Development Manager Talent
Resume:
********@*****.***
www.linkedin.com/in/caitlinmcallister
Chicago, IL
C O N T A C T
Joined as employee number two and evolved from founding COO to CXO to lead member and employee experience across a national coworking network.
Scaled Workbox from 1 to 12 locations across 7 states - during the pandemic - by designing scalable SOPs and structuring teams to support sustainable growth. Maintained 80% team retention across entire company over five years, reflecting a culture of trust, growth, and shared purpose.
Implemented operational efficiencies that reduce costs and improve scalability, aligning with long-term business goals.
Collaborated closely with the CEO and executives on shaping company policies and strategic goals. WORK EXPERIENCE
CAITLIN
MCALLISTER
PEOPLE OPERATIONS LEADER
Chief Experience Officer
Executive Director
Sole full-time employee leading Chicago’s only nonprofit, peer-selected tech incubator supporting early-stage startups.
Helped drive growth of 30+ startups through curated mentorship, educational programming, and corporate partnerships.
Fostered a founder-led culture of collaboration, peer accountability, and shared resources. Secured key partnerships and funding of $150k/year to sustain operations and support programming. Selected as a featured speaker at LEAP Zagreb, addressing an audience of 3,000+ participants from over 40 countries, including entrepreneurs, innovators, and global change-makers. Director Of Experiential Programming, Hospitality
Directed guest experience and service strategy across luxury hospitality brands. Selected as Manager of the Year out of 2,000+ employees for driving exceptional employee engagement, retention, and guest satisfaction — outcomes that directly influenced revenue growth through repeat bookings and brand loyalty.
Designed and executed brand-elevating guest programming to drive loyalty and satisfaction. Managed cross-functional teams to streamline operations and enhance service delivery. Drove a 180% increase in program participation in 2014, engaging over 15,000 guests through curated brand activations and experiential offerings.
UNIVERSITY OF PORTLAND
Bachelor of Science
2002-2006
E D U C A T I O N
People-first operator with 15+ years of experience growing teams and scaling businesses across coworking, hospitality, and tech. Believes operations is the fuel that powers the business engine - and people are the spark. Known for hiring, developing, and engaging high- performing teams. Passionate about building cultures where people thrive, systems run smoothly, and outcomes align with long-term growth.
S U M M A R Y
Workbox Chicago, IL 2019 - Present
Catapult Chicago Chicago, IL 2016 - 2019
IHG, Hyatt, Starwood Phoenix, AZ 2008 - 2015
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