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Cassandra S.

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.

🇺🇸Indianapolis, United States$38/hr100% JSSSince Feb 2026

Earnings and projects

MRR
$2.1k

Last 6 months ÷ 6

World#21,211 / 412k
🇺🇸Country#4,731 / 62.1k
Revenue, last 30 days
$0

Last 6 months: $13k

Total earnings
$13k

Billed in all: $14k

World#173,064 / 412k
🇺🇸Country#28,064 / 62.1k
Per project
$13k

$13k in the last 6 months

World#11,000 / 412k
🇺🇸Country#1,902 / 62.1k
Projects, last 6 months
1
0% fixed100% hourly
World#128,095 / 412k
🇺🇸Country#16,472 / 62.1k
Projects in all
1

Across 2 contracts

0% fixed100% hourly
World#360,674 / 412k
🇺🇸Country#53,151 / 62.1k

Earnings, last 30 days

$14kNothing earned in the last 30 daysBilled in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$13.6k$13.8k$14.0k$14.2kOct 8Oct 23Nov 7

Skill rankings: Top 4% in Virtual Assistance

Ranked by MRR among everyone on Upwork with the skill.

  1. #199Customer Experience2,788 freelancers · 🇺🇸 #41Top 7%
  2. #1,042Virtual Assistance29,113 freelancers · 🇺🇸 #144Top 4%
  3. #1,228Project Management18,568 freelancers · 🇺🇸 #378Top 7%