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99 Problems (but a boss ain't one)

Hosted by Michelle Pratt + Katy Carlisle · business · EN-GB

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About this Podcast:

The podcast that solves your freelance problems one at a time. Your hosts are: Katy Carlisle - Squarespace web designer at SQSP Queen and founder of Freelance Folk Twitter @katycarlisle Michelle Pratt - owner of Dive Deeper Development, business trainer and personal development coach. Twitter @divedeepdevp Say hi and share your problems or tips with us @99problemscast

Pitch Analysis

Required Pod Score for this podcast. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.

Contact path

Public web form

Booking probability

22%

Guest openness

Selective

80/100
Required Score

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Questions about 99 Problems (but a boss ain't one)

What is 99 Problems (but a boss ain't one) about?

The podcast that solves your freelance problems one at a time. Your hosts are: Katy Carlisle - Squarespace web designer at SQSP Queen and founder of Freelance Folk Twitter @katycarlisle Michelle Pratt - owner of Dive Deeper Development, business trainer and personal development coach. Twitter @divedeepdevp Say hi and share your problems or tips with us @99problemscast

Who hosts 99 Problems (but a boss ain't one)?

99 Problems (but a boss ain't one) is hosted by Michelle Pratt + Katy Carlisle. The show has published 86 episodes to date.

What has 99 Problems (but a boss ain't one) covered recently?

Recent episodes include "Episode 85 - Being ghosted" (24 March 2025, 34 minutes), "Episode 84 - Global domination" (10 March 2025, 65 minutes), and "Episode 83 - Artificial Intelligence" (7 February 2025, 45 minutes).

How often does 99 Problems (but a boss ain't one) publish?

99 Problems (but a boss ain't one) publishes roughly every two weeks, with episodes averaging 48 minutes across 86 episodes.

How hard is it to get booked on 99 Problems (but a boss ain't one)?

Booking probability for 99 Problems (but a boss ain't one) is 22%, and the host is rated Selective on guests. 99 Problems (but a boss ain't one) requires a Pod Score of 80 or higher. 99 Problems (but a boss ain't one)'s contact route on record: public web form.

Who should pitch 99 Problems (but a boss ain't one)?

The strongest fits for 99 Problems (but a boss ain't one) are Business & Management Consulting. 99 Problems (but a boss ain't one) has a business audience.

About the host

Michelle Pratt + Katy Carlisle hosts 99 Problems (but a boss ain't one), a business podcast with 86 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Mar 24, 202534 minS1

    <p>Have you ever spent a lot of time building a relationship with a client and submitting a proposal just to be completely ignored for your troubles? Yes? Then you’ve been ghosted. In this episode we look at how to deal...

  • Mar 10, 20251h 5mS1

    <p>In this episode we explore what to consider when you take your business global. How can you cross your t's and dot your i's? Whether you’re working abroad or simply expanding your services to customers in other...

  • Feb 7, 202545 minS1

    <p>It feels like you can’t go on social media without coming across another AI newsletter or another thread about the Top 10 AI tools it feels illegal to know. So it would be completely understandable to be concerned...

  • May 22, 202340 minS1

    <p>You’re in business, you’ve got customers and things are going great. But there may come a point where you either want to do something else and expand your skills, or maybe your customers love you so much they want...

  • May 2, 202338 minS1

    <p>In the olden days of our parents or grandparents, you had one job and you did that job for life - or at least for a long time. Now the ways of work have changed and people are used to switching jobs, but although...

View More
  • Apr 11, 202352 minS1

    <p>Big business is rubbish at looking after our planet, so it looks like it’s up to us micro-businesses to lead the way. But can we make a difference? What can little old us do for the planet and why should we make this...

  • Mar 28, 202347 minS1

    <p> When we first start out we will often turn our hand to anything in our skill set and work with pretty anyone who will do business with us. But we often find out that where we start out is not where we want to be...

  • Jan 30, 202356 minS1

    <p>In this episode, we're talking about the challenges of being a female freelancer. Do women face more challenges in freelancing than men? What’s the difference? And what can we do about it? </p>

  • Jan 16, 202339 minS1

    <p>It’s not you, it’s me. That’s right, in this episode we’re going to cover the topic of business breakups. You may have started by skipping through fields together but what happens if it stops being all rosy and you...

  • Jun 15, 202238 minS1

    <p>Rejection is something that will impact every freelancer at some point. It doesn’t feel good but being able to deal with it well (and even use it for good) will set you up for freelancing success. In this episode we...

  • Jan 24, 202246 minS1

    <p>When you’re freelance it’s up to you to decide what your values are, and then do business accordingly. In this episode we’re talking how to run a business with integrity, why it matters, and how to avoid the...

  • Jan 3, 20221h 6mS1

    <p>As we enter yet another year of uncertainty, you may be reluctant to plan when you’re not sure what lies ahead and you’re exhausted from the past year. We look at how to make planning into a positive activity that...

  • Dec 24, 202157 minS1

    <p>Freelancing requires a whole different approach to money. When you’re employed your employer basically sets your worth, but when you’re freelance you have to decide your own value, which can be scary! In this...

  • Dec 15, 202149 minS1

    <p>We realised this probably should have been our first challenge to tackle, but better late than never! So in this episode we look at the concrete steps you can take to set yourself up as a freelancer. We talk about...

  • Oct 29, 202148 minS1

    <p>They say never to work with children or animals, but what about collaborating with family or friends? In this episode we're going to look at the perks and pitfalls of mixing your work and personal life.</p>

  • Aug 24, 202158 minS1

    <p>A recent survey showed that 75% of people have experienced stress to the point where they felt they couldn’t cope, and we know that this is a problem for freelancers too; we’ve seen this in our own networks with...

  • Jul 2, 202150 minS1

    <p>After over a year of upheavals it’s natural to question if you’re doing what you want (both in life and work). Some people have had this reflection forced on them because their previous work has ceased to exist, but...

  • Jun 11, 202153 minS1

    <p>One of the most frustrating bits of feedback given to freelancers is “You have to get over those limiting beliefs” but without any solutions suggested. In this episode we explore some of the top limiting beliefs...

  • Apr 2, 202132 minS1

    <p>We like having tangible outcomes as it makes us feel like we’ve done something. You can look back over emails you’ve sent, invoices generated, workshops delivered, website pages created and it’s easy to see the...

  • Mar 19, 202153 minS1

    <p>As a freelancer the lines between work and life are often blurred to start with, add in a global pandemic with increased working from home and home schooling and is it any wonder we’re finding it hard to find time...

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