Tory Belloise

Experience

1. Apr 2026 – Present

   Director of Operations & TechnologyNow

   Sunny Orange Stays

   Dublin, Ireland. Remote.

   Operations & team

   • Supervise the Vacation Rental Specialist team, directly overseeing guest experience and satisfaction.
   • Direct day-to-day operations across the vacation rental portfolio.
   • Manage guest messaging and automated guest journeys.
   • Manage guest accounts.
   • Prepare month-end and year-end reporting.
   • Oversee payroll and benefits administration.

   Revenue & growth

   • Lead revenue management, setting rental property pricing using a range of pricing tools and market research.
   • Identify target areas, and create targeted online ads, physical ads, and mailers.
   • Prepare revenue projections for current and prospective properties.
   • Support new owner outreach to grow the rental portfolio.

   Technology & marketing

   • Build and maintain sunnyorangestays.com, and manage website and marketing vendors, including Bluetent and BuildUp Bookings.
   • Plan and run marketing and advertising campaigns, and create social media content and posts.
   • Lead all brand design, from online content to physical street signs, guest guidebooks, help documents, and more.
   • Set up AI assistants that automate operational workflows.
   • Manage the technology and systems behind guest operations.

   Built Sunny Central, an in-house operations portal

   Where the team runs every part of the business, from the first owner lead to the last guest review. Designed and built in-house, and still growing.

   Reservations & guests

   • Every reservation synced live, with list, calendar and detail views
   • Multi-home trip bookings
   • Quote builder: send guests a quote page with live prices and booking links
   • Online guest check-in
   • Guest ID verification and card-proof uploads
   • Guest watch list that blocks flagged guests at checkout
   • Apple Wallet stay passes
   • Abandoned-booking recovery
   • Cancel-for-any-reason and damage-protection claims

   Guest communications

   • Phone app: calls, texts, voicemail and recordings, with AI summaries and transcripts
   • Messages, calls, and texts in one hub
   • Communication analytics across every channel
   • AI tone review of team replies

   Reviews & quality

   • Review import and AI theme analysis
   • Review performance for every home
   • Google review replies
   • Weekly review reports
   • Owner review summaries
   • Housekeeping and housekeeping-fee audits

   Owners & agreements

   • Owner CRM with call, text and email history and AI notes
   • Month-end statement review for each manager
   • Agreements and e-signatures, with templates, bulk sending and a signer address book
   • Owner onboarding and offboarding checklists
   • Hurricane-preparation intake from owners

   Sales & owner growth

   • Sales CRM with a pipeline, tasks and automated text, email and postcard sequences
   • Market map of county parcels and rentals for finding new owners
   • Direct-mail studio for printed postcards to the US and Canada
   • One-click rental income estimates from an address
   • Owner proposals with photos, an estimate, and a tracked web page and PDF
   • AI Designer that suggests listing upgrades and draws the result

   Revenue & insights

   • Company performance KPIs
   • Booking pace and pricing
   • Performance for every owner
   • AI search visibility: referrals, crawler activity and citation tests

   Finance & compliance

   • Quotes and estimates
   • Inventory, with owner invoices drawn from stock
   • Refund requests and tracking
   • Cleaning fees and margins for every home
   • Licence and tax-filing tracker for every home

   Marketing

   • Social posting across networks, with AI drafting and analytics
   • Email newsletter campaigns
   • Website pricing and listing management
   • Trackable QR codes

   Team & HR

   • Task boards and projects, with sub-tasks
   • SOP library
   • Notes and follow-ups
   • Time off, with paid-day tracking
   • HR and payroll sync
   • Weekly check-ins
   • End-to-end encrypted team chat
   • Video meetings with recordings, transcripts and AI notes
   • Booking pages for meetings with the team
   • Encrypted team password vault with a browser extension

   Platform

   • Search across everything
   • In-app notifications
   • Built for phones as well as desktops
   • AI connector, so AI assistants can work in Sunny Central for a signed-in teammate
   • A white-label version for sister companies

2. Apr 2022 – Present

   Genealogist

   Now Citizens

   Ireland. Remote, part-time.

   Genealogy research for Italian and Irish dual citizenship.

3. 2013 – Present

   Belloise Real Estate

   1. Jul 2020 – Present

      Licensed Associate Broker

      Clearwater, FL. Hybrid, freelance.

      Show details for Licensed Associate Broker

      • Upgraded a Florida real estate license to broker associate.
      • Advise buyers and sellers through residential and commercial transactions.
      • Prepare valuations, market research, and comparative analyses.
      • Market properties, negotiate contracts, and carry transactions through closing.

   2. May 2018 – Dec 2021

      Office Manager

      Clearwater, FL. On-site.

      Show details for Office Manager

      • Managed day-to-day office operations, including reservations, scheduling, and communication with guests and owners.
      • Oversaw invoicing, reporting, and compliance with company policy and local regulations.
      • Coordinated maintenance and housekeeping so properties were ready for guests.
      • Put organizational systems in place for the office.

   3. May 2018 – Jul 2020

      Licensed Real Estate Agent

      Clearwater, FL. Freelance.

      Show details for Licensed Real Estate Agent

      • Assisted buyers and sellers with residential and commercial transactions.
      • Developed marketing to present properties to prospective buyers.
      • Negotiated contracts and managed transactions.

   4. Jul 2013 – May 2018

      Vacation Rental Specialist

      Clearwater Beach, FL

      Show details for Vacation Rental Specialist

      • Answered renter inquiries and booked stays.
      • Matched guests with a rental home.
      • Kept owners up to date on their homes, including internet and in-home technology.

4. Jan 2020 – Apr 2026

   Director of Operations

   Florida Vacation Rental Company

   Dublin, Ireland. Remote.

   Show details for Director of Operations at Florida Vacation Rental Company

   • Oversaw day-to-day operations, including property management, guest services, maintenance, and housekeeping.
   • Worked with the team on long-term plans for the business.
   • Drove process improvements in daily operations.

5. Oct 2020 – Dec 2023

   Mortgage Originator

   Moneylink Mortgage Inc.

   Clearwater, FL

   Show details for Mortgage Originator at Moneylink Mortgage Inc.

   • Guided clients from mortgage application through closing.
   • Reviewed financial profiles and explained products, rates, and lending regulations.
   • Worked with real estate agents, underwriters, loan processors, and referral partners.

6. Jun 2017 – Jan 2018

   Sales Associate

   T-Mobile

   Tallahassee, FL

   Customer sales, technology demos, and small-business leads.

7. Jun 2016 – Dec 2017

   Office Manager

   Five Palms Resort

   Clearwater Beach, FL

   Show details for Office Manager at Five Palms Resort

   • Managed the resort website and listings on Airbnb and VRBO.
   • Applied digital marketing to those listings.
   • Oversaw daily front-office operations, including check-in and check-out.

8. Sep 2016 – Jul 2017

   Mobile Sales Associate, Apple Master

   Best Buy

   Tallahassee, FL

   Sold phones and plans for AT&T, Verizon, and Sprint, and advised customers on Apple products.