In nautical parlance it means you have so much sail on your boat while tracking across the wind uou are on the verge of tipping over.
FDR and LBJ illegally funneled oil baron money to Democratic House candidates in the 1940? election. An IRS agent documented this while he was auditing Brown and Root. Brown and Root actually had the temerity to deduct their illegal political donations as business expenses. FDR had his Secretary of the Treasury quash the audit and the felony investigation. Those are felonies and high crimes.
So what the left likes to call "sailing close to the wind" is actually criminality, covered up by their co-conspirators - the lefty dominated media. The left's maxim is "The end justifies the means." Once I understood that then everything became clear. The Republicans get indicted, impeached, and flogged from public life for doing what the Democrats do on a routine basis.
