This snippet will check every time you run Vim whether it updated all your Plug packages for you. It will do this once a week automatically for you.
Add the following to your .vimrc:
function! OnVimEnter() abort
  " Run PlugUpdate every week automatically when entering Vim.
  if exists('g:plug_home')
    let l:filename = printf('%s/.vim_plug_update', g:plug_home)
    if !filereadable(l:filename)
      call writefile([], l:filename)
    endif
    let l:this_week = strftime('%Y_%V')
    let l:contents = readfile(l:filename)
    if index(l:contents, l:this_week) < 0
      call execute('PlugUpdate')
      call writefile([l:this_week], l:filename, 'a')
    endif
  endif
endfunction
autocmd VimEnter * call OnVimEnter()
@RodgerOliver I've just updated the gist. Instead of writing a single file for every week, it's creating a single file and appending the
strftime.