Overcoming imposter syndrome

Overcoming imposter syndrome

Author: The Happy Startup School March 31, 2021 Duration: 57:19

On this episode of Waking up to Money we're joined by Sarah and Saskia.

They run different types of businesses but had similar challenges: how to be more confident about pricing.

Sarah runs a service based business and she was sending out proposals without first talking to her client about money.

Ben says that proposals never sell.

Proposals are there to reassure the customer they’re getting what they asked for.

Your job is to have money conversations upfront so that you can confidently put the right numbers in your proposal and your customer is in the right place to receive them.

The pressure isn’t on the proposal, the joy is in the conversation.

Saskia runs courses and an online community.

Because there’s so much free content on the Internet she gets a scary feeling when thinking about putting a price to her work.

It’s the same feeling she got when she first did abseiling and jumped off the edge.

Ben reminded her to think from her customers perspective and the solutions and good feelings they’re looking for.

There’s value in curating content so that people waste less time making progress.

There’s also value feeling part of a community when you’re trying to do things on your own.

Having conversations with potential customers and framing the value of what you do against something more expensive (i.e. 1 to 1 coaching) then helps them get more comfortable with the prices you offer.

You can find out more about these stories and hear all the feedback we gave Sarah and Saskia by listening to this episode.


For freelancers and founders who believe their work has genuine purpose, the conversation around money can feel like the most awkward part of the job. The Happy Pricing Podcast, from The Happy Startup School, steps directly into that discomfort. It operates from a simple, radical premise: pricing shouldn't be a silent calculation of fear or greed, but a clear, confident dialogue about shared value. This isn't about racing to the bottom to please clients or inflating rates to exploit them. Instead, each episode focuses on building the practical capability to have those necessary, often avoided, financial conversations. You'll hear real strategies for articulating your worth in a way that feels authentic, ensuring the exchange is equitable and that you are properly compensated for the impact you create. The discussions move beyond theory into the nuanced reality of running a purpose-driven business, exploring how to structure fees, negotiate with clarity, and ultimately create arrangements where both you and your clients feel good about the investment. Tuning into this podcast means re-framing pricing from a transactional headache into a core component of your professional integrity and happiness. It's for those ready to move past anxiety and into a practice where everyone truly shares in the value being delivered.
Author: Language: English Episodes: 75

The Happy Pricing Podcast
Podcast Episodes
Are you reassuringly expensive? [not-audio_url] [/not-audio_url]

Duration: 51:08
While you may feel like selling something is difficult remember that buying is difficult too.Our customers are always conscious about whether they’re making the right decisions. When choosing a product or service they’re…
Your money ceiling [not-audio_url] [/not-audio_url]

Duration: 36:35
In the episode we talk about the invisible ceiling we create around money.This ceiling limits how much we’re willing to charge for the work we do and therefore how much money we’re wiling to receive.In reality this ceili…
Gratitude and abundance [not-audio_url] [/not-audio_url]

Duration: 51:59
In this episode we talk to the energy and mindset we bring to our pricing and selling conversations.When we feel like money is slipping through our fingers we can get into a scarcity mindset that then creates the feeling…
The 3 toxic myths about money [not-audio_url] [/not-audio_url]

Duration: 42:48
Our emotional relationship to money impacts how we work with it.And so we're never going to develop our ability to price or sell if we don't also develop our personal attitude to money.On this episode we talk about the 3…
What are your customers actually buying from you? [not-audio_url] [/not-audio_url]

Duration: 42:37
In this episode we talk about the reasons why customers really buy from you. It isn't about the things (i.e. coaching, training, website widget) but something else. These something elses are usually rooted in two categor…
The price in your mind doesn't matter [not-audio_url] [/not-audio_url]

Duration: 35:25
When we first thought about the the title of this episode we thought it would be "When pricing goes wrong".What we ended up talking about was when "selling" goes wrong.Amongst other things we cover the role of timing, al…
What if your clients knew you were on a pricing course? [not-audio_url] [/not-audio_url]

Duration: 46:19
On our webinars we invite people to ask their questions about how to price better with their clients. Some people might think that this might put their clients off. We don't! Listen to this episode to learn why.
Money stories [not-audio_url] [/not-audio_url]

Duration: 41:39
On this episode Carlos and Ben talk about how their own money stories limited their growth and how these stories fit in with the rest of what they teach on the Happy Pricing course.