99 Problems (but a boss ain't one)

99 Problems (but a boss ain't one)

Michelle Pratt + Katy Carlisle

Episodes 86
Avg. Duration 47m
Activity Dormant
Since Apr 2018
Latest Episode Mar 2025

Publishing Details

Schedule
Monthly
Format
Episodic
Hosting
anchor.fm

Contact & Outreach

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

Social Media

Explore Statistics

Recent Episodes

S1E85 Episode 85 - Being ghosted

Mar 24, 2025 33m

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…

S1E85 Episode 84 - Global domination

Mar 10, 2025 1h 5m

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…

S1E84 Episode 83 - Artificial Intelligence

Feb 07, 2025 44m

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…

S1E83 Episode 82 - Expanding your offering

May 22, 2023 40m

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…

S1E82 Episode 81 - The 'Do One Thing' myth

May 02, 2023 37m

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,…

S1E81 Episode 80 - Your freelance carbon footprint

Apr 11, 2023 51m

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…

S1E80 Episode 79 - Authenticity

Mar 28, 2023 46m

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…

S1E79 Episode 78 - Freelancing as a woman

Jan 30, 2023 56m

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?

S1E78 Episode 77 - Business Breakups

Jan 16, 2023 39m

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…

S1E77 Episode 76 - Rejection

Jun 15, 2022 38m

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…

S1E76 Episode 75 - Integrity

Jan 24, 2022 46m

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…

S1E75 Episode 74 - Achieving more without adding more

Jan 03, 2022 1h 6m

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…

S1E74 Episode 73 - Money mindset

Dec 24, 2021 56m

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…

S1E73 Episode 72 - Getting started

Dec 15, 2021 48m

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.…

S1E72 Episode 71 - Working with family and friends

Oct 29, 2021 48m

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…

S1E71 Episode 70 - Stress and anxiety

Aug 24, 2021 58m

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…

S1E70 Episode 69 - What am I doing with my life?

Jul 02, 2021 50m

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…

S1E69 Episode 68 - Limiting Beliefs

Jun 11, 2021 52m

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…

S1E68 Episode 67 - When work doesn't feel like work

Apr 02, 2021 32m

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…

S1E67 Episode 66 - Switching off

Mar 19, 2021 53m

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…

Frequently Asked Questions

How many episodes does 99 Problems (but a boss ain't one) have?

99 Problems (but a boss ain't one) has published 86 episodes since April 2018, covering topics in Business.

Is 99 Problems (but a boss ain't one) still active?

99 Problems (but a boss ain't one) is currently dormant with new episodes monthly. Average episode length is 47m.

How do I contact 99 Problems (but a boss ain't one) for sponsorship or guest appearances?

Sign up on Grep.FM to access contact details for 99 Problems (but a boss ain't one), including email and social media links.

Similar Podcasts