Great you took up this example:
So, any given day whenever we see price starting to probe 2%-1% less of 185 (i.e. 181.30 - 183.15) do not wait for Santa Claus - safety first - make the adjustments. Note the amount you paid as premium debited for covering previously sold 185 CE, now the same amount or little more needs to be received as premium by selling the next strike at 190 CE. Having this said, there is no hard and fast rule that we will have to move to the nest strike, if situation demands or favorable for safety I might sell 195 CE (less premium but more lot equating the cover debit with new sell credit). Be flexible!
Preparation is everything. Consider S/R Levels, Weekly/Monthly/Yearly Pivots. Ideal situation would be when stock price fails to breach your safeguard zone of 1%-2% from the far OTM Call strike. So, there must lie a strong Resistance within this proximity. Best candidates are the stocks that have fallen below its 50 Days MA (so overall Long-term Downtrend), retracing from 20 Days MA (in shorter-term moving up in weakness).
Now don't be greedy or revengeful while making the adjustments, just take back the same or little more than what market took away from you, because you might need the capital for further re-adjustments. You get the idea, it's easier than Clash of Clans.
Stay prepared beforehand using a simple excel sheet for every credit/debit that you made, the Brok/STT/Other Charges you paid, along with the estimation of Brok/STT/Other Charges you might have to pay - things like that. The better you plan, the easier you will execute.
Before taking a position check
NSE > Corporate Information > Equities. Avoid Earnings, Results, Volatile Stocks. And yes the position needs to be closely monitored every day at least thrice (Open/Mid-day/an hour before Close +vely) during a day.
All the Best