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It usually is granted for 33 months (from outside of UK) or 30 months ( from inside of UK) so not sure whether have you said/written correctly.
Anyways extension can be applied after 30 months minus 28 days from the date of arrival.
No as application would be treated as withdrawn
Which visa has he got? Above answers are in light of spouse visa under 5 years route.
OK
If you wish then may consider to switch in to 5 years of route with a new ILR clock provided the relevant requirements pertaining to financial and English language can be met. For this purpose, you can even apply anytime before the expiry of present visa.
Once the application is submitted then despite the existing visa hasn't yet been expired, the applicant cannot travel, otherwise the application will be deemed as withdrawn.
There is no need of any solicitor because the application is pretty straightforward if all the requirement get met. You can read the following official information along with member experiences which are countless and can be searched.