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Controller Multi-Brand Vacation Rental Platform (Remote, US-Based)

May 11, 2026

<h4>Controller – Multi-Brand Vacation Rental Platform (Remote, US-Based)</h4> Salary: $110K base + performance bonus (OTE ~$150K) <h4>About Stayd Holdings</h4> Stayd is a fast-scaling, multi-brand vacation rental platform managing thousands of properties across multiple markets. We are building a unified platform with: <ul><li>Standardized systems (NetSuite + TopKey)</li><li>Institutional-grade financials</li><li>Operational excellence across every brand</li></ul> We are building industry-leading accounting infrastructure to drive financial clarity, trust, and scalable growth across every property and market we serve.. <h4>The Role</h4> We are hiring our first HoldCo Controller to build and lead the finance engine behind multiple brands. This is a build-and-scale mandate, not a steady-state accounting role. You will own: <ul><li>Multi-entity accounting across all brands</li><li>Month-end close and consolidated reporting</li><li>Owner statements (by the 5th) and distributions (by the 10th)</li><li>NetSuite and TopKey implementation</li><li>Building and leading a lean accounting team (onshore and nearshore)</li></ul> <h4>What You Bring</h4> <ul><li>7+ years of accounting experience, including Controller or equivalent senior finance leadership role</li><li>Experience with multi-entity or holding company structures</li><li>Strong GAAP and consolidation knowledge</li><li>ERP implementation experience (NetSuite preferred)</li><li>Systems-oriented with a willingness to be hands-on early</li><li>Experience with M&A accounting, including acquisitions, integrations, and purchase accounting</li><li>Bonus: experience in short-term rentals, property management, real estate, or hospitality</li></ul> <h4>What Success Looks Like</h4> <ul><li>Clean, fast, and reliable monthly close</li><li>Near-zero errors in owner reporting</li><li>All brands operating on a unified finance stack</li><li>Financials trusted by founders, lenders, and future buyers</li></ul> <h4>What Success Looks Like (30 / 60 / 90 Days)</h4> 30 Days <ul><li>Assess current entity structures, accounting workflows, and reporting gaps across brands</li><li>Evaluate readiness for NetSuite + TopKey implementation</li><li>Identify risks in close process, owner reporting, and controls</li><li>Review any active or recent acquisitions and understand current M&A accounting treatment</li></ul> 60 Days <ul><li>Begin standardizing close processes, reporting formats, and controls across entities</li><li>Establish clearer month-end ownership and timelines</li><li>Support integration of newly acquired brands into unified accounting structure</li><li>Implement consistent M&A accounting practices, including purchase accounting and opening balance alignment</li></ul> 90 Days <ul><li>Own end-to-end HoldCo close and consolidated reporting</li><li>Ensure newly acquired entities are fully integrated into systems, reporting, and controls</li><li>Establish repeatable M&A integration playbooks for future acquisitions</li><li>Improve reliability and accuracy of owner reporting and financial statements</li></ul> <h4>Why This Role</h4> <ul><li>Build a finance function from scratch, the right way</li><li>Work directly with high-performing, fast-moving founders</li><li>Be a key contributor to a future private equity recap or exit</li><li>High ownership, high impact, minimal bureaucracy</li></ul> <h4>Call to Action</h4> If you have built or want to build a multi-entity accounting engine that scales, apply or message directly. Compensation & Benefits: Salary: $110K base + performance bonus (OTE ~$150K)

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DISCLAIMER

Get Hired Faster With COMPANY_NAME!

1: COMPANY_NAME Smart Tools and Direct Employer Connections Help Speed Up Your Hiring Process

2: With Better Matches, Real-time Job Alerts, and Direct Employer Responses, COMPANY_NAME Helps Many Candidates Secure Interviews and Job Offers Within 15 to 30 Days!

3: The Type of Resume You Need to Get Priority Placement

4: Browse Full-Time, Part-Time, and Freelancing Roles With COMPANY_NAME

5: COMPANY_NAME Helps You Grow Your Career

6: The Easiest Way To Find A Job

7: Find Roles That Offer Growth, Culture & Benefits

8: Get Support With Resume, Interviews & Career Planning

9: Your Future Starts Today

10: Get Hired Within 15 to 30 Days With COMPANY_NAME

Controller Multi-Brand Vacation Rental Platform (Remote, US-Based)

Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

5. HOW DO YOU PROCESS INFORMATION?

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

8. HOW TO PRIORITIZE WORK?

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

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