The Art of The Ask

What I've Asked For in 2026 (Cash, Discounts and Payment Plans)


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Your fave pop-up podcast is BACK for Season 2! Kicking off today with an update on everything I've asked for, including:

  • an extended payment plan from my tax team (and the unexpected surprise they hit me with)
  • cash from someone I barely knew
  • an indie bookstore to buy my books from me
  • a few more requests that resulted in huge wins


At some point, it was admirable to do everything alone, right? But in this era, if we want to get off the capitalist hamster wheel, we need to get comfortable asking people for support. If we want true community, intimacy, and partnership, stretching your ASKING muscle is essential.


So, what are you asking for this week?!


If you liked this episode, you'll LOVE these:

  • ⁠How to Ask for Clients⁠
  • ⁠How to Ask for Money⁠
  • ⁠How to Ask For Something with No Track Record, Portfolio or Massive Social Following⁠

Pitch Perfect Spring 2026 is enrolling right now! Get $300 off until April 13th. Doors close May 8.


Here's my ask for you!

  • DM me on IG  or email  and tell me - what have you asked for recently, and what were the results?
  • Follow this podcast, rate, review, and  - and following the law of reciprocity, I'll send you my handy-dandy Visibility Vault Notion doc - a list of newsletters and platforms to pitch to and get strategically placed!


NOW GO ASK FOR WHAT YOU WANT!

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The Art of The AskBy Chelsea Riffe

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