Cashless can only work if you adopt a digital cash such as monero, other wise you are taking away privacy, control and possibly small transactions (depending on what fees are common in your country)
In a cashless society banks and credit companies become your rulers as you have no real way to bypass them.
I suspect that any country that tries to go cashless without a real cash alternative, will just find itself with a new form of cash (gold, silver, etc) since eventually there will be enough people trying to avoid fees and taxes
Also dumb phones are more spyware then you would think, there have been documented cases of dumb phones using sms for background communication to spy or scam