Possible Clues:

• Speculate
• Suppose The Hill follows half of Offaly, for a little bit
• 'Get up, Theodore, and don't be so impractical (8)'
• 'Up Theodore, and speculate (8)'
• Form of hypothesis or conjecture
• Wonder about the hollow and hill
• Speculate and you must keep gold in safe initially
• Get up, Theodore, and be more practical
• Wonder if there's a gold one among these
• Up you get, Theodore, and be more practical