Full Time
$700-$1100 US/ month
40
Feb 14, 2026
Sojourney is a STR (short-term rental) company looking for a fast-learning, long-term tea
If you love systems, learn quickly, and want to build a career in automations + AI inside a growing company, this role is for you.
What you’ll become responsible for (with training)
Building and improving automations using n8n, Click Up and GoHighLevel (GHL)
Supporting multiple departments with automations (operations, support, sales/marketing, onboarding, etc.)
Troubleshooting, debugging, and fixing automation errors independently (broken steps, API/webhook issues, data problems)
Creating workflows/templates for our clients and students (implementation + support)
Managing automation projects and documentation in ClickUp (tasks, updates, SOPs, handoffs)
Continuously learning new automation platforms and AI tools (different LLMs, agents, integrations) and helping our team apply them
This role is a fit if you are…
Looking to commit multiple years with one company and grow into a key role
A fast learner who takes initiative and adapts quickly
Comfortable taking feedback and improving fast (coachable)
Able to work quickly without sacrificing quality
Someone who enjoys problem-solving and can debug issues without needing constant help
Minimum requirements
Basic/intro understanding of automations (you’ve used or explored tools like n8n, Zapier, Make, GHL, or similar—even if not advanced yet)
Familiarity with APIs, webhooks, CRMs, Google Sheets, Slack, etc.
Can build basic workflows using n8n, Click Up and Go High Level
Strong troubleshooting mindset (you test, isolate problems, and verify fixes)
Clear communication and willingness to document your work
Interest or experience in STR / hospitality / property management (context matters)
What success looks like
Month 1: Understand our systems, start building simple workflows, and assist with troubleshooting
Month 2–3: Own automations end-to-end with minimal supervision, document consistently, improve reliability
Ongoing: Become the person responsible for automation quality across the company and help us stay current with new tools/LLMs
To apply
Please use 4 AP points when applying and include:
Weekly availability
Your automation exposure (what tools you’ve used and what you built—even small projects count)
A short note on your interest/experience in STR/hospitality/property management
One example of how you troubleshoot when something breaks (steps you take)
Please note: a test task workflow will be needed in order to be considered for the role if we contact you