
Mentor or support junior sales staff, sharing best practices and market insights