Podcast thumbnail for The Art of The Ask

The Art of The Ask

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by Chelsea Riffe

5.0(5 reviews)
13 episodes
Updated Daily
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Podcast Overview

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?!"

Language

🇺🇲

Publishing Since

9/3/2025

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Recent Episodes

Episode thumbnail for Becoming Your Favorite Self to Unlock Visibility, Obsession as Strategy, and Soulmate Conspirators

May 6, 2026

Becoming Your Favorite Self to Unlock Visibility, Obsession as Strategy, and Soulmate Conspirators

<p>What if pitching wasn&#39;t about sending more emails — but about making more friends?</p><p><br></p><p>Today, I sit down with <a href="https://www.instagram.com/ashley.b.jones/?hl=en" target="_blank" rel="ugc noopener noreferrer">Ashley B. Jones</a> — 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. </p><p><br></p><p>We get into how Ashley sold out her program on TikTok in a week to fund joining Pitch Perfect (!) using her Favorite Self framework, why voice notes are an underrated visibility weapon, and how she walked into her fave brand&#39;s store in New York City and pitched them on hosting tarot readings in-store — because she had the audacity and finally had the framework to back it up.</p><p><br></p><p>Ashley&#39;s visibility strategy after Pitch Perfect paid off! She:</p><ul><li>Launched her podcast <a href="https://open.spotify.com/show/0XqLu3KuuSW6TEYspOkAbH?si=14566d69e6da4736" target="_blank" rel="ugc noopener noreferrer">Effects of Butterflies</a> — something she&#39;d been sitting on for three years — while still inside the program</li><li>Pitched herself to Cult Gaia (in person, cold, zero connections) and is now in talks with corporate about an in-store tarot event</li><li>Tripled her social media following practically overnight by going all in on one TikTok video</li><li>Built a constellation of collaborators, co-conspirators, and soulmate friends who are actively opening doors for each other</li></ul><p><br></p><p>We check in on what&#39;s been going on since Pitch Perfect, and I help her think through some visibility opportunities including:</p><ul><li>Why leaning into voice and video is her highest-leverage pitching move</li><li>How to use your intellectual gifts as currency when asking for introductions</li><li>The &quot;constellation collaboration&quot; approach — identifying who&#39;s right in front of you and making the ask</li><li>What it looks and feels like to pitch from excitement vs. strategy — and why the former always wins</li><p><br></p></ul><p>CONNECT WITH ASHLEY:</p><ul><li><a href="https://www.instagram.com/ashley.b.jones/?hl=en" target="_blank" rel="ugc noopener noreferrer">Instagram</a></li><li><a href="https://open.spotify.com/show/0XqLu3KuuSW6TEYspOkAbH?si=14566d69e6da4736" target="_blank" rel="ugc noopener noreferrer">Podcast</a></li><li><a href="https://ashleybjones.myflodesk.com/favorite-self-treasure-hunt" target="_blank" rel="noopener noreferer">The Free 75-Minute Workshop: The Favorite Self Treasure Hunt </a></li><li><a href="https://calendly.com/ashleybjones/the-wishing-well" target="_blank" rel="noopener noreferer">The Wishing Well 60-Min Reading</a></li></ul><p><br></p><p>If you liked this episode, you&#39;ll LOVE these:</p><ul><li><a href="https://open.spotify.com/episode/2gM7OKPlNPbtnny6gHzNAk?si=9hUtn7QXTkKSZePw2B-4fw" target="_blank" rel="ugc noopener noreferrer">Visibility on Your Own Terms with Ximena</a></li><li><a href="https://open.spotify.com/episode/5gEK2bvpGJihIosi57voPd?si=zBmu0fBwQyOl1O3ajuNtXA" target="_blank" rel="ugc noopener noreferrer">How to Ask for Money</a></li><li><a href="https://open.spotify.com/episode/5mCiy6xBeV4SxaOgLWjKaj?si=Bf3p94KVRYOUnfG2AP-hBA" target="_blank" rel="ugc noopener noreferrer">How to Handle Rejection When Asking for What You Want</a></li></ul><p><br></p><p>Here&#39;s my ask for you!</p><ul><li><a href="https://www.instagram.com/chelseariffe/?hl=en" target="_blank" rel="ugc noopener noreferrer">DM me on IG</a>  or email team@chelseariffe.com and tell me - what have you asked for recently, and what were the results?</li><li>Follow this podcast, rate, review, and  - and following the law of reciprocity, I&#39;ll send you my handy-dandy Visibility Vault Notion doc - a list of newsletters and platforms to pitch to and get strategically placed!</li></ul>

