I happen to sell both. Icom is a very good radio. Tough and will take a beating.
As far as the headsets go, DC is a good option. Don't sell alot if the Sennheiser. I personally don't care for it. I will say though, that what one person likes, another hates. Would definately recommend going somewhere to try out different models of headsets out and find one that fits you well.
Have had customers with the same DC since the 70's and not had an issue. You may want to look into an ANR headset down the road, so I wouldn't plunk a lot into that right now. See where your training takes you and then make the decision on those. For something basic, the DC H10-13 S is good and priced under $300.
Any questions, let me know.
www.gulf-coast-avionics.commatt@gca.aero