Cover image of show What I Wish I Knew Sooner

What I Wish I Knew Sooner

Podcast by What I Wish I Knew Sooner

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About What I Wish I Knew Sooner

What I Wish I Knew Sooner is a podcast for the curious, the creative, and the entrepreneurial. Hosted by two friends figuring life out as they go, we explore the lessons we wish we’d learned earlier and the stories helping us grow now. Through honest conversations with founders, creatives, and community builders, we unpack identity, ambition, and the messy in-between of building a meaningful life.🎙 New episodes monthly 💬 Got a dilemma? Send it our way! 💛 Find us on socials @whatiwishiknewsoonerpod

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23 episodes

episode The Right Time Doesn’t Exist: Start Before You’re Ready artwork

The Right Time Doesn’t Exist: Start Before You’re Ready

We hear it all the time: start before you’re ready. But if it were that easy… why do so many of us still wait? Whether it’s fear of failure, perfectionism, self-doubt or waiting for the “right time,” so many of us hold ourselves back from starting the things we really want to do. But what if the right time isn’t something you wait for… what if it’s something you create? In this mini episode, we unpack: 🚀 Why so many people wait to feel “ready” before they start ⏰ Why the perfect time often never comes 😬 How perfectionism and procrastination can keep us stuck 🧠 The role self-doubt plays in holding us back 💛 Why you don’t need permission to go after what you want ✨ Why taking imperfect action can change everything KEY MOMENTS: 00:00 The right time isn’t something you wait for 01:00 Why so many people hold themselves back 02:00 Start before you’re ready 03:00 The fear of failure vs learning as you go 04:00 Perfectionism, procrastination & self-doubt 06:00 Why social media can make us feel behind 08:00 Why you don’t need permission to start 10:00 Building self-trust and backing yourself 12:00 Why action creates confidence If you’ve been waiting for the “right time” to start something… this episode is your reminder that maybe the time is now. Follow us on socials @whatiwishiknewsoonerpod and send this to someone who needs to hear it 💛

Yesterday - 14 min
episode Everything You Need To Know About Money: Saving, Investing & Building Wealth with Ola Majekodunmi artwork

Everything You Need To Know About Money: Saving, Investing & Building Wealth with Ola Majekodunmi

Money is something that affects all of us… but most of us were never actually taught how to manage it. In this episode, we’re joined by Ola Majekodunmi, qualified financial advisor, public speaker and founder of All Things Money to talk about saving, investing, budgeting and building wealth in your 20s & 30s. From feeling behind financially to learning how to invest for the first time, we unpack the money conversations more people need to be having. We talk about: 💸 How to actually start saving & investing 📈 Building wealth even if you don’t earn loads 🧠 Money anxiety, comparison & financial confidence 🏡 Buying property, budgeting & financial goals 💳 Credit cards, debt & student loans 👩‍💻 Women & investing 📱 The impact of social media on how we view success ✨ And the financial advice we wish we knew sooner KEY MOMENTS: 00:00 Introducing Ola & All Things Money 02:30 Why schools don’t teach enough about money 05:00 The biggest money mistakes people are making 07:30 Feeling behind financially in your 20s & 30s 10:30 Where to start with saving & investing 14:00 Best investing platforms for beginners 15:30 Property, relationships & financial goals 19:30 “I don’t earn enough to save” 22:00 Saving vs investing explained 26:00 Debt, credit cards & student loans 32:00 What Ola wishes she knew sooner Whether you’re just starting your financial journey or trying to feel more confident with money, this episode is packed with practical advice and honest conversation. Follow us on socials @whatiwishiknewsoonerpod 🤍

10 May 2026 - 34 min
episode Why Community Matters More Than Ever (and Why It’s So Hard to Find) artwork

Why Community Matters More Than Ever (and Why It’s So Hard to Find)

