Anastasia Toomey

Anastasia Toomey is an experienced business professional and entrepreneur who currently serves as the Integrator at MilesMentor, a luxury travel consultancy.3 Her career spans over 25 years, encompassing various roles in brand management, advertising, and strategic business planning.1

Career Highlights

Anastasia began her career at Leo Burnett, a global advertising agency in Chicago, where she spent nearly 9 years in account management.1 In 2010, she moved to Denver and helped establish a business and marketing consulting firm. Later, she founded Agency Zero, aiming to offer a new agency model that could adapt quickly to consumer demands.1

After selling her stake in Agency Zero in 2015, Anastasia focused on working with high-growth companies.1 She has since become a Certified EOS® (Entrepreneurial Operating System) Implementer, helping businesses implement effective operating systems and achieve their goals.45

Current Role at MilesMentor

At MilesMentor, Anastasia works alongside Roger Kleckner to help entrepreneurs and business owners develop strategies for accumulating and maximizing airline miles and hotel points.2 Her personal experience with the MilesMentor system has resulted in significant savings on travel expenses, including over $60,000 in plane fares in 2022 alone.2

Expertise and Approach

Anastasia's 27 years of experience allow her to approach brands, teams, companies, and business management from multiple perspectives.1 She has conducted hundreds of client EOS sessions and worked with over 40 organizations.1 Notably, she is one of the few implementers who actively helps nonprofits find funding to fully implement EOS.1

Personal Life

Anastasia lives in Colorado with her husband Rob and is an avid traveler.12 She combines her passion for travel with her professional expertise, helping others achieve their travel dreams through strategic use of travel rewards.2