Usalamulaikum
Bruv, you don't need me to tell you as you seem knowledgeable yourself about "Paradise, lies at the feet of one's mother.".
If the individual whom you are talking about is your mother, just keep some trousers by your bedside and as soon as you get up put them on. It will probably require a sacrifice on your part for all the years that you have been doing differently. But, the reward is proportional to the effort
On the second point, I am sure one of the Shaykhs can remind us of the exact wording about a person walking in front of another person praying is accompanied by Shaytaan. This may not work but if you can try to start prayer in the front row. This way there is no one in front of you who will be wanting to go back. One less thing to worry about.
However, this is not always possible, as we sometimes arrive late. Pray the Fard prayer where you are or where you join. But, when going to make the sunnah prayers do not pray in the same place, try to look for a spot in the front. Plus, the more places we pray that means more earth that will testify for us on the Day of Judgment.
I am not a Shaykh so please do not take anything I have said as set as stone it is just some practical advice from my own experience which is very limited.
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