E20X 2025: Levee Sweeps with AI Agents for Hotel Frontlines

E20X stage at HITEC 2025 in Indianapolis, with a startup pitching to judges and an audience of hotel executives

Levee takes both Judges' and People's Choice at E20X's 10th anniversary, with AI agents replacing housekeeping checklists. Jonathon Rojas of Whistle/Cloudbeds opens the day, drawing a clean line between startup cohorts.

I am standing at the back of the E20X room on the second floor of the Indiana Convention Center, watching a founder explain, calmly, that the future of hotel housekeeping is not a tablet — it is an agent. The room is two-thirds full at 9:15 a.m., which at a HITEC side stage is the equivalent of a sold-out theater. By the time the judges hand out the trophies a few hours later, both of them — the Judges’ Choice and the People’s Choice — belong to the same company: Levee. That is not how E20X usually ends. The contrarian read of the day is not that AI won; everyone expected AI to win. It is that the room, for the first time, validated AI agents specifically for the hotel frontline — the part of the operation that historically swallowed software whole and spat out paper checklists.

The pitch that quietly broke the format

E20X has always been a beauty contest dressed in operator clothing. Ten years in, the pattern has been remarkably stable: a CRM-adjacent tool wins Judges’, a guest-experience darling wins People’s, and the two camps grumble at each other over coffee. Levee broke the pattern by ignoring the front desk entirely. Their pitch — and I am paraphrasing from notes, not a transcript — was that housekeeping and engineering teams do not need another app; they need an agent that already knows the room’s history, the guest’s arrival window, the linen par level, and the maintenance backlog, and that can dispatch work without a supervisor opening a screen.

What sold the judges, as best I can reconstruct from the Q&A, was a single live demo: a simulated late-checkout request routed through the agent, which then renegotiated the housekeeper’s route, paged engineering for a slow drain the previous guest had logged in chat, and updated the PMS — all without a human touching a tablet. Al Lagunas, one of the judges, pushed hard on data fidelity. “If your agent is wrong about the room state, you have created a worse problem than the one you solved,” he said, and Levee’s answer — that they treat the PMS as one signal among many, not the source of truth — landed. The People’s Choice vote, tallied via the conference app, confirmed it: the operators in the room agreed.

The 10th anniversary framing made the moment feel heavier than a single pitch competition usually does. HSMAI, which has hosted E20X since its first edition, brought back Jonathon Rojas to open the day. Rojas was the first-ever E20X winner — Whistle Messaging, the guest-messaging platform Cloudbeds acquired in 2022 — and his fireside drew a clean, almost uncomfortable line between cohorts. The 2015 cohort, he reminded the room, was selling SMS to hotels that still considered email a competitive moat. The 2025 cohort is selling agents to hotels that still consider mobile check-in a competitive moat. The gap, he suggested, is not technology; it is the operator’s appetite for letting software act, not just notify.

What HITEC’s headline numbers actually mean

The official tallies put HITEC 2025 at nearly 6,000 industry stakeholders — a figure Hotel-Online’s release attributes to HFTP and which tracks with the floor energy I clocked on Monday’s opening. That is not a record, but it is a recovery from the post-2023 dip, and the composition matters more than the raw count. Operators outnumbered vendors at several of the AI sessions I sat in on, which is a reversal of the 2023 pattern, and the exhibit hall skewed visibly toward agent and automation pitches.

Mitra Sorrells’ Phocuswire wrap on HITEC’s AI reflections captured a tension I heard repeatedly in hallway conversations: vendors are racing to ship agents, but operators are still asking the 2015 question — who owns the data? Levee’s win is interesting precisely because they answered that question on stage, in front of judges, without flinching. Most of the other E20X finalists — and I will not name them, because the format is meant to be a launchpad, not a graveyard — answered it with some variant of “we integrate with everything,” which is the 2015 answer to a 2025 problem.

Mark this as the interpretation: the E20X judges, this year, were not rewarding novelty. They were rewarding a posture. Levee’s posture is that the PMS is a signal, the chat is a signal, the IoT sensor is a signal, and the agent is the arbiter. That is a different architecture than the integration-first pitches that have won E20X in prior years, and it is one the operators in the room — at least the ones who voted — are ready to underwrite.

The cross-cohort throughline matters, too. Whistle, in 2015, was a notification layer; Levee, in 2025, is an action layer. The forthcoming May piece on SevenRooms vs Tablecheck wrestles with a related question on the F&B side — whether the guest data layer or the action layer is the defensible position — and the E20X result reads, to me, as the lodging side’s vote for action.

I will be watching whether Levee’s pipeline post-HITEC reflects the room’s enthusiasm or just the trophy shelf’s. The two have diverged before. But if Lagunas’s data-fidelity question gets answered the same way at three more enterprise RFPs this summer, the 2025 E20X will be remembered as the year the frontline finally got its agent — and the year the side stage started looking like the main one.

— Hana edits the newsroom for TableTransfers. Tips: [email protected].

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