To  check,  you would   use the substitutes like    this.   Firstly you multiplied  355 by  2   to  get 710.    Now you
multiply    the substitute.
4   ×   2   =   8
Our substitute  answer  is  8,  so  this    part    of  the calculation is  correct.
Next,   we  multiplied  355 by  5   (or 50) to  get 17,750. Multiply    the substitutes again.
5   ×   4   =   20
The substitute  answer  is  the same,   so  you can accept  this    part    of  the calculation as  correct.
Next    you added   710 and 17,750  to  get your    final   answer  of  18,460. We  add the substitutes of  8   +   2   =
10, and this    checks  with    your    calculation.    In  this    case    your    answer  is  correct but,    if  you had made    a
mistake,    you not only    would   have    found   it, but you would   also    know    where   you made    it. You would
know    if  the mistake was in  the multiplication, and which   part,   or  if  the mistake was in  the addition.
I   would   make    these   checks  with    pencil  and then    erase   them.
In  practice,   I   think   any teacher would   be  intrigued   by  your    method  of  checking.   I   have    never   heard   of
these   methods causing problems    for students    in  the classroom.
Most    importantly,    once    you earn    a   reputation  for being   mathematically  gifted, no-one  will    worry
about   your    methods —   they    will    expect  you to  be  different.