Ashley B.
Executive Assistant | Operations & Founder Support
Hello! I bring structure, discretion, and operational clarity to busy executives and fast-moving businesses. For 15+ years, I’ve supported CEOs, founders, and senior leaders by managing the moving pieces behind the scenes so they can stay focused on high-level priorities. I’m known for being highly organized, proactive, calm under pressure, and able to anticipate needs before they become problems. My work combines high-trust executive support with operational coordination and systems thinking. I manage complex calendars, inboxes, travel, vendor communication, project workflows, documentation, and cross-functional coordination while creating processes that keep teams aligned and work moving forward smoothly. I’ve supported leaders across real estate, consulting, leadership development, and service-based businesses, often serving as the person connecting communication, execution, and day-to-day operations. Beyond executive support, I naturally improve the systems around me. I build organized workflows, clean documentation, onboarding resources, SOPs, templates, and operational structures that reduce confusion and help businesses scale more efficiently. I’m especially strong at: • Executive support and calendar management • Inbox and communication management • Workflow and process organization • Project and operations coordination • Documentation and SOP creation • Cross-functional communication • Vendor and contractor coordination • Creating structure in fast-paced environments • Anticipating needs and solving problems proactively I also bring a strong design and presentation eye to my work. Whether it’s a handbook, onboarding guide, internal process document, branded deck, or client-facing material, I create deliverables that are clean, polished, and easy to use. Tools I regularly work in include Asana, Monday, Google Workspace, Microsoft Office, Outlook, Teams, Slack, SharePoint, Canva, QuickBooks, Zapier, Loom, Scribe, and more. I learn new systems quickly and often become the go-to person for organization and workflow optimization. If you need someone who can keep executives organized, operations moving, communication clear, and details from falling through the cracks, I’m the person people rely on. Myers: INFJ DiSC: SC
Earnings and projects
Last 6 months ÷ 6
Last 6 months: $23k
Billed in all: $94,420$94k
$1.3k in the last 6 months
Across 18 contracts
Across 35 contracts
Earnings, last 30 days
Read once a week before Oct 14, 2026, daily since. Dotted: longer than usual between two readings. Hatched: over two weeks without one.
Skill rankings: Top 0.66% in Canva
Top 1% in 3 of 20 skills, ranked by MRR among everyone on Upwork with the skill.
- #4Systems Development229 freelancers · 🇺🇸 #1Top 2%🇺🇸#1 of 78
- #8Document Control252 freelancers · 🇺🇸 #6Top 3%🇺🇸#6 of 47
- #29Task Coordination2,735 freelancers · 🇺🇸 #6Top 1%🇺🇸#6 of 322
- #40Project Workflows1,289 freelancers · 🇺🇸 #12Top 3%🇺🇸#12 of 273
- #60Real Estate4,691 freelancers · 🇺🇸 #17Top 1%🇺🇸#17 of 521
- #65Asana3,013 freelancers · 🇺🇸 #28Top 2%🇺🇸#28 of 542
- #70Google Workspace6,041 freelancers · 🇺🇸 #29Top 1%🇺🇸#29 of 834
- #99Communications7,670 freelancers · 🇺🇸 #40Top 1%🇺🇸#40 of 1,258