For those of you who have experience in setting up those face-to-face appointments to seal the deal, what are your thoughts on bringing an assistant along or even for walk-in propositions (as in you go in there cold to pitch the client)? You would still do most of the selling but you'd have the assistant there just to reinforce what you said and assist with persuasion. Maybe explain a few things so you're not the only one talking and so on. I haven't tried this yet but am considering on hiring someone to do this. I'm aware that it would also increase my costs as I'd be paying them to tag along, however I feel as it would make me seem more calm as I'd have someone backing me up (assuming they're competent of course) in my particular case as I'm not yet comfortable taking up the salesmen role 100%. This mainly would be for web design and related services. Lower-end pricing as well (to start off). At the same time, I feel as though it may seem a bit out of the norm as generally this kind of thing is done with one person, i.e the assistant would go in there on my behalf or I would do it myself and they would be used just for clerical stuff like calling up the person to confirm our meeting or to follow-up rather than actually attending the meeting.