Episode thumbnail for Visibility on Your Own Terms & The Power of Slow, Nurturing Connections with Ximena

April 29, 2026

Visibility on Your Own Terms & The Power of Slow, Nurturing Connections with Ximena

<p>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. 👀</p><p><br></p><p>Today, I sit down with <a href="https://www.instagram.com/__ximenaximena__/?hl=en" target="_blank" rel="noopener noreferer">Ximena</a>, everyone&#39;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&#39;s completely okay to pitch more intimately and focus on depth vs. volume.</p><p><br></p><p>Ximena&#39;s visibility strategy after <a href="https://www.chelseariffe.com/pitch-perfect" target="_blank" rel="noopener noreferer">Pitch Perfect</a> paid off! She:</p><ul><li>Published in an English-language magazine she loved, with no portfolio or large following — and became the only non-US contributor</li><li>Grew from teaching 5 philosophy lessons online to 40+ in a year purely through connection</li><li>Built <a href="https://www.arootedimpact.com/" target="_blank" rel="noopener noreferer">Rooted Impact</a> (her signature philosophy program) and attracted students who joined without ever seeing her face or hearing her teach</li><li>Landed guest speaking opportunities and other visibility wins despite a &quot;small following&quot;</li></ul><p><br></p><p>We check in to see what&#39;s been going on since Pitch Perfect, and I help her move through some visibility blocks including:</p><ul><li>Reframing pitching — helping her see it as connection-building rather than the cold corporate sales she dreaded from her past job</li><li>Identifying her visibility style — through the &quot;dinner party vs. house party&quot; conversation, I help her realize she&#39;s an intimate, slow-nurturing connector (a superpower!)</li><li>Diversified visibility strategies — like placing classified ads in newsletters and low-lift ways to reach new audiences without the relationship-building overhead</li><li>Reframing her &quot;limitation&quot; — helping her see that her bilingual perspective and unique POV are advantages, not obstacles, when pitching</li></ul><p><br></p><p>If you liked this episode, you&#39;ll LOVE these:</p><ul><li><a href="https://open.spotify.com/episode/4wAh1vI22jbaBfbXcpGP54?si=3s86mqUkQW2iMczh1qZsog" target="_blank" rel="noopener noreferer">Pitching a Cinematic Universe and Decentering Your Social Following</a></li><li><a href="https://open.spotify.com/episode/4gJ8vR90F3Bf2DGoyXMKx6?si=gW6cZUHWRn6Ky7HeieDCng" target="_blank" rel="noopener noreferer">How to Ask For What You Want If You Have Imposter Syndrome</a></li><li><a href="https://open.spotify.com/episode/5mCiy6xBeV4SxaOgLWjKaj?si=HCllNy_CR92HJqF9bOlZPg" target="_blank" rel="noopener noreferer">How to Handle Rejection When Asking For What You Want</a></li></ul><p><br></p><p>Connect with Ximena:</p><ul><li><a href="https://bio.site/ximenaximena?utm_source=ig&utm_medium=social&utm_content=link_in_bio&fbclid=PAZXh0bgNhZW0CMTEAc3J0YwZhcHBfaWQMMjU2MjgxMDQwNTU4AAGnLkmfcC5aQM8kKJJqk5KOP-sZ8oSVAGxHmIGPJwUodp1gC1jsrQKJfewSMKE_aem_yGC-dZ-QhxZR0LNHDwySMg" target="_blank" rel="noopener noreferer">All links + offers</a></li><p><br></p></ul><p>Here&#39;s my ask for you!</p><ul><li>DM me on IG <a href="https://www.instagram.com/chelseariffe/?hl=en" target="_blank" rel="noopener noreferer">@chelseariffe</a> or email team@chelseariffe.com  and tell me - what have you asked for recently, and what were the results?</li><li>Follow this podcast, rate, review, and  - and following the law of reciprocity, I&#39;ll send you my handy-dandy Visibility Vault Notion doc - a list of newsletters and platforms to pitch to and get strategically placed!</li></ul>

