Cassandra S.
Executive Support & Operations Specialist
I help founders and growing businesses stay organized, on schedule, and operate efficiently. With 20+ years of leadership experience managing multi-million-dollar operations and large teams, I now provide executive support and workflow coordination remotely. I currently manage 50–60 active client projects simultaneously, overseeing intake, cross-team coordination, billing, and deadline execution. If your business feels reactive instead of structured, I bring the organization and accountability behind the scenes so you can focus on growth. Here’s how I can support you: Executive calendar & inbox management • Project and workflow coordination • Client communication & follow-up • Billing, estimates & revenue tracking • Contractor & vendor coordination • SOP documentation & process organization • Scheduling & deadline management I am calm under pressure, highly detail-oriented, and comfortable managing high-volume workflows across multiple moving parts. Available for ongoing executive support, operations coordination, or project-based contracts. Let’s build structure into your business.
Earnings and projects
Last 6 months ÷ 6
Last 6 months: $13k
Billed in all: $13,993$14k
$13k in the last 6 months
Across 2 contracts
Earnings, last 30 days
Skill rankings: Top 4% in Virtual Assistance
Ranked by MRR among everyone on Upwork with the skill.
- #199Customer Experience2,788 freelancers · 🇺🇸 #41Top 7%🇺🇸#41 of 349
- #1,042Virtual Assistance29,113 freelancers · 🇺🇸 #144Top 4%🇺🇸#144 of 1,932
- #1,228Project Management18,568 freelancers · 🇺🇸 #378Top 7%🇺🇸#378 of 4,105