Ashley S.
Executive Assistant | Coordinator of Travel, Calendar, Operations
I'm a full-time freelance Executive Assistant who has supported executives for the past 7 years — helping founders, start-ups, CEOs, and leadership teams stay organized, protected, and ahead of what's coming next. I've been freelancing since 2018 and went full-time independent in 2024, and across that time I've built a track record clients trust: 80+ engagements on Upwork spanning startups, healthcare, nonprofits, tech, and venture capital. How I can support you: - Executive Calendar & Inbox Management - Board Support & Governance Coordination - Travel Planning & Coordination - CRM Management - SOP Development & Process Building - AI-Powered Workflow & Meeting Systems - Expense Reporting & Reimbursement Processing (Ramp) - Meeting Coordination, Notetaking & Agenda Management - Vendor & Contractor Research and Management - Recruiting & Onboarding Support Platforms & Tools Microsoft Office Suite (Outlook, Word, Excel, PowerPoint) • Google Workspace • Salesforce • BoardEffect • Ramp • DocuSign • Slack • Zoom • Trello • Google Calendar • Outlook Calendar • Calendly Reach out if you're looking for a partner who is: ✔ Proactive, not reactive — I don't wait to be told twice ✔ Top-Rated Plus on Upwork, 100% Job Success Score ✔ Direct — no sugarcoating, no chasing sign-off ✔ Trusted with board-level and confidential work ✔ Comfortable building order out of genuine chaos ✔ Independent — treats your business like it's my own Past clients include: UncommonCures, Paul Thoma (former Navy SEAL), James Van Elswyk & Anastasiyah Katrych, Kyle Daigle - COO of GitHub, CaringBridge, Cessna & Associates, UpWell Psychiatry, GoodRoots, and Aspirus Health.
Earnings and projects
Last 6 months ÷ 6
Last 6 months: $13k
Billed in all: $177,726$178k
$2.6k in the last 6 months
Across 113 contracts
Earnings, last 30 days
Skill rankings: Top 3% in Travel
Ranked by MRR among everyone on Upwork with the skill.
- #12Travel434 freelancers · 🇺🇸 #2Top 3%🇺🇸#2 of 104
- #15DocuSign306 freelancers · 🇺🇸 #7Top 5%🇺🇸#7 of 60
- #67Personal Administration1,703 freelancers · 🇺🇸 #10Top 4%🇺🇸#10 of 115
- #76Travel Planning1,777 freelancers · 🇺🇸 #31Top 4%🇺🇸#31 of 370
- #160Calendar Management4,894 freelancers · 🇺🇸 #37Top 3%🇺🇸#37 of 443
- #247Google Docs8,007 freelancers · 🇺🇸 #51Top 3%🇺🇸#51 of 1,077
- #252Executive Support5,288 freelancers · 🇺🇸 #46Top 5%🇺🇸#46 of 554
- #256Google Workspace6,041 freelancers · 🇺🇸 #59Top 4%🇺🇸#59 of 834