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Yuttadhammo Bhikkhu - former moderator of Buddhism.SE and is based out of Canada. His videos include in-depth discussions of the Dhamma.
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I like Master YongHua, he explains the Dharma in a way that makes it accessible to laypeople; he also has a great sense of humor and talks about topics that I don't find covered anywhere else. He has alot of videos on English and Vietnamese, take a look:
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Jack Kornfield - Based out of California. His talks are uploaded to the following channel. He has several very good talks on compassion and developing the heart.
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Alan Watts - Not a formal monk, but he has several philosophical discussions that complement the study of the dharma.
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I listen to Chogyam Trungpa's teachings up on chronicleproject.com/teachings
There are both audio and video talks.
They also have a number of podcasts from students and related people connected with Trungpa Rinpoche's lineage.
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i listen to this channel most of the time but most of the programmes are in sinhala but there are english ones too.
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Tricycle podcast - Also available on Apple podcasts/Itunes. Tricycle is a Buddhist magazine.
Wisdom podcast - Available on Apple podcasts/Itunes and Spotify. Its a well known Buddhist book publisher.
Dharmapunx NYC podcast - Available on Apple podcasts also. Dharmapunx is a New York City community with Theravada flavour to it. Its led by Josh Korda.
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Ajahn Brahm - Based out of Australia. There are a few others that upload on the BSWA channel. The talks are very easy to follow. Ajahn Brahm is one of the more entertaining monks, as he brings comedy and jokes into his talks. What I personally enjoy about this channel is that the videos are labeled very well, so you can search for topics that you want to learn. Say you're having a difficult day and aren't positive you can search the channel for "staying positive" and there will be several videos on the subject.
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