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Alvin S.
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Alvin S.

Operational Systems Architect - Automation & AI Workflows

I help SaaS companies, agencies, and government teams deliver complex technical projects on time, without the chaos. I bring 15 years of experience across Fortune 100 enterprise technology and US government digital transformation. At Hewlett Packard Enterprise, I managed a multi-billion-dollar global portfolio spanning 150+ countries and helped reduce deployment timelines. My work included large-scale technology delivery for organizations such as **McDonald’s (24k stores), Home Depot (6k stores), and Disney Parks**. At Granicus, I led digital transformation initiatives for the public sector, helping the US government organizations modernize how citizens access essential services. With 6 years of UpWork freelance experience, I’ve completed 25+ Upwork projects and 5,000+ hours of work, maintaining a 100% Job Success Score. ### What I Deliver – **End-to-end technical project management** — discovery → planning → development → UAT → deployment → rollout – **Custom software & web applications** — SaaS products, internal tooling, operational dashboards – **Automation architecture** — n8n, Make, APIs, and custom integrations, with maintainable runbooks – **AI-assisted workflows** — OpenAI and Anthropic integrated into real business systems and CRMs – **Chat Bot deployments** — multi-inbox, multi-agent, and white-label-ready environments – **CRM & SaaS operations** — process optimization, sprint planning, operational workflows, and cross-functional coordination – **Fractional technical leadership** — for founders and operations leaders who need an experienced technical operator without adding a full-time executive ### How I Work **Written scope before implementation. Written handoff after delivery.** Every system I deliver is designed with: – Clear requirements and acceptance criteria – Documentation and operational runbooks – Recovery and troubleshooting procedures – Change tracking and version history – Clear ownership and handoff – Communication appropriate for both engineering teams and executives I optimize for **the third year of the system, not the first week**. ### Who I Am Bilingual English/Spanish technical project leader based in San José, Costa Rica (GMT-6), available across US and EU time zones. My background combines enterprise-scale delivery, government digital transformation, SaaS operations, software development, automation, and technical project management. I operate under a written doctrine. Clients see the standards from day one because the same discipline that governs the systems I build governs how I run the engagement. If you need a senior operator who has delivered technology at **Fortune 100 and government scale**, communicates clearly, takes ownership, and builds systems designed to last. **let’s talk.**

🇨🇷San Jose, Costa Rica$35/hr100% JSS4.02 (21)Since Aug 2017

Earnings and projects

MRR
$661

Last 6 months ÷ 6

World#66,132 / 412k
🇨🇷Country#95 / 515
Revenue, last 30 days
$1.8k

Last 6 months: $4k

World#23,992 / 412k
🇨🇷Country#47 / 515
Total earnings
$129k

Billed in all: $135k

World#28,966 / 412k
🇨🇷Country#47 / 515
Per project
$4.6k

$992 in the last 6 months

World#37,775 / 412k
🇨🇷Country#107 / 515
Projects, last 6 months
4
0% fixed100% hourly
World#51,813 / 412k
🇨🇷Country#31 / 515
Projects in all
28

Across 34 contracts

32% fixed68% hourly
World#103,224 / 412k
🇨🇷Country#56 / 515

Earnings, last 30 days

$135k+$1.8k earned in the last 30 daysBilled in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$133k$134k$135k$136kOct 8Oct 23Nov 7

Skill rankings: Top 18% in Project Management Professional

Ranked by MRR among everyone on Upwork with the skill.

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  8. #333Logistics Management1,496 freelancers · 🇨🇷 #2Top 22%