Job Description

Aspire Software is looking for a AI Automation Engineer to join our team in Lebanon.

Here is a little window into our company: Aspire Software operates and manages wholly owned software companies, providing mission-critical solutions across multiple verticals. By implementing industry best practices, Aspire delivers a time sensitive integration process, and the operation of a decentralized model has allowed it to become a hub for creating rapid growth by reinvesting in its portfolio.

About the job:

This is the horizontal role of the three Leads, and a standalone one — same Lead level as the Support Operations Lead and Customer Success Lead, but leading a function, not a team. Where the Support Operations Lead owns support and the Customer Success Lead owns the customer journey, this Lead makes both run with less manual effort — mapping their processes and automating them — while owning installations and provisioning directly.

What's already in place: an AI Tier 1 support layer that fronts all support, and early onboarding automation (e.g., the go-live → billing hand-off). This role scales and deepens that across Operations.

Flagship focus areas

• Customer Onboarding — automate deal closed → setup → go-live: ticket creation, cross-system
• data sync, task orchestration, status tracking, and comms. (Partner: Customer Success Lead.)
• Installations & Provisioning — turn manual setup and configuration into scripted, repeatable, and where possible self-service processes.
• Enhance the AI Support Layer — our support already runs through an AI Tier 1 layer. Extend and improve it: better resolution and deflection, smarter routing, and readiness for the new web PMS (new content, new workflows, new edge cases). (Partner: Support Operations Lead.)

What you'll do

• Set the automation & AI roadmap for Operations — prioritizing opportunities with the Director and the two other Leads by impact.
• Map processes end-to-end and find where automation or AI fits.
• Build the automations yourself — API integrations across HubSpot, Zendesk, and internal tools; scripts (PowerShell / Python); scheduled jobs; and native workflows (HubSpot, Zendesk, Power Automate).
• Automate installations — scripted, templated, repeatable provisioning.
• Advance the existing AI Tier 1 layer — improve resolution/deflection, tune routing, and extend its coverage as the new web PMS rolls out.
• Apply AI more broadly — ticket triage/classification, data cleanup, drafting, and agent-style task automation using LLM tools (e.g., Claude).
• Own data & reporting — make the impact visible: time saved, faster cycle times, fewer errors.
• Work safely — dry-runs, staging, idempotency, documentation, and clean handoff to IT for production.
• Set the standard — reusable patterns and lightweight governance so automations are reliable and maintainable, not one-off hacks

Requirements

• Self-directed builder — owns the roadmap and standards and executes them personally;
• comfortable being the sole driver of the function.
• Comfortable with REST APIs (auth, JSON, pagination, rate limits).
• Scripting in PowerShell and/or Python.
• Hands-on with a CRM or ticketing platform (HubSpot and/or Zendesk) and its automation tools.
• Experience building or tuning AI/LLM workflows (e.g., support automation, classification, agents).
• Process mapping — sees where automation fits in a manual workflow.
• Solid data handling (CSV/Excel, matching/merging; SQL a plus).
• A test-first, careful mindset.

Nice to have

• iPaaS / data-sync tools (HubSpot Data Sync, Zapier, Make).
• Scripted provisioning / deployment experience.
• Git, and a background in SaaS, hospitality tech, or support operations.

Success looks like

• Onboarding and installations that largely run themselves.
• The AI support layer resolving more, routing better, and ready for the new web PMS.
• Reliable integrations that don't need babysitting.
• A measurable drop in manual work across Operations — visible to leadership.