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Katherine S.
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Katherine S.

Fractional Chief of Staff | Operational Accountability & PMP

Your job is not to hire another assistant. Your job is to make sure the system runs. That's exactly what I do. I'm Katherine — a PMP-certified Fractional Chief of Staff and Operations Leader with 15+ years serving as the operational backbone for executives, founders, and senior leaders. I don't wait to be asked what needs to happen next. I already know. And I make sure it does. What I bring to every engagement: ✅ Operating rhythm ownership — I run daily huddles, weekly check-ins, and leadership cadences that keep teams accountable without adding bureaucracy. Meetings end with decisions and clear owners. ✅ Commitment and follow-up discipline — I track what was said, who owns it, and whether it got done. I will follow up as many times as it takes, calmly and professionally. Nothing falls through the cracks on my watch. ✅ Comfortable holding the leader accountable — including the business owner. That's not a red flag to me. It's the job. ✅ Intake and prioritization — I manage the flow of new requests, assess against strategic priorities, and make sure teams are working on the right things at the right time. ✅ AI-enabled operations — I use AI tools daily to accelerate documentation, meeting summaries, status synthesis, and communications. I build systems that reduce manual work, not add to it. ✅ Process improvement — I identify recurring breakdowns, build the checklists and SOPs that prevent them, and leave every engagement more organized than I found it. I have served as fractional CoS and executive operations partner for civic organizations, EdTech companies, and nonprofit leaders. I've managed the largest transportation initiative in North Carolina's history and stabilized a nonprofit housing program for the City of Columbia, SC, when a previous PM left mid-engagement. I know how to walk into complexity and create order. Current client: Intuit for Education (through Lotus Impact Partners) — managing cross-functional operations for financial literacy programs reaching 15M+ students. I'm looking for long-term operating partnerships with founders and executives who need someone they can trust to keep the system running — not another task manager. If that's you, let's talk. Chief of Staff | Executive Operations | Operations Management | Project Management | Program Management | Administrative Support | Business Operations | Stakeholder Management | Process Improvement | Airtable | Salesforce CRM | Google Workspace | Asana | Meeting Facilitation | Executive Communications | AI Tools AI-Enabled Program Manager | Airtable Builder | Cross-Functional Operations

🇺🇸Chicago, United States$65/hr100% JSS5.00 (2)Since Dec 2018

Earnings and projects

MRR
$483

Last 6 months ÷ 6

World#79,471 / 412k
🇺🇸Country#11,779 / 62.1k
Revenue, last 30 days
$0

Last 6 months: $2.9k

Total earnings
$11k

Billed in all: $11k

World#186,401 / 412k
🇺🇸Country#29,959 / 62.1k
Per project
$5.7k

$2.9k in the last 6 months

World#30,645 / 412k
🇺🇸Country#5,062 / 62.1k
Projects, last 6 months
1
0% fixed100% hourly
World#128,096 / 412k
🇺🇸Country#16,472 / 62.1k
Projects in all
2
50% fixed50% hourly
World#328,890 / 412k
🇺🇸Country#47,959 / 62.1k

Earnings, last 30 days

$11.5kNothing earned in the last 30 daysBilled in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$11.2k$11.4k$11.6k$11.8kOct 9Oct 24Nov 8

Skill rankings: Top 18% in Program Evaluation

Ranked by MRR among everyone on Upwork with the skill.

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  8. #214Project Planning903 freelancers · 🇺🇸 #31Top 24%