How to send multiple emails from sql server database using sp_send_dbmail procedure

Question 1

Edited

This should work

create proc [dbo].[SendProposalReport] as   
declare rscursor cursor read_only
for 
select Emails, Prop_Type, count(Matches) as Matches  from proposals
group by Emails, Prop_Type

    declare @Emails            nvarchar (100)
    declare @Prop_Type    int
    declare @Maches    int

open rscursor
fetch next from rscursor into @Emails,@Prop_Type,@Maches
while @@fetch_status=0
    begin

         EXEC msdb.dbo.sp_send_dbmail
        @recipients = @Emails,
        @subject = 'Example Email',
        @body = 'write your message here',
        @profile_name = 'ExampleProfile',

        @attach_query_result_as_file = 1        

    fetch next from rscursor into @Emails,@Prop_Type,@Maches
end
close rscursor
deallocate rscursor

Question 2

A cursor would solve your problem:

DECLARE <yourvariables>
DECLARE emailCursor CURSOR FOR
SELECT emails, prop_type, matches FROM <yourtable>
OPEN emailCursor
FETCH NEXT FROM emailCursor INTO @email, @prop_type, @matches
WHILE @@FETCH_STATUS = 0
BEGIN
   SET @BODY = '<body text>' + @prop_type + '<more text>' + @matches
   EXEC msdb.dbo.sp_send_dbmail
   @recipients = @email,
   @subject = '<subject>',
   @body = @BODY
   FETCH NEXT FROM emailCursor INTO @email, @prop_type, @matches
END
CLOSE emailCursor
DEALLOCATE emailCursor