Originally Posted by cudak888

Jacco, try lying the bike on its side while ensuring the half-moon "derailer" is shifted into the large cog position. Then try inserting the indicator chain. This will let gravity guide the end of the indicator, and since it'll be in low, you'll have a shorter distance to get it into place, giving the indicator less opportunity to find the edges of the tube instead of the threaded hole in the center.

Side note - you might want to consider your alternate gearing based on the ramp of the derailer chainguide. I wouldn't be surprised if it can accept a thinner cogset, but you may have issues if the guide runs higher or lower than the cogs themselves.