Anna Scott
@annascott
Chief of Staff and executive operations leader, building strategy, systems, and cross-team alignment for measurable outcomes.
What I'm looking for
I’m an accomplished Chief of Staff and Executive Operations leader with over ten years of progressive experience supporting C-Suite executives and founders across nonprofit, real estate, management consulting, and technology sectors. I combine deep operational expertise with strategic thinking to drive cross-departmental alignment, build scalable systems, and manage budgets exceeding $1.5M.
I’m trusted as a thought partner and decision-making ally, with a proven track record of managing complex transactions, designing and implementing operational frameworks from scratch, and leading high-stakes logistics. I bring discretion, anticipatory thinking, and executive-level judgment—whether I’m supporting startups, nonprofits, or established organisations.
In my Chief of Staff role at a remote US-based maternal health nonprofit, I co-developed the annual operational plan and built a full rollout structure in ClickUp, establishing milestones, owners, and deadlines across workstreams for a 7-person team. I oversee a $1.5M+ annual budget via Ramp with audit compliance, manage travel and logistics for national conferences, and author SOPs that standardise operations and reduce dependency on individual knowledge.
Across real estate operations and executive support experience, I’ve managed 150+ property transactions end-to-end, coordinated cross-departmental initiatives to deliver on time and within budget, and implemented performance tracking systems to improve departmental outcomes. I enjoy turning ambiguity into structured execution—through onboarding programme design, documentation systems, grant-compliant reporting, and consistently decision-ready executive updates.
Experience
Work history, roles, and key accomplishments
Chief of Staff
Momma's Voices (MV)
Jan 2024 - Present (2 years 4 months)
Co-developed the annual operational plan and built a ClickUp rollout structure with milestones and ownership for a 7-person team. Managed a $1.5M+ annual budget, ran nationwide travel and a 50+ attendee team retreat, and authored SOPs that standardized program operations and improved handovers.
Chief of Staff / Operations Lead
Madison County House Buyers
Nov 2023 - Oct 2025 (1 year 11 months)
Coordinated transactions across 150+ property deals, ensuring contract-to-close steps were completed accurately and on time. Streamlined cross-department workflows, created staff onboarding that improved time-to-productivity, and produced decision-ready executive reporting for founders.
Senior Executive Assistant
Brezza Group
Oct 2021 - Nov 2023 (2 years 1 month)
Supported two senior executives by managing complex calendars, board meeting scheduling, and domestic/international travel arrangements. Produced board-level reports and client presentations, conducted research for executive decision-making, and maintained strict confidentiality across sensitive communications.
Executive Assistant to the MD
Minimalist & Co
Aug 2020 - Jul 2021 (11 months)
Managed the Managing Director’s calendar and coordinated internal and external engagements with minimal conflicts. Prepared executive correspondence and management/client reports, maintained confidential records, and handled domestic/international travel arrangements with detailed itineraries.
Executive Assistant to the CEO
TDI-Life (A subsidiary of Zinox Group)
Sep 2019 - Aug 2020 (11 months)
Managed the CEO’s full schedule and coordinated board engagements to maximize time utilization. Arranged travel and visas, drafted professional responses to incoming correspondence, and developed executive/board briefing papers to support strategic decision-making.
Education
Degrees, certifications, and relevant coursework
Rome Business School
Master of Business Administration (MBA), Business Administration
Master of Business Administration (MBA) at Rome Business School, completed in Apr 2026.
London School of Business and Administration
Advanced Professional Certificate in Business Management, Business Management
Advanced Professional Certificate in Business Management at London School of Business and Administration, completed in Nov 2025.
Houdegbe North American University, Cotonou
Bachelor of Science (B.Sc.), Psychology
B.Sc. in Psychology from Houdegbe North American University (Cotonou, Benin), completed in 2015.
Faith Academy, Ogun
Senior Secondary School Certificate (WASSCE)
Senior Secondary School Certificate (WASSCE) at Faith Academy (Ogun, Nigeria), completed in 2008.
Availability
Location
Authorized to work in
Job categories
Skills
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