I have a 2007 sportster that seems to skip neutral goin from first to second gear and from second to first both with the engine on and off. The gage N light doesnt even flash when passing through those gears. What could be the problem?

SOURCE: Engine stalls when engage in any gear from neutral.

CHECK THE SIDE STAND SAFETY SWITCH IS OPERATING

SOURCE: When I shift from second gear to first, it just slips to neutral

You have a bent shift fork not engaging the slider gear properly into 1st gear. The engine will need to come out of the bike. Remove the top end, the flywheel and electrics, the clutch, shift mechanism and kick starter and a few other parts. THEN you are ready to split the gearbox to get to the crankshaft, gears and shift forks.

You will need an impact driver, flywheel puller, case splitter, torque wrench and factory service manual, plus the normal screwdriver, pliers, etc.. Alternate to the special tools is taking it to the dealer and say "Fix it". I normally tell people to take it to the shop just so they don't get into such an involved project and they have a knowing eye working on the engine.

SOURCE: gear disengaged on 2nd gear

You probably will not like the advice that comes with what I suspect is the answer to your question.

My friend, let this be a lesson for you ... keep your wheels on the ground. I think you have stripped second gear
and suspect this will be a very expensive lesson for you.
You have a 17 year old motorcycle, it needs more respect from you, not a beating.

Treat your machine with respect and make it easy for we other motorcyclists to show we are good citizens. Not good to scare women and children and horses.

Thank you for posting your question on FixYa.com

please vote

a

SOURCE: engine dies when bike is put in gear..... won't

If I recall correctly, the VStar engage/disengage point cannot be adjusted in terms of where in the range of the lever it is, something is not disengaged correctly. This typically indicates that there is too much freeplay . Reduce the freeplay just a tad and see if it resolves the problem.
clutch cables stretch with use and the adjustment at the clutch lever must be made on occasion. If there is no more adjustment at the lever, then follow the cable down and see if another adjustment is available. If not, you'll need to remove the cover to the clutch basket and find the adjustment there.
Now, just another thought. Bikes that have correct freeplay, but want to clunk and creep, may have sticky clutch plates/tension springs. This can happen when the oil is old or the bike has been sitting for longer intervals (previous owner?), or simply stuff accumulated and stuck to the plates. Not the most likely thing with your mileage, but don't completely rule it out.

SOURCE: rocket 111 second gear

Can't help yet, but my 2007 is doing the same thing in 2nd. I have it in the shop now. I'll post something when I know what is wrong.