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Risky (click) and yes, you can be refused entry.1. I had previous trips booked one to see my family in NY and another holiday to Croatia. Besides the point, will I be able to get back into the UK once they ask me if I still work for the X company and say no? I have a flat, a cat, and a life here still. Could they detain me at immigration?
You need to say 'Yes' as you require sponsorship unless there is any other visa you qualify for.2. I have been applying to jobs only to companies listed as licensed sponsors already by checking this link https://www.gov.uk/government/uploads/s ... onsors.pdf. However, have had no luck. Does anyone have any recommendations on what to say about if I require sponsorship?
RLMT has to be done, so minimum 28 days for that before they can issue you with a CoS. You can then apply for a visa using the premium same day service.3. How long does the process of switching visas take approximately to a new sponsor?
If you have more than 60 days between the last day of employment and the new Tier 2 visa application, ILR is likely to be refused.4. Does the 5 year period for indefinite leave to remain expire after being unemployed over 60 days?