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Hi I am one of the experts. I agree with the advice of Accountant you have met. If you are just very small business at the moment then sole trading is not a bad idea. If your company though is registered then you business name can be more visible as can be seen on companies house and this might give you little edge on branding.
Hope I have answered your question?
Have you started a business 3 months ago?
I understand 5 Oct deadline but let me share my experience. A client has done so and he has not received any penalty but I understand all situations are different. In case if we are talking about 2018/19 tax return (6/4/2018 to 5/4/2019) then 31/1/2020 is the deadline. I can wish you luck and use this link please https://www.tax.service.gov.uk/shortforms/form/CWF1ST?dept-name=CWF1&sub-dep
Reasonable expenses that belong to the business within a reasonable time frame should be alright.