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Virtual Assistant – Up Systems & Ops Specialist

Remote / Online - Candidates ideally in
Colorado Springs, El Paso County, Colorado, 80509, USA
Listing for: Better Talent
Remote/Work from Home position
Listed on 2026-02-28
Job specializations:
  • Administrative/Clerical
    Virtual Assistant/ Remote Admin, Office Administrator/ Coordinator
Salary/Wage Range or Industry Benchmark: 5 - 8 USD Hourly USD 5.00 8.00 HOUR
Job Description & How to Apply Below
Position: Virtual Assistant – ClickUp Systems & Ops Specialist

DESCRIPTION COMPANY OVERVIEW

As a top-performing short-term rental hosting company with 80+ properties specializing in Airbnb, our mission is simple: to create stand-out guest experiences for everyone who comes to stay with us.

How are we doing that?

We prioritize people in everything we do. Because we’re people-centered, we strive to add value to our guests' lives by consistently providing beautiful, well-maintained spaces with superior customer service while offering our team a rewarding and positive work environment.

Our core values are:


Have Fun. This value is so important for remaining sane in the fast-paced world we live and work in. When you enjoy the people you work with and your environment, it’s so much easier to focus your passion on creating engaging content that will drive our brand forward.


Say Yes. If you have the space or a little extra time to help another teammate, say yes! No one should have to face a tough problem alone, so let's choose to help each other and make each other’s days a bit brighter.


Be Wrong. Mistakes are how we learn and improve. Five Star Bnb is a place where it’s okay to make mistakes, and we want to talk about them so the rest of the team can learn, too.


Embrace the Unexpected. We never know what we will encounter here on a daily basis, and that's okay! Together, we embrace whatever comes our way and combine our creativity to find the right solution.


Take pride. Take pride and ownership of our spaces and what we offer to our guests. Our team brings these spaces to life with careful craftsmanship and inspired minds, fueled by the anticipation of families reuniting, love igniting, friends gathering with laughter, and creating unforgettable memories. You'll be part of our big vision when you work with us as our Social Media Manager.

If you would like to learn more about us, please see our company page here:

POSITION SUMMARY

Five Star Mountain Rentals is looking for a highly experienced Virtual Assistant – Click Up Systems & Ops Specialist to help us build, refine, and optimize our systems and operations in Click Up. This is a contractor role, working with us on a project-by-project basis, with the opportunity for bonuses upon successful completion of projects.

Our company is small but mighty. We thrive on collaboration, flexibility, and a shared passion for building something amazing together. If you’re a systems thinker who loves streamlining processes, thrives in Click Up, and is comfortable with screen sharing and real-time collaboration, we’d love to work with you.

RESPONSIBILITIES
  • Build and optimize Click Up workflows, automations, and SOP templates for operations, cleaners, and admin teams.
  • Create and maintain documentation for new systems to ensure ease of use and adoption.
  • Partner with leadership to identify and implement process improvements.
  • Collaborate with the team via Slack and Open Phone, staying responsive during US daytime hours (MDT).
  • Track time accurately and use screen monitoring software during billable hours.
QUALIFICATIONS
  • Experienced Click Up Pro with strong knowledge of advanced automations, dashboards, and templates.
  • Organized and process-minded, skilled at spotting inefficiencies and building systems to solve them.
  • Tech-savvy communicator, comfortable using Slack, Open Phone, and other collaboration tools.
  • Proactive and detail-oriented, taking ownership, anticipating needs, and delivering high-quality work.
  • Reliable and professional, with a strong internet connection, willingness to use time-tracking tools, and availability during US daytime hours (MDT).
COMPENSATION &

SCHEDULE:

Hourly Rate: $5–$8 per hour, based on experience.

Bonuses: Eligible for bonuses tied to successful project completion and performance.

Schedule: Contractor position. Flexible, but must be available for regular check-ins during US daytime hours (MDT).

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