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I would say you have a bent valve.

Good luck sorting it out.----Likely something simple then.

Charge the battery and have it load tested.-----Take starter apart for inspection and ohm test on armature.----No $$$ spent to do that.---Have to ask.-----You are pushing the key in and holding it in while cranking ?

In 1964 OMC offered a 90 HP V-4.----And that was quite a simple good reliable motor.-----And Mercury offered a " Tower of Power " in 1962 at 100 HP.

But this motor does not have breaker points !

It can be difficult to teach.-----I agree with above post.-

Type C was for electric shift.-----But for a few years it was used on all OMC models.----And listed on those stickers.-----Use any quality outboard gear oil in that 1968 big twin.

Use the 1989 USA model Mercury listing.-----Starting with C100000 And up.-------------or thereabouts.

???--Some will argue.-----Water inside on the bearings is a NO , NO !!------You need to make sure to do this repair ASAP

Run at 24:1 on that.-----Install a new water pump impeller before your first launch.

That would be a 90 degree crossflow.-----These motors are famous for broken piston rings.-----Do a compression test for future reference.----Post your numbers here.

Describe how you installed / torqued connecting rod screws.---And how you checked alignment of the rod caps?

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Intake / bypass cover is on the starboard side.----No water there.-----You need to address this issue YESTERDAY !!----Water on the bearings will destroy the engine quickly.

You can find a wiring diagram online.-----But search on E-bay for the bits you need.

Do you have the junction box with regulator ?-----Your location ?

As a test you can pinch off the fuel supply to the primer.

Sometimes folks lubricate items in these recoils.------But they must remain dry !----Sorry ----I can not see / handle your recoil.

No problem here.

www.outboardsbooks.com-----Try them.