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Keaton S.
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Keaton S.

Chief Operations Officer (COO)

I help leadership turn chaos into profit, usually within the first week. Most businesses don't fail because of bad ideas. They stall because operations are messy, technology is duct-taped together, and the leadership team is stuck doing everyone else's job or babysitting initiatives. That's where I come in. Over the past 10+ years I've led 500+ complex projects as a COO, CIO, and project portfolio manager, helping companies from two-person startups to multi-million dollar organizations run leaner, ship faster, and actually enjoy the work again. What clients typically see within 30 days: - A clear operational roadmap with owners, deadlines, and measurable outcomes - SOPs and systems that cut busywork and reduce founder dependency - A technology stack that supports the business instead of fighting it - Team accountability structures that stick - Found profit, usually hiding in wasted spend, broken processes, or underused tools Where I help most: Operations - SOPs, project management, team accountability, onboarding systems, KPI design, and cross-departmental execution. Technology & Systems - IT roadmaps, software stack audits, vendor management, automation, AI integration, and data governance. Strategy & Growth - Business plans (lean to loan-ready), market expansion, diversification, risk management, and competitive research. Leadership - Executive coaching, hiring and training, culture building, and change management during pivots or scaling. Why clients keep me around: - I hit the ground running, no 30-day ramp-up - I create real value within the first week - I bridge operations and technology so neither side slows the other down - CCAT score of 37 (top-tier critical thinking and versatility) - I genuinely care whether your team has a good time at work How we'd start: A free 30-minute call to understand your situation, identify the highest-leverage problems, and decide together whether I'm the right fit. Not a sales call, just identification of needs. If you're a founder or executive who needs a steady hand to untangle operations, modernize systems, and give you your time back, send me a message and let's talk.

🇺🇸Apex, United States$120/hr100% JSS4.92 (23)Since Mar 2021

Earnings and projects

MRR
$8.8k

Last 6 months ÷ 6

World#1,702 / 412k
🇺🇸Country#758 / 62.1k
Revenue, last 30 days
$7.5k

Last 6 months: $53k

World#2,699 / 412k
🇺🇸Country#1,067 / 62.1k
Total earnings
$193k

Billed in all: $202k

World#16,231 / 412k
🇺🇸Country#3,894 / 62.1k
Per project
$4.2k

$18k in the last 6 months

World#41,126 / 412k
🇺🇸Country#6,868 / 62.1k
Projects, last 6 months
3
0% fixed100% hourly
World#66,479 / 412k
🇺🇸Country#8,998 / 62.1k
Projects in all
46

Across 49 contracts

49% fixed51% hourly
World#66,421 / 412k
🇺🇸Country#10,082 / 62.1k

Earnings, last 30 days

$202k+$7.5k earned in the last 30 daysBilled in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$190k$195k$200k$205kOct 8Oct 23Nov 7

Skill rankings: #1 in 1 skill of 19

Rarest: top 0.27% in Asana, of 3,013. Ranked by MRR among everyone on Upwork with the skill.

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  8. #10Business Planning & Strategy702 freelancers · 🇺🇸 #10Top 1%