Are Group 2 metal fluoride salts less soluble in organic solvents than Group 1 fluorides?
Don't get your hopes up.  Wikipedia identifies magnesium fluoride as insoluble in ethanol.  Calcium fluoride fares no differently in acetone.  While these data are hardly exhaustive, they suggest strongly that Group 2 fluorides are not a good way to get fluoride ions into solution.  Of course, we would not expect Group 2 ionic compounds with their doubly charged ions to get vary far in organic solvents generally.
Getting fluoride ions into solution with organic solvents is typically done with bulky 1+ cations, such as N,N,N-trimethyl-(2,2-dimethyl-prop-1-yl)ammonium ion, $\ce{C_{8}H_{20}N^+}$.  See Reference [1] as an example.  The use of cryptand-complex alkali-metal complexes fits this paradigm because such ions are also bulky.
Reference
1.
Victoria K. Davis, Stephen Munoz, Jeongmin Kim, Christopher M. Bates, Nebojslš a Momčilović, Keith J. Billings, Thomas F. Miller III, Robert H. Grubbs and Simon C. Jones, &quot;Fluoride-ion solvation in non-aqueous electrolyte solutions&quot;, Mater. Chem. Front.,
2019, 3, 2721