Please mention DailyRemote when applying
This is a remote position.
We are hiring immediately — this is an urgent opening and we are ready to move fast for the right candidate.
About the Role
We are a growing U.S.-based property management company seeking an experienced IT Operations and Business Systems Administrator to join our remote team. This is a full-time, senior-level position that owns the day-to-day administration of a broad suite of third-party SaaS and B2B software platforms that power our daily operations.
This is not a helpdesk or entry-level IT role. We need someone who is genuinely comfortable owning a wide range of operational systems independently, building and following SOPs, and solving problems across multiple platforms without being walked through every step. You will report directly to our executive leadership team and be trusted to keep our technology ecosystem running smoothly, securely, and at scale.
If you have a strong IT operations or systems administration background and you thrive in a high-autonomy remote environment — we want to hear from you right away.
Schedule & Work Arrangement
Full-time — 40 hours per week
Remote — work from home
Hours: U.S. business hours (availability and responsiveness during core U.S. time zones required)
Start: As soon as possible — this role is open now and we are actively interviewing
What You Will Do
Daily
Monitor and triage shared company inboxes, routing messages per established procedures
Complete internal IT support tickets within a 24-hour SLA, including:
Sending e-signature documents to clients and team members
Monitoring and resolving booking platform support cases
Deactivating listings and cancelling associated reservations
Creating user accounts for new clients and team members
Recording and approving PTO and overtime submissions
General troubleshooting across company software systems
Administer DocuSign end-to-end: distribute completed documents and maintain records in Airtable
Provide general oversight, maintenance, and monitoring of company software systems
Three Times Per Week (Monday / Wednesday / Friday)
Review accounting reporting to identify delinquent accounts; take appropriate action on associated listings and coordinate with account managers
Coordinate the new listing review process: confirm readiness, audit setup across platforms for compliance with company standards, and resolve issues before go-live
Weekly
Review and resolve listing issues flagged by team members across booking and internal platforms
Audit listings pending deactivation for outstanding reservations
Resolve system notifications regarding listing issues
Download performance data, update internal pricing database, and upload pricing adjustments across pricing platforms
Bi-Weekly
Audit key platforms for setup accuracy, organization, and common configuration issues
Review future calendar availability to confirm booking windows are operating correctly
Quarterly
Audit listing booking-window settings and confirm configuration with account managers
As Needed
Develop new SOPs and systems to support company growth
Own vendor relationships and manage software vendor accounts
Onboard new employees: provision accounts and provide basic training on company systems
Maintain oversight of team member hardware
Oversee cybersecurity practices: manage spam and phishing reporting, educate team members on best practices, and advise leadership on appropriate SMB cybersecurity standards
Systems You Will Work In
You do not need to know every system on day one — but you need to be the type of person who picks up new platforms quickly and independently. Prior experience with any of the following is a strong advantage:
Booking & Distribution: Airbnb, Vrbo, Homes & Villas by Marriott Bonvoy
Property Operations: Hostaway (core property management system), Operto, PriceLabs, Buildium, Safely Portal
Database & Automation: Airtable (hands-on experience required), Make (Make.com)
Finance & Accounting: QuickBooks, Stripe
Communication & Productivity: Google Workspace (GSuite), DocuSign, Glue, Fathom
Sales & Marketing: Google Ads, Meta Ads Manager, Vintory, Instantly
Website: WordPress, SiteGround
HR & Workforce: Workyard
A Note on Communication and Multitasking
These are non-negotiable for this role. This position requires constant coordination across approximately 15 team members who are each handling different tasks at any given point in time. You will be the connective tissue between those moving parts. Candidates who struggle with juggling multiple priorities simultaneously, or who are not confident and clear communicators across all channels, will not be successful here. If you are excellent at both, you will thrive.
Required Qualifications
5 or more years of experience in an IT operations, systems administration, or software/database administration role
Hands-on experience with Airtable or similar database-driven platforms — this is required, not preferred. Comfort with linked records, views, and structured data is essential
Demonstrated ability to independently learn, configure, and administer a wide range of SaaS platforms without formal vendor training
Strong troubleshooting skills with the ability to manage a high volume of support requests and consistently meet SLA deadlines
Excellent written English communication skills — you will regularly coordinate across account managers, regional managers, and executive leadership
Comfortable working independently in a high-autonomy remote role with minimal day-to-day supervision
Basic cybersecurity awareness including phishing and spam identification and SMB best practices
Available and responsive during core U.S. business hours
Preferred Qualifications
Experience in the short-term rental, hospitality, or property management industry — this is a strong plus
Familiarity with vacation rental software such as property management systems, channel managers, or dynamic pricing tools (Hostaway, PriceLabs, Vrbo/Airbnb professional tools, Operto)
Experience with no-code/low-code automation platforms such as Make.com
Technical Requirements:
*Internet speed: Minimum 50 Mbps upload and download (wired connection strongly preferred).
*A verified backup internet connection is required — mobile phone hotspots are not acceptable as backup.
*Dedicated wireless dongles or secondary ISP connections are acceptable backup solutions.
*Backup power source required (UPS or generator) to maintain connectivity during outages.
*Quiet, professional workspace suitable for voice work — free from background noise and interruptions.
*Noise-canceling headset required.
*Reliable computer with sufficient processing power to run software systems and softphone simultaneously.
*You must have Windows 11 or the most recent Apple OS / Update
Compensation & Payments
Competitive hourly rate
On-time payments, every time
Payments processed via Wise
Training & Support
Direct client training provided — you are never thrown in blind
Dedicated Account Manager as your point of contact
Stable, long-term placement with a growing U.S.-based company
Exposure to a wide range of modern SaaS platforms
Potential for increased responsibilities as the company scales
Tenure recognition for long-term team members
Clear escalation paths — you always know who to go to
Work Environment
100% remote — work from home
U.S.-based company with structured operations
Stable, long-term account placements (not gig-style work)
Supportive team culture across all accounts
Growth & Experience
Build your U.S. industry experience
Exposure to multiple practice types and platforms
Potential for increased hours or additional accounts based on performance
Strengthen your resume with verified, legitimate U.S. client experience
Recognition
Tenure recognition for long-term team members
We value loyalty and recognize those who grow with us
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