At university Woolf became involved in the Cambridge Footlights, performing alongside the likes of Ed Weeks, Dan Stevens, Sarah Solemani, Mark Watson, Matt Kirshen, Tim Key, Tom Basden and Stefan Golaszewski.
[3] As an actor Woolf also featured in the BBC Three sketch show The Wrong Door and the sitcom How Not to Live Your Life, as well as the short film Nightwalking.
[9] Their second sitcom, Big Bad World starring Blake Harrison, was broadcast on Comedy Central (UK and Irish TV channel) in 2013.
Woolf and Tucker created and wrote the comedy thriller Witless, starring Kerry Howard and Zoe Boyle, for BBC Three (online).
[10] Woolf and Tucker wrote and created Click & Collect starring Stephen Merchant and Asim Chaudhry, a one-off Christmas Special for BBC One.