Chelsea Riffe
The Art of The Ask
Ever wonder what could happen if you just… asked? Like, REALLY asked— for the raise, the date, the discount, the collaboration, the last slice of pizza, or the life you actually want? Welcome to "The Art of the Ask," the limited series podcast hosted by Podcast Host, Strategist and Professional Shot Shooter Chelsea Riffe, here to help you stop overthinking, start pitching, and finally get what you want. Each episode, Chelsea unpacks the psychology, strategy, and sheer nerve it takes to ask for what you want—and flip your "who am I to ask?" to "why not me?!"
Author
Chelsea Riffe
Category
Podcast website
Latest episode
May 6, 2026
Where to listen?
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Episodes
Becoming Your Favorite Self to Unlock Visibility, Obsession as Strategy, and Soulmate Conspirators 06.05.2026 41:18
What if pitching wasn't about sending more emails — but about making more friends? Today, I sit down with Ashley B. Jones — Mentor, Artist, Philosopher, Psychic, and neurodivergent habit architect — to talk about what happens when you stop pitching for clout and start pitching for soulmate connections. We get into how Ashley sold out her program on TikTok in a week to fund joining Pitch Perfec...
Visibility on Your Own Terms & The Power of Slow, Nurturing Connections with Ximena 29.04.2026 36:05
Are you a dinner party person or a house party person? The reason I ask? It shows you a LOT about how you relate to pitching and visibility. 👀 Today, I sit down with Ximena , everyone's favorite eco-philosopher, to discuss the power of human relationships and how it 10X your visibility, how to reframe pitching when it feels icky, and why it's completely okay to pitch more intimately and f...
Pitching a Cinematic Universe and Decentering Your Social Following with Ayu Sutriasa 24.04.2026 43:51
So many of us hold ourselves back from pitching because we don't have a massive social media following, digital presence or booming online audience. This imaginary math that your following = more bookings is costing you serious opportunities, from both a visibility AND financial standpoint. But what you offer, your lens, and your PRESENCE are worth gold compared to an IG following. Your cinematic...
Relationship-First Pitching, Anti-Clout Chasing and Knocking on Your Internet Neighbor's Door to Increase Visibility with Giana Cesaria 22.04.2026 33:14
The biggest myth around increasing your visibility is thinking it's about VOLUME: blasting out 100 emails per week, nonstop appearances, and jumping on as many platforms as you possibly can squeeze into your schedule. But you're not an octopus with nine brains and eight arms. Also, you're not a clout-chaser. Giana Cesaria , anthrophilosopher and teacher of systems, conditioning and rew...
Becoming Your Own PR Agent, Paid Speaking Spots and How to Pitch Yourself as a Multi-hyphenate with Abbi Miller 09.04.2026 30:47
If you find pitching to be worse than the chores your parents gave you when you were eight years old and fantasize about outsourcing it to a glamorous PR agency, thinking you'll get featured in Forbes or Vogue, become famous, and stack cold-hard cash simply from your newfound visibility...come sit. We need to talk. Abbi Miller from WorkWomb joins us today to share why becoming her own PR agent...
What I've Asked For in 2026 (Cash, Discounts and Payment Plans) 02.04.2026 27:59
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? B...
How to Ask For Clients 31.10.2025 51:25
What if you could just... ask someone to be your client? I'm so serious. Put down the automated funnels. Say goodbye to the free webinars. Break up with the 14-email nurture sequence. In this episode, I'm walking you through how I slid in someone's DMs that turned into a 2 year partnership and over $60K invested, and used the same strategy to have my biggest launch of Pitch Perfect eve...
How to Ask for What You Want if You Have Imposter Syndrome 19.10.2025 44:23
Let's address the elephant in this visibility glow-up room: imposter syndrome. In this episode, I'm breaking down what an imposter actually is (spoiler: unless you're actively scamming people out of their life savings or the Tinder Swindler, you're fine) and why feeling intimidated just means you're expanding. I'll walk you through the real mindset shifts and practical move...
How to Ask for Money 01.10.2025 1:02:50
Your most requested episode is here: HOW TO ASK FOR MONEY! How do you make such a big, bold, audacious ask?! In today's ep, I'm breaking down why money is such an anxiety-inducing topic, and the different ways to ask for money, including asking for a raise, a family investment into your biz, a refund from an airline and more! PLUS, I spill the tea on the time I was in Australia and BROKE A...
How To Ask For Something with No Track Record, Portfolio or Massive Social Following 24.09.2025 37:12
This episode is a full on MASTERCLASS on how ask for something and position yourself when you have nothing to show for it. I'm talking no shiny analytics, no experience, no previous work... how on EARTH do you shoot your shot when it feels like you have nothing to offer?! I break it down in the most Virgo-Moon detail possible, including: how I landed podcast sponsors, brand deals and massive d...
A Case for Asking: The Visibility (& Revenue) Glow-up with Antonia Dolhaine 17.09.2025 41:35
Remember when every coach told you to "post consistently", "show up" and "provide value" on social media? Somatic Depth Coach Antonia Dolhaine did that for YEARS. She created insane viral graphics, wrote endless carousels, and dealt with the classic entrepreneur nightmare: hours spent on Canva graphics leading to tons of inquiries from people who weren't actually...
How to Handle Rejection When Asking for What You Want 11.09.2025 40:18
This week, I get into the number one thing that holds people back from asking for what they want: fear of rejection. I'll share the psychology around the fear of rejection and why building up a tolerance to get rejected is the fastest way to build meaningful connections, ironically! Episode snippets: Most people aren't sitting around dissecting your asks in group chats (that's your ins...
How To Ask for What You Want 03.09.2025 30:54
In this kickoff episode of "The Art of the Ask," a limited series podcast all about the power of asking for what you ACTUALLY want—whether in business, life, or relationships, I share how I've SHOT MY SHOT and gotten exactly what I wanted (and of course, how you can too)! This episode starts with a definition of what "asking" actually means (you know my Virgo Moon/Rising lo...
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