decentralizedL
The whole "but, but, these tokens have utility" will get old pretty quickly imo and you can see the signaling with sophisticated projects like Protocol Labs' filecoin offering going the Reg D route.
https://www.sec.gov/about/laws/sa33.pdf
"The term ‘‘security’’ means any note, stock, treasury stock, security future, security-based swap, bond, debenture, evidence of indebtedness, certificate of interest or participation in any profit-sharing agreement, collateral-trust certificate, preorganization certificate or subscription, transferable share, investment contract, voting-trust certificate, certificate of deposit for a security, fractional undivided interest in oil, gas, or other mineral rights, any put, call, straddle, option, or privilege on any security, certificate of deposit, or group or index of securities (including any interest therein or based on the value thereof), or any put, call, straddle, option, or privilege entered into on a national securities exchange relating to foreign currency, or, in general, any interest or instrument commonly known as a ‘‘security’’, or any certificate of interest or participation in, temporary or interim certificate for, receipt for, guarantee of, or warrant or right to subscribe to or purchase, any of the foregoing."
So to take your example, should I decide to pre-sell a commission of several pieces of art that I plan on working, the reasonable expectation of profits seems like a reach bc those who buy art do not solely do so to flip it and make a profit. I wonder whether the same could be said for those who invested in Status, Bancor, and Tezos?
Unfortunately, common law tests like "investment contract" analysis are, by design, super ambiguous.