RE: Board(s) upgrade
Would suggest to grab a FLARE 99. On this board you can learn Freestyle quicker than on any other board and perhaps think about the S-Type 115.
The Evo 75 is great for sails from 4.0 to 5.3. On the Flare you can sail 5.0 to 6.0 sails. On the S-Type 115 you could fix a much bigger sail, too, like a 7.5 or 8.0.
In case of stronger wind and choppy waves in the bay you will feel quite comfortable on the Flare 99.
All the best,
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