Raina O.Private profile: Upwork shows its earnings only to signed-in members, so we check it every few weeks, not daily. MRR here is a rough estimate (Upwork's six-month earnings ÷ months active). Last read Nov 5, 2026.

I help businesses untangle complex workflows, implement and connect software, troubleshoot systems, and turn messy processes into practical, workable solutions. My background combines technical operations, systems integration, travel technology, and hospitality operations, giving me a practical understanding of both the systems businesses use and the day-to-day processes behind them. For more than 10 years, I’ve worked with software platforms and operational systems across the travel and short-term rental industries. My experience includes: Systems Integration & Technical Operations * Integrating and distributing property listings across OTA platforms * Channel mapping and optimization * Calendar and availability synchronization * PMS, channel manager, and OTA troubleshooting * Investigating integration and connectivity issues * Software implementation and configuration * Workflow improvement and process automation * Testing and troubleshooting system behavior * Building practical workflows around the tools a business already uses Travel & Airline Operations * Airline reservations and ticketing * GDS-based travel booking workflows * Flight and hotel reservations * Itinerary management * Fare and booking-rule handling * Ticket changes, cancellations, and related travel support * Travel agency operations and customer coordination Hospitality Technology * Airbnb, Vrbo, Booking .com and other OTA platforms * Property-management and channel-management systems * Guest communication workflows * Automated check-in/check-out instructions and FAQs * Listing distribution and synchronization * Supporting businesses transitioning from manual processes to more organized systems I’ve worked with platforms including Guesty, Streamline, Rentals United, Hostaway, Lodgify, Newbook, Kigo, Hospitable/Smartbnb, PriceLabs, Zoho Desk, HubSpot, Salesforce, Xero, WordPress, Google Workspace, and other business tools. What I enjoy most is the part where something isn't working and someone needs to figure out why. I like digging into a process, understanding how the pieces connect, finding the bottleneck, and turning it into something that works more smoothly. I’m comfortable learning unfamiliar software and figuring things out independently rather than waiting for someone to walk me through every step. I’m particularly interested in working with businesses that need help with technical operations, software implementation, integrations, workflow improvement, SaaS operations, and automation. If your systems are connected but not behaving the way they should—or if a process has become unnecessarily complicated—I enjoy untangling it.