How to Ask for What You Want (and Actually Get It) Without Feeling Like A Bitch
Working Hard with Grace Beverley
sophie@grace-beverley.com
4.2 • 901 Ratings
🗓️ 27 October 2025
⏱️ 16 minutes
🧾️ Download transcript
Summary
This week’s episode is for anyone who struggles to speak up the people who overthink every ask, soften every sentence, or apologise before they’ve even said anything.
It unpacks why asking for what you want feels so uncomfortable (especially for women), the psychology behind it, and how to start doing it without guilt.
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A huge thank you to the wonderful Terri Cole for speaking to me for this episode!
Read Boundary Boss here: https://boundarybossbook.com/
Terri's free boundary quiz: https://boundaryquiz.com/
Her Instagram: https://www.instagram.com/terricole/
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Transcript
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| 0:00.0 | What is up? I'm Grace Beverly and welcome back to Working Hard, the podcast |
| 0:15.0 | shared guide book on how to improve your own life and achieve what you actually dreamed of doing, |
| 0:18.8 | because life's too short for boring podcasts and bad advice. |
| 0:24.9 | What is up and welcome back to working hard. Today we are talking all about asking for what you |
| 0:29.5 | want and more importantly how to do it without feeling shame or feeling like a bitch. |
| 0:34.4 | It sounds very simple but in practice I just don't think it is. Maybe it's |
| 0:39.3 | asking for a raise, maybe it's pitching your work, maybe it's setting a boundary or even just saying |
| 0:43.7 | no. And then that little voice kicks in, will I sound rude? Will I come across as difficult? Am I being |
| 0:48.7 | ungrateful? And here's the thing. That voice isn't just in your head. It is cultural. |
| 0:53.8 | Female assertiveness has had a terrible |
| 0:55.7 | PR problem for centuries. We're taught from the moment with little girls to be agreeable, polite, and |
| 1:00.3 | accommodating, to be good girls and to put other people's comfort before our own. And I feel like |
| 1:05.1 | while being kind and accommodating can absolutely be real strengths, and definitely strengths I like |
| 1:09.4 | to develop over time. They also |
| 1:11.2 | can become shackles when they stop us from advocating for ourselves. Because let's be honest, |
| 1:15.9 | what is seen as leadership in a man is often seen as bossy in a woman. A man setting boundaries is |
| 1:20.5 | respected, and a woman setting the exact same boundary is labelled difficult. Research backs this up |
| 1:25.5 | again and again, unfortunately, but honestly, most of us also |
| 1:28.7 | don't need the stats because we've lived it. I wanted this episode then to be about reclaiming assertiveness |
| 1:33.2 | from that narrative, about making directness feel powerful but not pushy, and learning how to |
| 1:38.6 | ask for what you want clearly, confidently and without the guilty aftertaste, because asking for |
| 1:43.2 | what you need is not rude or selfish, and our lack of being able to do so is quite frankly holding us back but before we get into it you know what i'm about to say i looked at our stats this morning and it said that only 24% of people who we listen to this podcast every week actually follow us on their podcast app which is an absolute tragedy and a drama because we all love habit stacking over here and hitting that |
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