With everyone talking about community right now, we wanted to ask the question… why does it feel harder than ever to actually find it? We grew up in environments where connection felt easy — school, university, even early careers — but as we’ve got older, building meaningful friendships and feeling part of something has become a lot less straightforward. At the same time, we’re more “connected” than ever online… yet somehow more disconnected in real life. So why is that? And what can we actually do about it? In this mini episode, we unpack:  🏡 Why community used to feel easier (and what’s changed)  📱 How social media creates the illusion of connection  🤝 The difference between having friends vs feeling like you belong  🌍 Why everyone wants a “village” — but no one wants to build one  😬 Why putting yourself out there feels uncomfortable (but is necessary)  ☕ How small, everyday moments can lead to real connection  ✨ Why we decided to start building our own community for “5–9ers” KEY MOMENTS:  00:00 Everyone wants a village — but no one builds one  01:00 Why community feels more important than ever  02:00 From built-in communities to building your own  03:00 The impact of remote work & post-COVID life  04:00 Why it’s harder to make friends as an adult  05:00 Social media vs real connection  07:00 Why “catch-up culture” isn’t real connection  09:00 Building community in small, simple ways  11:00 Why you have to put yourself out there  13:00 Finding your people (and trusting your intuition) If you’ve ever felt like you’re missing “your people” — this episode is for you. Follow us on socials @whatiwishiknewsoonerpod and send this to someone who might need the reminder 💛

27 Apr 2026 - 15 min
episode The Career Advice Women Aren’t Taught: Confidence, Strategy & Playing the Game with Jessica Lindfield artwork

The Career Advice Women Aren’t Taught: Confidence, Strategy & Playing the Game with Jessica Lindfield

In this episode, we’re joined by Jessica Lindfield - career strategist, author of Play the Game and founder of EmbraceHer. From the outside, Jess’s career looks incredibly successful. But behind the scenes, her experience with ambition, burnout and navigating corporate life hasn't always been straightforward. We talk about what it really means to “play the game” at work and why working hard alone isn’t always enough to get ahead. ✨We also get into: * why ambition needs to be sustainable (not just impressive on paper) * confidence vs self-trust (and what actually moves the needle) * how to build visibility without it feeling forced * the career advice women aren’t always taught * and how to define success in a way that actually works for your life If you’ve ever felt stuck, overlooked, or unsure how to navigate your next move, this episode is for you. KEY MOMENTS: 00:00 – Introduction to Jess Linfield 02:00 – How her relationship with ambition has evolved 03:30 – Chasing promotions vs enjoying your day-to-day 04:30 – Rapid career growth at 24 (and realising it wasn’t what she wanted) 06:00 – Why she created Embrace Her 07:30 – What women are really struggling with: confidence vs career strategy 09:00 – Why self-trust matters more than confidence 10:30 – Imposter syndrome and getting out of your own way 12:30 – How confidence is actually built 21:00 – The DARE method explained 30:00 – Why working hard isn’t enough (visibility, strategy & impact) 💬 Follow us for more conversations on life, career & personal growth @whatiwishiknewsoonerpod 💛 And if you enjoyed the episode, don’t forget to follow, rate and share the podcast - it helps us reach more people who might need these conversations.

12 Apr 2026 - 1 h 1 min
episode The Millennial Career Crisis (And What To Do About It) artwork

The Millennial Career Crisis (And What To Do About It)

With everyone talking about the millennial career crisis, we wanted to ask the question… is it actually a crisis or are careers just evolving? Many of us were raised to follow a certain path: go to school, go to university, get a stable job, work hard, and eventually everything will fall into place. But the world we’re working in now looks very different. AI is reshaping industries, the job market is shifting, and more people are questioning whether climbing the traditional ladder is the only definition of success. So are millennials really lost or are we just redefining what work and purpose look like? In this mini episode, we unpack:  💼 Why so many people feel stuck or uncertain in their careers  🤖 How AI and technology are changing the job market  🧠 Why your job title shouldn’t define your identity  🎨 The importance of passions and creative outlets outside of work  📉 Whether university is still the “right” path for everyone  🔄 Why pivoting careers is more normal than we think  ✨ And how to build a life that isn’t defined only by work KEY MOMENTS:  00:00 Are millennials actually in a career crisis?  02:00 Millennials were raised for a different world  03:30 AI, job security & the changing job market  05:00 The rise of personal brands and creator careers  07:00 University vs alternative career paths  11:00 Hustle culture vs Gen Z work values  13:00 Why life starts to feel like Groundhog Day  15:00 Finding purpose outside your job  18:00 Redefining success and pivoting careers If you’ve ever felt like everyone else has their life figured out while you’re still working it out — this episode is for you. Follow us on socials @whatiwishiknewsoonerpod and send this to someone who might need the reminder 💛

30 Mar 2026 - 20 min
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