Hi Svick
The first thing you need to do is to consider why you might need to be doing monitoring of one or MORE contaminants.
At the start of the COSHH (or other) assessment process, there are typically three scenarios (this is marginally over simplistic).
1. You should be able to work out that you DO have a problem and, perhaps, should do something about it without bothering with monitorin (yet).
2. You should be able to work out that you SHOULDN'T have a problem.
3. You really don't know.
For many processes there is plenty of authoritative guidance that will help you to determine whether you are in category 1 or 2, except when you might rightly question the validity of that guidance in your circumstances, usually when the guidance tells you to do things that you may think are unnecessary due to the work being of short duration and intermittent.
As example take Roundtuit's scenario with one change - cutting softwood rather than hardwood.
Hardwood dust is a designated carcinogen, whereas the jury is out on whether exposure to softwood dust causes cancer and hence different COSHH rules apply.
So, for the soft wood dust COSHH tells you to reduce the exposure, so far as reasonably practicable and to keep within the WEL. If worker is expousre is say half the WEL, the chances are that you are also doing all that is reasonably practicable.
However, recent HSE from HSE tends to implicitly assume that the process is going on for long periods and thus advocates LEV and RPE.
Perhaps though you are only cutting the soft wood very infrequencly and whilst LEV probably is reasonably practicable, adding RPE (and all the procedures that you need to apply to ensure that the RPE is used, maintained, etc etc) may be over the top. So, may be you need to do some sampling to enable you to challenge the validity of HSE's guidance.
So, if we than take the category 1 and 2 cases where circumstances mean that you are not so sure and add the category 3 activities, next you need to work out what you want to sample and a strategy - which location or locations to put the sampling equipment, when and for how long + whether to look for one or more than one contaminant.
AND if you have more than one contaminant to consider whether to treat the risks as being separate, additive or even "synergistic".
Your training to date might have explained most of this, might not.