Small Transport; Low Wing; 2 Turbojet Eng
Air Traffic Control Fully Certified
Air Traffic Control Time Certified In Pos 1 (yrs) 3
Situational Awareness
ATC Issue All Types; Deviation - Altitude Excursion From Assigned Altitude; Deviation / Discrepancy - Procedural Published Material / Policy; Inflight Event / Encounter CFTT / CFIT
Air Traffic Control Issued Advisory / Alert; Air Traffic Control Issued New Clearance; Air Traffic Control Provided Assistance
Human Factors; Procedure
Aircraft X checked in about 45 northwest of GNV; I gave the pilot arrival information to expect the RNAV to runway 11.  I sent him to the 10 mile fix for the straight-in; the pilot requested direct to the northern T-fix so I approved it and descended the aircraft to 3000 feet.  I told him to track the approach inbound; I didn't want to clear him at that angle because it would of been illegal.  I was gonna clear him once I saw him established on the approach; but instead I cleared him a mile west of the fix.  The pilot accepted the clearance; but later I got a low altitude alert on the aircraft; so I told the pilot the MVA and he climbed to 2000 feet.  Soon after that I got another alert and the pilot did not appear to be established; so I gave him another low altitude alert.  I also asked if he was established and he said no; so I vectored him around again for the approach; only this time he got vectors to final.I would either unable direct to the T-fix at that altitude; or vector the aircraft to final from the beginning.
JAX Controller approved a short turn on to final for an aircraft; received numerous low altitude alerts and then had to resequence the aircraft for another approach.