Damilare Ashaolu

Available to hire

I’m Damilare Ashaolu, a vacation rental and property listing specialist who helps property owners set up, optimize, and manage short-term rental listings across channels like Airbnb and Vrbo.

About

I’m Damilare Ashaolu, a vacation rental and property listing specialist who helps property owners set up, optimize, and manage short-term rental listings across channels like Airbnb and Vrbo. I support listing content (descriptions, amenities, and photo presentation), review connectivity and calendar syncing to reduce issues like double-booking, and help improve pricing decisions through competitor and market research.

I also enjoy building direct-booking experiences by supporting vacation rental/guest websites with WordPress and SEO fundamentals, and by coordinating booking-related guest communication workflows. I’m familiar with tools such as Hostaway, Hospitable, Hostex, Lodgify, and PriceLabs, and I’m comfortable working remotely with clear instructions, SOPs, and steady progress updates.

  • 1 year's experience
  • Joined October 2026

Industry experience

  • Computers & Electronics
  • Healthcare
  • Travel & Hospitality
  • Energy & Utilities
  • Consumer Goods
  • Software & Internet
  • Manufacturing
  • Real Estate & Construction
  • Transportation & Logistics
  • Financial Services
  • Telecommunications
  • Media & Entertainment

Work experience

Website Development & Digital Property Marketing (Freelance) · FreelanceMar 2025 – Apr 2025 · 2 mos

Developed and improved vacation-rental and hospitality websites focused on clear property presentation and enquiry/direct-booking support. Completed a vacation-rental website and property-listing project (March–April 2025) to strengthen guest journey and direct-booking opportunities. Worked on an end-to-end short-term rental setup and optimization project for Posh Living LLC using Hostaway, aligning site support with channel operations and improve discoverability using SEO principles.

Digital Specialist · Apex Creative HubJan 2025 – Present · 1 yr 11 mos
Vacation Rental & Property Listing Specialist (Freelance, Remote) · FreelanceJan 2025 – Present · 1 yr 11 mos

Supported vacation-rental listing setup and optimization, including property descriptions, amenity details, and search-friendly content, with emphasis on strong presentation and accuracy. Assisted with channel-manager setup and workflows across vacation-rental platforms (Hostaway, Hospitable), focusing on correct listing connections and calendar synchronization to reduce double-booking risk. Conducted pricing and competitor research using tools such as PriceLabs to support rate strategy decisions. Helped manage guest enquiry and booking-related operations with timely, professional communication to improve guest experience. Supported property owners with direct-booking growth through website support, SEO, and booking-journey improvements, coordinating requirements and troubleshooting setup issues remotely.

Education

· Ekiti State University, Ado-Ekiti, Nigeria2019 – 2023

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