You shouldn't even get near the boat until you've gotten the ability to maintain deco stops squared away.
My typical in-water schedule looks something like this:
Step 1 - Minimum of 1 day - shallow springs, pool like conditions, to work on basics including bottle handling/gas switching, air shares/rescues and validate that they are proficient in buoyancy/trim/propulsion/working with basic kit (sidemount/doubles). If this goes well we move to the next step.
Step 2 - Minimum of 1 day - mid-deep water, ~60' feet-ish (Troy Springs for those that know the area), working on holding and performing deco stops at 40, 30, 20, 10' while shooting bags, plus various drills. If this goes well we move to the next step.
Step 3 - Minimum of 1 day - deep water quarry, 120-130' ish (Hudson Grotto for those that know), two actual deco dives but in controlled conditions performing a blue water ascent (yes, I know it's not actually blue, but you can't see the walls so have zero references points at this site) without current. If this goes well, we're ready to hit a boat.
Step 4 - Minimum of 1 day - if things went well, we go hit a boat and do a deep reef/wreck in the 140' range as a graduation dive.
This doesn't include multiple days in the classroom going over physiology, dive planning, emergency procedures, equipment selections, mindset, and teamwork. I've also been making pre-req to entry either taking ITT with me, OR demonstrating you'd be capable of passing ITT without taking the course (a skills evaluation dive). ITT is a 3 or 4 day course.