The reason you can not fly the medium range flights yet simply because they are out of range of the aircraft which you are using - you need to keep flying the existing short range routes until you have achieved more points, and that at that point you will be able to progress further and get on to the mid range flights with a suitable aircraft, which will become available to you once you have progressed further through your career.
I Have Gained Enough Points To Progress In My Career But Get A "No Flight Plans Found" Message.
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