The Career Happiness Coach.
Helping freelancers and the self-employed, job hunters and those who are employed find career fulfilment and happiness in work or business through coaching and mentoring.
Do you want to feel happy and fulfilled at work?
Not sure what’s missing or how to change things?
At a pivot or crisis point and looking for clarity and a way forward?
As a Career, business and life coach, I support people to feel happier in their work - whatever stage you’re at in your career or small business.
I offer one-on-one support covering a range of areas, including CV and LinkedIn coaching, job hunting help, career pivot support and assisting freelancers and small business owners with being braver and more confident in their business.
What do you really need to be happier at work?
It’s likely if you’ve found this website then you are feeling lost or, to use a very specific psychological term, ‘meh’ about work. You might be in a place where you know there is more – more you want to do and achieve – but you aren’t sure where to focus and what to do next.
You might be considering freelance or self-employed life, or the opposite - looking for a full-time role away from freelancing. Work happiness is different for everyone, and coaching provides a safe, calm space away from the noise around you to explore your next steps with confidence.
Helping you build a career you love
Working together to find career happiness
Being happy at work can feel like an unreachable goal - and each person’s perception of being happy at work changes throughout their career.
If you feel like you’ve lost your ‘career happy’ then coaching can help you find it again. Equally, if you’re feeling happy at work but feel you could be happier, then coaching can help you with that too.
Coaching works because it is time to focus solely on you and your career happiness goal, cutting out the noise of everything and everyone around you.
As your coach I walk alongside you while you move forwards towards your own definition of career happiness. I don’t tell you what to do, or say you have to take actions - instead, you choose what actions will work for you. And the best bit is as a coach I am your accountability partner, and you can check in with me when you reach a goal, complete a task or are feeling challenged and want to run away!
Working together
Are you craving career happiness? Feeling stuck in your work, frustrated and even wishing you could quit, pivot, go freelance or just run away and join the circus? Perhaps you work for the circus and wish you could be in a 9-5 role… The world of work is a big, overwhelming place, especially post-pandemic, and we put a lot of store in being happy at work. So whether you’ve lost your confidence and want to find it again, or are looking for the next big steps in your career, then career happiness coaching is the answer. It’s all about you, and your goals and a chance to really work out what you want to do next to be career happy.
I’ve shared a detailed post about what happens in a coaching session so you can find out more before you book your discovery call.
Career happiness coaching
Coaching for anyone who is feeling stuck, or wants to be happier in their work. You might be looking for a promotion, to change jobs, to quit, to go freelance or just to feel happier day to day.
Coaching is client-led, where the focus is on you finding the right answers, guided by me as the coach, holding space in a session for you to explore what you truly want and how to make that happen.
Small Business Mentoring
Are you a small business owner or freelancer feeling stuck and wishing you could grow your business and be more ‘out there’?
Mentoring is all about us working together to get over those hurdles that are holding you back from growing your business. We can cover everything from the ‘jazz hands’ of social media to the ‘LinkedIn ick’ all the way through to networking and finding new clients.
Hello, nice to meet you.
Thinking abut coaching with me? You’re probably wondering how I became a coach when I’ve been a journalist for over 20 years…
I decided to become a coach after having some pro bono coaching as a ‘test client’ for friends who were training as coaches. I saw, through my own experience, the power of coaching as a way to find a way forward in my career. In fact, it was through coaching that I decided coaching would be a good choice for me.
I trained with Optimus Coach Academy which is accredited to the ICF (International Coaching Federation). I’ve coached over 100 hours one-on-one and in groups as well as running workshops.
Coaching is a very unique process - there is an immense power in the experience. I’ve written more about what happens in a coaching session in the Career Happiness Blog.
Case Studies
“Relaxed but focused”
Molly Christoudoulou, Artist and Therapist
I decided to have coaching as I felt a bit stuck in my career, I wasn't sure if becoming freelance was the right thing for me and which ideas to pursue. Since coaching I'm feeling much happier and more settled, I understand what was holding me back and the direction I'd like to be moving in. I now have regular clients for one of my freelance jobs and Jenny was a big part of that, especially her help with my CV. I would describe coaching with Jenny as relaxed but focused. Our sessions were always really productive but I felt like she gave me the space I needed and I wasn't under any pressure during time. She was really easy to work with as she's so approachable and friendly.
“Calm and supportive”
Anette, Creative Writer
I was struggling with my writing. I had a particularly large project to finish, and I just could not focus or motivate myself. I decided that I needed a coach and thought Jenny was the perfect fit for me as she specialises in helping writers as well as businesses. I was not disappointed. Jenny was very clear, and that helped me understand that I have ADHD and often people overcomplicate things. Jenny was calm and supportive; she worked out quite quickly that my faith in my writing had disappeared, and I was suffering with self-belief and confidence. The whole experience was uplifting and not only a positive impact on my writing life, but all my life and how I looked at it.
“Organised and focused”
Sinead Hanna, Content consultant and podcaster
This was my first time working with a coach and Jenny was perfect. She was thoughtful, organised and focused in every session. I'm armed with a new CV, and a practical list of things I can do when I need to 'hustle' for more work or to boost my profile. I feel inspired, excited and confident rather than nervous. Crucially, Jenny also gave me great guidance on how to turn down work and to prevent burnout, which was invaluable.
What Clients are Saying
"Jenny is a great freelance coach, I would recommend her services to anyone. Over our coaching sessions, Jenny provided practical advice and brilliant tips on how to secure new clients, and helped me address concerns and worries about particular working scenarios. Her CV workshop in particular was invaluable.
SINEAD HANNA, strategic communications consultant and content creator
"Jenny is a fantastic coach. She has really helped me to see where I am and what has been getting in my way. From these conversations, and her powerful questions that she asked, she has allowed me to get out of my own way and put actions in place to help me move forward."
DOMINIQUE ATWELL, ACTP Certified coach, education and training professional
As seen in…
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FAQs
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With a ‘discovery call’ - 30 minutes (or so) where you can quiz me all about coaching (and off load a little if you need to). This can be on the phone or on a Zoom call. You can set up a chat by clicking this link.
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Coaching prices vary depending on how deep you want to go. All my prices and packages are on this site - we can also create someting bespoke for you depending on your needs.
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The best way for me to answer this is to point you towards my testimonials and also my recommendations on LinkedIn.
Coaching is a very special experience - I can promise that if you put in the work that change will happen!
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The best way to work this out is to have a discovery call and share more about where you’re at with your career or business journey.
Some people love a one-hour brain dump, while others need support across several months.
Ask yourself what it is you want to achieve - not just the big goal but the smaller ones, too. Is it about a huge change, or some tweaks to help you take your next steps?
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Career Happiness Coaching is specifically about helping people find focus, clarity and contentment in their work or business.
You may have heard of life coaching - this is career coaching, where each session focuses on all things to do with your career.
Career Happiness Coaching is about connecting you with your plans and goals, and finding ways to make them happen.
Get in Touch!
Schedule a free 1:1 introductory session with me to discuss how I can help you. Intro sessions - AKA Discovery Calls - last around 15 minutes and are a chance for you to get an idea of how we connect and ask me questions about coaching.
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Career Happiness with Jenny Holliday is a Substack all about the world of work, sharing essay-style writing on everything from redundancy to the Work From Home/Return to Office debate. I share more personal stories and experiences from my own career there. You can sign up via the form below.




