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I was wondering if your system allowed for having more than one tutor at a time.

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I'm not sure whether I understand what you mean. Do you mean to ask whether as an online tutor you could tutor more than one student at the same time (i.e. a group of students)?
"My system" would, at least in principle, allow you to do this. In principle: the question is whether the network performance would be sufficient.
For example, Skype (which I use for VoIP) allows more than two people to connect at the same time (I'm not sure how many exactly). And my whiteboard can handle more than two participants quite easily (almost all all server-based whiteboards can do that as well). The performance problem is likely to be the audio connection in this scenario of more than two participants.
Maybe if you tutor a group of tutees (for example you are to be a virtual presence while they are doing their homework) you don't have to have everybody to be connected via VoIP at the same time. Everybody can send messages over the chat (of Skype, for example), of course, and one of the students may get elected (by you) to get a direct VoIP connection. The whiteboard connection could be established right at the beginning so that it need not be established every time a student gets a chance to talk to you directly over VoIP. In this way you could quickly switch from one student to the next that needs help doing his or her homework. Since my whiteboard allows you to scan paper documents directly into the whiteboard, it would give students a simple way to transmit their own work for discussion right before they get their VoIP connection.
Caveat: I've never tried this, but it might be a way to offer homework help at an extremely low rate.

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I am not sure exactly which system you are asking about, but you should be able to have multiple tutors assuming you have access to enough online tutoring classrooms.

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I was thinking about this as well, I guess the most logical way would be to book times for the lessons. I know with skype you can create 'rooms'.

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One other idea you could use for scheduling is to post a schedule for each student using google docs. This is a free tool that you can use anyway. It allows you and your students to collaborate online and even update in real time. If you were tutoring 5 students at one time, each could have their own separate schedule with an individual google doc.

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