Episode thumbnail for Pitching a Cinematic Universe and Decentering Your Social Following with Ayu Sutriasa

April 24, 2026

Pitching a Cinematic Universe and Decentering Your Social Following with Ayu Sutriasa

<p>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.</p><p><br /></p><p>Your cinematic universe is what people are captivated by, and that's what you should center in your pitches!</p><p><br /></p><p>Today, Ayu from Astral Pathways joins us to discuss what happens when pitching feels less like strategy and more like texting a friend.</p><p><br /></p><p>We get into:</p><ul><li>how pitching is really just reaching out to people whose worlds you already want to be in</li><li>why discernment matters more than volume — especially when you're a single mom running a business led by intuition</li><li>what it actually means to combine orbits and why visibility compounds when you stop cold pitching strangers</li></ul><p><br /></p><p>She also shares some exciting wins since <a href="https://www.chelseariffe.com/pitch-perfect" target="_blank" rel="ugc noopener noreferrer">Pitch Perfect</a>, like:</p><ul><li>how she pitched herself to an astrologer with 10x her following — and landed a soulmate-level client within a week</li><li>how a voice note (not a five-paragraph essay) got her paid to teach her signature writing workshop inside someone else's program</li><li>how she pitched a local magazine editor IRL over coffee — and landed the column</li></ul><p>Then, we move into visibility coaching where I help Ayu understand why her follower count is genuinely the least interesting thing about her pitch, the language shift that turns "I'm an astrologer" into a cinematic universe someone wants to live in, and why her most magnetic opportunities are already inside the orbits she's built — including the creatives who are waiting to find out their archetype.</p><p><br /></p><p>If you liked this episode, you'll LOVE these:</p><ul><li><a href="https://open.spotify.com/episode/7EKHzeF2YKkJT8SKnIZIMg?si=CPkPdaZVQyKEaPJ72NVOkA" rel="ugc noopener noreferrer" target="_blank">⁠⁠How To Ask for Clients⁠⁠</a></li><li><a href="https://open.spotify.com/episode/5mCiy6xBeV4SxaOgLWjKaj?si=-ZlCLl44RD-toQMllhKETA" rel="ugc noopener noreferrer" target="_blank">⁠⁠How To Handle Rejection⁠⁠</a></li><li><a href="https://open.spotify.com/episode/7lew5qCNPiij1rmrZW7IUG?si=mWhGN9C4QoOuvAV1-lB_0g" rel="ugc noopener noreferrer" target="_blank">⁠⁠⁠Shoot Your Shot - Or Miss Out On Life's Biggest Opportunities⁠</a></li></ul><p><br /></p><p>Connect with Ayu:</p><ul><li><a href="https://www.instagram.com/astralpathways/" target="_blank" rel="ugc noopener noreferrer">Instagram</a></li><li><a href="https://www.threads.com/@astralpathways" target="_blank" rel="ugc noopener noreferrer">Threads</a></li><li><a href="https://ayu-astral-pathways.myflodesk.com/creative-archetype" target="_blank" rel="ugc noopener noreferrer">Book a Creative Archetype Immersion</a></li><li><a href="https://ayu-astral-pathways.myflodesk.com/co-write" target="_blank" rel="ugc noopener noreferrer">Sign up for the next FREE co-writing session</a></li><p><br /></p></ul><p><strong>Here's my ask for you!</strong></p><ul><li>DM me on IG <a href="https://www.instagram.com/chelseariffe/?hl=en" rel="ugc noopener noreferrer" target="_blank">⁠⁠⁠@chelseariffe⁠⁠⁠</a> or email <a href="mailto:team@chelseariffe.com" rel="ugc noopener noreferrer" target="_blank">⁠⁠team@chelseariffe.com⁠⁠</a> and tell me - what have you asked for recently, and what were the results?</li><li>Follow this podcast, rate, review, and <a href="https://www.instagram.com/chelseariffe/?hl=en" rel="ugc noopener noreferrer" target="_blank">⁠⁠⁠tag me on socials⁠⁠⁠</a> - 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!</li></ul><p><br /></p><p>Now go shoot your shot!</p>

13 total episodes available

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Frequently asked questions

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What is 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?!"

How often does this podcast release new episodes?

This podcast updates daily.

Where can I listen to this podcast?

This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.

Does this podcast accept guests?

Yes, this podcast regularly features guests.

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