# From cringe to confidence: how to make selling feel good

Page: https://stenobird.com/podcast/flying-solo-45727/from-cringe-to-confidence-how-to-make-selling-feel-good
Text version: https://stenobird.com/podcast/flying-solo-45727/from-cringe-to-confidence-how-to-make-selling-feel-good.md
Podcast: [Flying Solo](https://stenobird.com/podcast/flying-solo-45727)
Published: 2026-05-14T23:56:00+00:00
Episode link: https://traffic.megaphone.fm/ARDME6559371940.mp3
Audio file: https://traffic.megaphone.fm/ARDME6559371940.mp3
Processing state: not_requested
JSON: https://stenobird.com/v1/public/podcasts/flying-solo-45727/episodes/from-cringe-to-confidence-how-to-make-selling-feel-good
Duration seconds: 2189

## Resource

Does the thought of sales and selling make you squirm? You’re not the only one. Yet, selling a part and parcel of doing business, so how can you get over the ick? To help us reframe our thinking and banish that cringe factor for good we're joined by Kate Toon. Kate is an ,award-winning business mentor, digital marketing coach,and author of the bestselling "Six Figures" series, including her latest, "Six Figures in Sales." We discuss what it really takes to sell without sleaze, why honesty trumps hype, how to price your services with confidence, and why building genuine rapport is your greatest sales asset—whether online, offline, or somewhere in between. If you’ve ever struggled with selling, this episode is packed with practical wisdom to help you find a sales style that actually feels good. Time stamped overview 00:00 Applying advertising skills to small business 03:56 Criticism of Meta advertising platforms 09:27 Setting freelance income goals 10:56 Discussing pricing strategies 15:28 Understanding Google's EEAT criteria 18:00 Challenges of running a bookshop 22:35 Importance of honesty in sales 23:38 The impact of brand connection 28:06 Improving your website's about page 30:17 The importance of strong writing skills 33:29 Focusing on emotional appeal Key topics 1. Mindset Shift in Selling · Selling is not inherently "pushy," but simply about matching solutions to the people who need them and overcoming objections rather than convincing uninterested parties (05:12). · Highlighting that discomfort with selling often comes from a misconception—it becomes easier and less "cringe" when you know your audience genuinely wants or needs what you offer (05:35). · Moving away from "bro marketing" and push tactics, Kate Toon advocates for honesty, conversation, and real rappo…

## Actions

- request_transcript: `POST https://stenobird.com/v1/public/podcasts/flying-solo-45727/episodes/from-cringe-to-confidence-how-to-make-selling-feel-good/transcription-requests` — Idempotently request low-priority transcript generation for this episode.
- read_markdown: `GET https://stenobird.com/podcast/flying-solo-45727/from-cringe-to-confidence-how-to-make-selling-feel-good.md` — Read the agent-friendly Markdown representation of this episode resource.

A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed.

## Transcript

Full transcripts are not published on public pages unless there is a clear rights basis.