Entrepreneur Darien “Jack” Jackson returns to This Week in Jacksonville: Business Edition to open his newest downtown venture in the Elbow: Dapper Cheesesteaks downstairs paired with a cigar lounge experience upstairs in the former 11 Ocean space.Jackson walks host Kent Justice through a year of delays—from a slow permitting process and repeated plan revisions to contractor turnover that even led to litigation—before finally landing with a new construction team and clearing inspections ahead of a Friday grand opening.He also explains why this project was bigger than his previous Dapper D’s locations: he’s effectively launching two businesses at once inside a 1909 building with major structural challenges.