What are some things we need to consider when looking for a new job in a different sector? There will definitely be a mismatch of skillset, how can one make time to upgrade one's skillset?

Firstly, you can identify which specific areas you want to specialize in and then, find the bare minimum skillset you'll need to get to the front door of the interview room. Having a few projects under your belt also helps. This I believe would be the most efficient pathway. All you need to do now is spend at least an hour per night to develop it.

The key factor is that no employers are going to hire us just because we need a job. They will always want to know what we can potentially bring to the table for them to consider hiring us. As a jobseeker, take stock of our skills inventory constantly and determine what are the transferable skill sets that we can offer to the new sector. The more transferable skill sets we can offer, be it from formal or informal work (acquired from volunteerism, interest or hobbies) the higher the chances of us being treated seriously by employers as prospective candidates for the advertised position. If there are skill gaps identified, a plausible solution is to embark on skills upgrading to equip ourselves with the required knowledge. Consider signing up for WSG’s Professional Conversion Programmes (PCPs). These full-time programmes equip those who want to make a career switch with the relevant training so that they can pick up the skills to assume the new job quickly.