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Olivia CraytonOC
Open to opportunities

Olivia Crayton

@oliviacrayton

Executive Assistant and operations leader who keeps executives, teams, and projects running smoothly with proactive problem-solving.

United States
Message

What I'm looking for

I’m looking for an Executive Assistant role supporting leaders and keeping day-to-day operations running smoothly. I want a fast-paced team where I can anticipate needs, streamline processes, and solve problems proactively to help results happen.

I’m an executive support and operations professional who thrives in fast-paced environments, coordinating complex calendars, high-stakes meetings, and cross-functional timelines. In my recent role as Assistant Chief of Staff, I coordinated daily office operations, managed high-volume client-focused communication, and streamlined systems to improve productivity and team efficiency.

I’m known for turning ambiguity into action through strategic planning and proactive problem-solving. I facilitated executive and investor briefings that supported informed decision-making on resource distribution across multiple departments, and I led planning sessions to remove project bottlenecks and keep workflows on track.

Beyond operations, I bring a strong hybrid foundation in marketing, branding and social media, plus client relations and business development. I’ve led and supported teams across roles like Director of Operations, Operations Manager, Marketing Director, and Director of Agent Services—building KPI processes, managing CRM workflows, and helping drive revenue and operational performance.

Experience

Work history, roles, and key accomplishments

KT

Director of First Impressions

Keller Williams Thrive

Feb 2025 - Jun 2025 (4 months)

Managed commission disbursement for agents within the brokerage and supported leadership with organized scheduling and standardized processes. Oversaw calendaring and ensured smooth day-to-day communication.

KV

Director of Agent Services

Keller Williams Santa Clara Valley

Nov 2019 - Dec 2021 (2 years 1 month)

Helped launch and grow the brokerage, supporting profitability in its first year. Managed commission disbursement, stepped into CFO/CEO responsibilities, oversaw investor and board meetings when needed, and raised $40K for an office charity foundation within 11 months.

Education

Degrees, certifications, and relevant coursework

Hult International Business School logoHS

Hult International Business School

Master in International Business, International Business

2019 -

Completed a Master in International Business at Hult International Business School starting August 2019.

Berklee College of Music logoBM

Berklee College of Music

Bachelor in Music Business, Music Business

2017 -

Studied for a Bachelor in Music Business at Berklee College of Music starting May 2017.

VP

Valencia, Spain Study Abroad Program

Minor in Performance, Performance

2016 -

Participated in a 2016 study abroad program in Valencia, Spain, with a minor in performance.

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