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Systems Specialist; LATAM

Remote / Online - Candidates ideally in
Paducah, McCracken County, Kentucky, 42001, USA
Listing for: Win & Winnow
Remote/Work from Home position
Listed on 2026-02-14
Job specializations:
  • IT/Tech
    IT Support, Cybersecurity, Data Analyst
Salary/Wage Range or Industry Benchmark: 60000 - 80000 USD Yearly USD 60000.00 80000.00 YEAR
Job Description & How to Apply Below
Position: Systems Specialist (LATAM)

Systems Specialist

Purpose:

Improve lives through accessible information by scaling the tech that powers how Winnowers work and how Customers experience us.

About Win & Winnow

We’re a global team of Winnowers making information accessible. We blend content management services, digital accessibility, and smart tech to remove communication barriers—guided by our values:
Transparency, Gratitude, Commitment, Accountability, Respect, Excellence.

You might be a fit if you…

Love turning real user problems into simple, secure, automated solutions; enjoy partnering across teams; and get energy from piloting AI responsibly to boost accessibility and quality.

What you’ll do (outcomes, not just tasks) Strategy & Innovation (AI + Accessibility)
  • Ship a 12-month tech & innovation roadmap tied to company strategic objectives and KPIs—prioritizing projects that improve accessibility service offer, quality, and delivery speed.
  • Pilot AI/automation use cases (e.g., QA assistance, content checks, workflow orchestration) with clear success criteria and guardrails.
  • Partner across teams to surface real challenges and turn them into opportunities that move our Strategic Objectives and KPIs.
  • Translate operational and client needs into simple, adoptable technical solutions that improve accessibility, quality, and efficiency.
  • Lead client-facing demos as the subject‑matter expert, showcasing value and gathering feedback to inform the next iteration.
Core Systems & Automation
  • Map and rationalize our tech stack (SSO, hostings and domains, PM/TMS/CAT, QA tools); close redundancy, reduce cost, and document data flows.
  • Automate key handoffs across teams (e.g., intake → PM → QA → billing) using APIs/low‑code tools; publish SOPs.
IT Infrastructure & Security
  • Keep our foundations reliable and secure: endpoint management, backups tested, access reviews, incident response, turn findings into improvements, collaborate with external IT support partners.
  • Own day‑to‑day support excellence: meet or beat response/resolution targets, with clear communications and simple self‑service.
Partnering & Enablement
  • Be the technical liaison with vendors, partners and platform providers; get the best from our tools.
  • Enable Winnowers with short, accessible training (Winnow Learning) and job aids so changes stick.
Your experience & strengths
  • 3–5 years in a hands‑on tech/IT/solutions role (SMB or scale‑up environment).
  • Fully bilingual in English and Spanish.
  • Comfortable across identity/SSO, device management, SaaS administration, and workflow automation (APIs, scripts, Notion, or similar).
  • Pragmatic understanding of security practices (incident response, basic risk management).
  • Nice to have: exposure to localization/accessibility tech, basic Python/JS.
  • A Continuous Improvement Mindset (Efficiency & Adaptability).
How we work
  • 💻 Remote‑friendly, Work From Anywhere. We collaborate with smart overlap between team members; we value outcomes over hours.
  • 🧠 Strategic Objectives & KPIs. We align on clear goals, review regularly, and celebrate learning as much as delivering.
  • 🧘♀️ Wellbeing Program. Support to keep you energized and balanced.
  • 🌴 Extended PTO. Time to rest and reset—because recovery fuels great work.
  • 🎂 Birthday day off. It’s your day—go enjoy it.
  • 📚 Continuous learning. Real opportunities to grow skills and careers (Winnow Learning).
  • 🌟 Purpose‑driven culture. Your ideas matter here, and your impact is real.
The basics
  • Level: Individual Contributor (no direct reports)
  • Reports to:

    Ops Manager
  • Location:

    Remote (preference for overlap with Europe ±3h)
  • Type:
    Full‑time
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