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Multiple Entry Visa??

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Help - How do i handle this? Kind of feel stupid asking for help on this issue which I should have addressed before I planned my trip...
I have a round trip ticket on Singapore Airlines from Los Angeles to Mumbai;
I am 'breaking journey' on my return trip back home - however I am not staying in
Singapore. I am taking a side trip to Bali by a different airline. And the issue or question has to do with visas and checked in luggage.
Here are the details - bear with me if it appears there is superfluous information..I am frazzled as i speak, mean type.
I flew to India on April 3rd by Singapore airlines; I leave India on April 20th and reach Singapore 21st morning; I fly to Bali the same evening and return a week later by KLM . I resume my journey back home on Singapore airlines. Sounds simple enough -yea? Well here's the problem - can I as an american get a multiple entry visa at singapore? Cos I will have checked in luggage that i presume i will have to collect after clearing immigration. Nicht? Hope I am making sense..

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