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Gerardo P.
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Gerardo P.

Chief of Staff / EA to CEOs | 10 Years | Bilingual EN/ES

For the past 10 years, I've operated as the right hand to CEOs, Founders, and Presidents across technology, engineering, consulting, and AI, running the operational backbone so they can stay focused on growth. My work has evolved from pure executive support into building the systems, processes, and documentation that let a growing company scale without the founder becoming the bottleneck. Most recently, I supported operations and client experience for a boutique consulting firm, where I rebuilt their inbox and workflow systems, restructured client-facing processes into repeatable templates (agreements, onboarding sequences, SOPs), and managed Dubsado and Airtable implementation from the ground up. Before that, I was executive assistant to the CEO of Novien, an engineering firm, managing his full schedule, communications, travel, and day-to-day operations as his primary point of contact — earning a strong performance review and bonus during my tenure. I also supported the executive team at Tortora Brayda Institute, a think tank specializing in artificial intelligence and cybersecurity, giving me a natural fit with tech-forward and innovation-driven leaders. What I bring to every engagement: → Operations & process design — SOPs, workflow systems, documentation that scales with the business → Full calendar, travel, and inbox management → CRM and client systems (Dubsado, HubSpot), project tools (Airtable, Notion, Asana, ClickUp), and expense tracking (QuickBooks) → Bilingual communication in English and Spanish → Discretion, proactivity, and a bias toward building the system rather than just doing the task once I'm available for full-time or part-time remote engagements and typically respond within a few hours. If you need someone who can run point on operations and keep you personally organized, let's talk.

🇺🇸Belvidere, United States$30/hr100% JSS5.00 (14)Since Jul 2017

Earnings and projects

MRR
$618

Last 6 months ÷ 6

World#69,022 / 412k
🇺🇸Country#10,499 / 62.1k
Revenue, last 30 days
$4k

Last 6 months: $3.7k

World#8,328 / 412k
🇺🇸Country#2,389 / 62.1k
Total earnings
$140k

Billed in all: $144k

World#25,832 / 412k
🇺🇸Country#5,696 / 62.1k
Per project
$8.2k

$3.7k in the last 6 months

World#20,218 / 412k
🇺🇸Country#3,362 / 62.1k
Projects, last 6 months
1
0% fixed100% hourly
World#128,092 / 412k
🇺🇸Country#16,472 / 62.1k
Projects in all
17

Across 23 contracts

35% fixed65% hourly
World#149,089 / 412k
🇺🇸Country#21,514 / 62.1k

Earnings, last 30 days

$144k+$4k earned in the last 30 daysBilled in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$138k$140k$142k$144kOct 8Oct 23Nov 7

Skill rankings: Top 11% in Research Summary

Ranked by MRR among everyone on Upwork with the skill.

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  6. #612Spanish3,288 freelancers · 🇺🇸 #46Top 19%
  7. #709Asana3,013 freelancers · 🇺🇸 #107Top 24%
  8. #744Slack3,033 freelancers · 🇺🇸 #66Top 25%