OK it is obvious to me, and others that you have zero technical skills, so let me enlighten you since you missed the obvious.
1) there are delays in the air chain, every bit of processing, adds some, the time it takes to get the audio, once processed in the station to the transmitter takes time, if you also broadcast in HD the analog can be delayed up to 7 seconds to match the processing delay in the HD so that when you go in and out of HD reception mode as you drive down the street the audio transitions seamlessly.... is there a "dump button" on the board giving you the 7 second delay that can save you up to 325K dollars... If you have been to a live sporting event and brought a radio to listen to the play by play you will notice how long the delays are .. I am told there are 30 second delays at the remote site itself.... plus the uplink, downlink, uplink, downlink, processing at the network, processing at the affiliate, etc etc etc. Gone are the days you watched the hockey game on TV but turned down the TV and listened to the game on the radio because the radio PBP guys were better... nothing is in "real time anymore.
Since you failed to pick up on my saying Alexa delays things over a minute... and think about this, Alexa gets their audio from IHrt Radio's website, or the former Radio.com (Audacy or whatever ETM ooops Audicy is calling itself this week) so that audio is bouncing all over the country thru servers, buffering, etc etc etc.
Does your station have "music on hold" on its telephones? Call up and have them put you on hold, the audio into the phone should be near real time, then listen on your Alexa device at the same time and let me know how far out of time they are.... cripes the TV's in my house that are IP content delivered are a second off from room to room. Listen to your audio directly from your website or streaming provider too....
As I said, then Kelley, and then David, the days of OTA listening as an air monitor for remotes and working from home are gone.
As Scott Fybush said, you need a mix minus directly to you, which can be done with a POTS line (plain old telephone service for you youngsters) from the board ... this is what people use to take live calls on the air... mix minus is fed to the phone and it has worked for a long time.... phone calls are cheap, call in, use a headset, listen to the mix minus the engineer will set up for you, and feed your audio back using your current setup if that is working for you