As a loyal Diamond member of Hilton, my expectations for quality service and exclusive benefits are naturally high, especially when staying at establishments like the Hilton Bentley, where the nightly rate is around $700. Unfortunately, my recent experience fell significantly short of these expectations, particularly during my check-out process. Upon checking out, the front desk agent failed to provide the promised Diamond member benefit. Considering the prestige of the Hilton brand and the cost of the stay, it was surprising and disappointing to see such a lack of attention to member benefits. When I raised the issue, the agent assured me that it would be escalated to the manager, Michael, for resolution. Following this, I took the initiative to send an email to follow up. However, my attempts to communicate were met with silence. Over the next three weeks, despite several phone calls and another email, there was no response from the hotel. It was only on April 6th, three weeks post-check-out, that I finally received a response from Michael, the manager. His excuse for the delay was that his apartment had flooded. While I can understand personal emergencies, it's extremely unprofessional for a hotel of this stature to not have a backup plan or another staff member available to handle such issues, especially when it concerns their guests' concerns and promised benefits. The lack of timely communication and the failure to deliver on promised benefits reflect poorly on Hilton Bentley. It suggests a lack of preparedness for handling guest issues, especially for those at the Diamond membership level. For a hotel that charges $700 per night, one would expect a seamless, high-quality experience, which was unfortunately not the case during my stay. I hope this feedback is taken seriously and that improvements are made to ensure that future guests do not encounter similar disappointments. It's imperative for a brand as reputable as Hilton to uphold its standards of service, especially for its loyal members.