This week, Brian breaks down a long-running listener story involving missed timing, emotional attachment, and the hard truth about knowing when to walk away. From unspoken feelings to complicated living situations, Brian offers honest insight on why clarity matters more than comfort.

00:00 – Welcome back & tour updates

01:40 – Holiday thoughts and gift expectations

03:10 – Why waiting to speak up changes everything

05:00 – A long-term listener story begins

07:45 – When feelings stay unspoken too long

10:20 – Living close to someone you want

13:10 – Emotional confusion vs real connection

16:40 – Why some people choose chaos

20:00 – The danger of “what if” thinking

23:30 – Peace of mind as a life rule

27:10 – Knowing when the door is closed

30:00 – Advice for letting go cleanly

33:30 – Why timing matters more than intention

36:10 – Listener reactions & perspective checks

39:40 – Final thoughts on growth and clarity

VOICEMAIL: Call 323-451-1980 to leave us a message. We'll listen to them all and play some of the good ones on the show.

Follow Brian @BScomedian

Find Brian's tour dates at briansimpsoncomedy.com

Email the show at bswithbriansimpson@gmail.com

If you'd like your track featured on BS with Brian Simpson, send it to BSwithBrianSimpson@gmail.com with "music track" in the subject line.

#briansimpson #bswithbriansimpson #standupcomedy #comedypodcast

Hosted on Acast. See acast.com/privacy for more information.