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Home » Archives for Dylan Wacksman

All posts by : Dylan Wacksman

Castle Hotles Baseball

Castle Stacking Singles and Doubles

March 17, 2026
by Dylan Wacksman Hawaiʻi StuffHotel Management & Brand Moves

Castle Resorts & Hotels is quietly expanding its hotel footprint, adding new Oʻahu management contracts and soft-brand conversions as it builds momentum through steady deals rather than headline-grabbing trophy assets.

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Bill 9

Intent vs. Execution

March 17, 2026
by Dylan Wacksman Hawaiʻi StuffPolicy & Enforcement

Maui’s Bill 9 aims to phase out more than 6,000 short-term rentals, but rejected zoning carve-outs and likely court challenges highlight the ongoing collision between housing policy and the island’s visitor lodging reality.

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Green Fee

Right Pocket, Left Pocket, Slow Progress

March 17, 2026
by Dylan Wacksman Hawaiʻi StuffPolicy & Enforcement

Hawaiʻi’s Green Fee advisory council has proposed $126.4M in resilience and tourism projects, but a dispute over bond funding versus direct fee revenue, and new transparency demands, signals the program’s first political test.

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Deep_Dish_-_Depositphotos_39265273_XL

Deep Dish, Wrigley Field, and Highest Hotel Taxes

March 17, 2026
by Dylan Wacksman Industry StuffPolicy & Enforcement

Chicago hotels are backing a tax increase to fund tourism marketing, a move that echoes Hawaiʻi’s TAT history and raises a broader question about why destinations must tax visitors heavily and still fight to fund demand generation.

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Microscope

The Regulators are Sniffing Around Our Comp Sets

March 17, 2026
by Dylan Wacksman Industry StuffPolicy & Enforcement

Hotel benchmarking tools like STR are facing antitrust scrutiny in the U.S. and UK, raising questions about whether analyzing historical competitor data, or future AI pricing tools, could be viewed as reducing market competition.

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IHG Noted

Another day, another brand

March 17, 2026
by Dylan Wacksman Hotel DevelopmentIndustry Stuff

IHG’s new Noted Collection pushes major hotel brand counts even higher, raising a broader question: are expanding brand portfolios about traveler choice, or a strategy to capture more hotels, fees, and market share?

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Adara x Sojern

The Adara–Sojern “Two Brand” Strategy Didn’t Last Long

March 17, 2026
by Dylan Wacksman AI & Travel TechBookings & Distribution

RateGain is integrating Adara’s traveler intent data into Sojern’s advertising platform, a move that consolidates data and distribution power in the travel marketing funnel as the company tests its ability to digest recent acquisitions.

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Claude GPT

Claude is Having a Moment

March 17, 2026
by Dylan Wacksman AI & Travel TechAI Tools

Anthropic’s Claude is gaining momentum with developers and enterprise users, positioning itself less as a chatbot and more as an AI work layer for coding and workflows, challenging ChatGPT’s early dominance.

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AI vs OTA

AI Will Replace OTAs… Eventually

March 17, 2026
by Dylan Wacksman AI & Travel TechBookings & Distribution

OpenAI is reportedly stepping back from building booking checkout inside ChatGPT, signaling that while AI may reshape travel discovery, OTAs like Booking and Expedia remain firmly in control of transactions, for now.

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Oviedo, Spain - December, 13, 2023: ChatGPT app icon on smartphone screen with pushing finger. Artificial intelligence chatbot service on mobile phone. Macro shot

The browser wars just got agentic

November 17, 2025
by Dylan Wacksman Agentic AIAI & Travel TechAI Tools

The browser wars are back, this time with AI. OpenAI’s Atlas and Perplexity’s Comet aren’t just browsers; they’re assistants that read your screen, handle tasks, and reshape how we search and work online.

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Free. Local. Delivered twice a month.
REAL TALK, REAL NEWS
AND STORIES THAT CUT DEEP.
No PR fluff. No Spin. No BS.
Free. Local. Delivered twice a month.