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$100
Let $d_n=p_{n+1}-p_n$. Are there infinitely many $n$ such that $d_n<d_{n+1}<d_{n+2}$?
Conjectured by Erdős and Turán [ErTu48]. Shockingly Erdős offered \$25000 for a disproof of this, but as he comments, it 'is certainly true'.

Indeed, the answer is yes, as proved by Banks, Freiberg, and Turnage-Butterbaugh [BFT15] with an application of the Maynard-Tao machinery concerning bounded gaps between primes [Ma15]. They in fact prove that, for any $m\geq 1$, there are infinitely many $n$ such that \[d_n<d_{n+1}<\cdots <d_{n+m}\] and infinitely many $n$ such that \[d_n> d_{n+1}>\cdots >d_{n+m}.\]

Additional thanks to: Mehtaab Sawhney