Hailey Bolton

Sr. Executive Assistant

Anaplan

Nov 2024 - Current (1 year 10 months)

Executive Assistant to CFO

Heffernan Insurance Brokers

Apr 2023 - Nov 2024 (1 year 8 months)

• Prepare, edit, and manage correspondence, reports, presentations, and documents, ensuring accuracy and alignment with the CFO’s objectives while maintaining strict confidentiality of sensitive information. • Monitor and manage expense reports, budgets, and financial records for the CFO’s office, while proactively anticipating needs and addressing issues to maximize the executive’s time and focus on strategic priorities. • Manage and optimize the CFO’s dynamic calendar, coordinating and prioritizing meetings, appointments, and events, while serving as a key liaison between the CFO, internal teams, and external partners. • Lead the organization of complex domestic and international travel arrangements, including flights, accommodations, gro

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Freelance Executive Assistant for HNW Individuals & C-Suite

HB Concepts

Oct 2019 - Apr 2023 (3 years 7 months)

• Efficiently managed complex calendars, set up appointments, and coordinated meetings to optimize executives' time both personally and professionally to ensure they remained on track with their commitments. • Arranged detailed travel itineraries for executives and their families, including flights, accommodations, ground transportation, and visas, ensuring smooth and stress-free travel experiences tailored to the executives' preferences and requirements. • Handled all forms of communication, including emails, phone calls, and written correspondence, promptly and professionally, while maintaining the highest level of confidentiality and discretion. • Assisted with various high-priority projects and personal events, conducting research, prep

Project Manager of Business Development

JHilburn

Aug 2016 - Oct 2019 (3 years 3 months)

• Developed and implemented project plans to launch seasonal clothing lines, coordinating with design, production, and marketing teams to ensure timely delivery and alignment with company objectives. • Facilitated communication and collaboration between departments, fostering synergy to streamline processes and optimize efficiency in product development, manufacturing, and distribution. • Managed project budgets, tracking expenses and ensuring cost-effectiveness in sourcing materials, production, and logistics, resulting in improved profitability and resource utilization. • Implemented rigorous quality control measures and production timelines, overseeing manufacturing processes to maintain product quality standards and meet delivery deadli

Project Manager of Global Leadership

Gap Inc

Mar 2015 - Aug 2016 (1 year 6 months)

• Oversaw daily workflow of executives and schedule of larger team, ensuring each team in on track to deliver according to larger project timeline • Managed Gap Inc.'s corporate Leadership Values project, focused on drastically shifting the way top 150 leaders operate their teams in terms of hiring, development, and internal promotions. • Solely responsible for designing product strategy to revolutionize the corporate structure across all brands; company-wide initiatives. • Managed learning & development programs and corporate initiatives. • Development and execution of Talent Management workshops to generate ideas and new leadership processes, including best practices within corporate and field environments • Leveraged outputs of workshops

Executive Assistant to CEO

Think Investments

Jan 2014 - Mar 2015 (1 year 3 months)

• Managed the CEO's complex schedule, travel arrangements, correspondence, and confidential communications to ensure efficient daily operations. • Acted as the primary liaison between the CEO, internal teams, and external stakeholders, ensuring efficient communication and information flow. • Provided responsive support outside normal business hours for professional duties and social event coordination, maintaining the highest level of discretion. • Assisted the CEO’s wife with planning and executing a variety of social events, including organizing guest lists, sending invitations, and coordinating venue details to ensure successful and memorable gatherings.

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