Brian Olson

AI Safety Evaluator | Adversarial Testing | LLM & RAG Evaluation | Content Strategy

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Category: Hospitality & Guest Experience

I’ve written guest experience content at every stage of the travel journey — from the first spark of wanderlust to seamless in-stay guidance.

As a lead content writer for Stay Alfred (a nationwide urban vacation rental company) and a freelance contributor for Roami, I created high-converting hospitality content across 33 U.S. cities — including SEO-optimized city and event blogs, property descriptions, onboarding materials, and app-based guest messaging.

My work included:
• Travel and event SEO blogs and city listicles designed to inspire booking decisions
• Press releases, city profiles, restaurant and venue writeups to drive organic traffic
• On-brand email content, native app copy, in-unit signage, and wayfinding materials
• UX and procedural writing for web, app, and print — in close partnership with design teams
• Guest-facing brochures blending hospitality storytelling with functional UX clarity
• B2B and B2C campaign editing, content reformatting for partner platforms (Airbnb, HomeAway, Tripadvisor, Flipkey)
• CMS work (Kentico/Kontent), SEO optimization (meta tags, headers, LSIGraph), and publication scheduling
• Cross-team collaboration — contributing to hybrid standups, national stakeholder interviews, and brand-wide content alignment

At every stage, my goal was to balance warm, regional voice with precise, scannable details — delivering content that helped travelers:
✅ choose with confidence,
✅ navigate new cities with ease, and
✅ feel welcomed and cared for once they arrived.

This section includes a selection of city guides, event blogs, guest onboarding content, and hospitality UX writing — designed to support traveler experience and guest satisfaction in a highly competitive short-term rental market.

October 6, 2025December 8, 2025briolson69

LLM Prompt & Evaluative Rubric Writing for Hospitality Company

November 22, 2023June 2, 2025briolson69

11 Things to Do in Winter in Miami and New Orleans

September 14, 2023June 2, 2025briolson69

Things to Do in Miami/South Florida Before the Tourists Return

May 11, 2022June 2, 2025briolson69

Email: Vacation Rental Guests example

May 11, 2022June 2, 2025briolson69

LinkedIn Post Copy Mockup

November 10, 2020June 2, 2025briolson69

Thanksgiving Meals The Local Way In 33 US Cities with Links to Great Recipes

January 25, 2020June 2, 2025briolson69

Fun Things to Do in New Orleans with Kids

January 24, 2020June 2, 2025briolson69

Where to Stay in Portland, Oregon

January 23, 2020June 2, 2025briolson69

Things to Do in Fort Worth

January 22, 2020June 2, 2025briolson69

How to Blend In with… THE SEATTLEIIIITES!

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