Repair the cracked rubber/plastic between pool coping and sidewalk.
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Here are sources of info and possible products to use:
https://www.homerepairtutor.com/concrete-expansion-joints/
http://www.homedepot.com/p/Reflectix-4-in-x-50-ft-Expansion-Joint-for-Concrete-EXP04050/203151902?cm_mmc=Shopping%7cTHD%7cG%7c0%7cG-BASE-PLA-D22-Concrete%7c&gclid=Cj0KCQjwsZHPBRClARIsAC-VMPCnW4dCgYSs6yz9SlNPSnHVmB_yVEKTTVwu7PhOqd02cIa8lJKpFzcaAoA1EALw_wcB&gclsrc=aw.ds&dclid=CJmxu5bE9dYCFQ7dwAodVM4DUg
https://www.asphaltsealcoatingdirect.com/products/gray-crack-stix-bucket-easy-concrete-repair-small-or-medium-cracks?gclid=Cj0KCQjwsZHPBRClARIsAC-VMPB_1RSlxkxTvxJiqyIU39DV6bMpQS7txNXVPtC0rWLvgQU1L51X6a4aAo6NEALw_wcB
https://www.grainger.com/product/29RV02?cm_mmc=PPC:+Google+PLA&s_kwcid=AL!2966!3!166596584786!!!!364926099040!&ef_id=WeTaaAAAAYNEstoW:20171016161224:s&kwid=productads-adid^166596584786-device^c-plaid^364926099040-sku^29RV02-adType^PLA
http://www.homedepot.com/p/Latex-ite-Pli-Stix-2-25-lb-30-ft-Medium-Black-Driveway-Crack-and-Joint-Filler-35099/100084640?cm_mmc=Shopping%7cTHD%7cG%7c0%7cG-BASE-PLA-D22-Roofing%7c&gclid=Cj0KCQjwsZHPBRClARIsAC-VMPCqAgftTFSaG33xr8HvLZNWOAzG_XB_ctC57oMmOl7ZsLRRdNIRbo4aAjYREALw_wcB&gclsrc=aw.ds&dclid=CNHQncvE9dYCFVLZwAodKNgH4A
There is a product specifically for this called Deck-o-Seal. If the cracks are big/deep, you should use a foam first, the same company also makes this: Deck-o-Foam. I'm about to order some myself so the winter freeze doesn't make the gaps any worse.
www.deckoseal.com
For professional results, contact a professional who works with concrete decks. I'd start by calling a pool company.
Sounds like they didn't know what they were doing. Good luck! It's difficult to find competent contractors.
And roll, Shelly!