Raymond Akiiki

The 5 to 9 Job

Society EN ↓ 156 episodes

Welcome to The 5 to 9 Job—my journal on growth, failure, and figuring life out. I started this show because I felt this deep need to help people like me…People trying. Failing and rebuilding. The idea was to use the hours between 5pm to 9am to grow. Slowly, my vision expanded and I wanted to do it all, to build a platform to raise others, reflect and share my interests and soon I hit a wall. Now It’s back to the basics; fewer better episodes. Each week, I share a few reflections, conversations, and stories from guests so make sure you don’t miss out on any episode. Welcome to my workshop.

Author

Raymond Akiiki

Category

Society

Podcast website

podcasters.spotify.com

Latest episode

Jun 22, 2026

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Episodes

Introducing Guest Hosts:Lifting Others, Building Waves, a New Era of the 5 to 9 Job 11.04.2025

This episode was meant to open Season 2—but life had other plans. Now it’s finally here. And trust me, it’s worth the wait. In today’s episode of The 5 to 9 Job , I finally share the exciting vision I teased in the season trailer: A bold experiment to open up this platform to YOU—the listeners, the creators, the dreamers who’ve been thinking about starting a podcast, testing an idea, or finding yo...

5 To 9 Diary: The Truth About Content Creators, Woke Culture, and Work Environments 09.04.2025

This bonus episode is raw, real, and straight from the second recording of the day. Not many creators admit it—but yeah, sometimes you just hit record again and keep going. I’m sharing what it feels like to be in week two of no employment (spoiler: still figuring it out), realizing I’ve bought way too many mics I don’t use, and why the iPhone mic might be all I ever needed. We’re also lifting up t...

What Really Matters at the End of Life: The Top 5 Regrets You Don’t Want to Have 06.04.2025

When you look back on your life, what will truly matter? Will it be the career milestones, the money, or something deeper? Inspired by The Top Five Regrets of the Dying by Bronnie Ware, this episode explores the key regrets people face at the end of their lives—and how we can live differently now. We’re breaking it down into three fundamental pillars: The Love We Shared – The moments, relationship...

How to Use YouTube for Your 5 to 9 Growth: Tips and Traps to Avoid 04.04.2025

In today’s episode, we’re breaking down how to leverage YouTube for your personal and business growth. YouTube is more than just entertainment—it’s a goldmine for actionable content if used the right way. Learn how the platform’s algorithm works, how to intentionally choose what content to engage with, and how to use search filters to find the best videos. We’ll also talk about how to avoid common...

5 To 9 Diary: Failures, Communication & the Journey Back to Love 02.04.2025

In this episode, I’m back—recording something fresh after running out of content (yes, it happens!). I share life updates, thoughts on failure, and some hard lessons on communication, business, and personal growth. Here’s what we get into: The Reality of Failure —Why failing isn’t the end but the key to winning. My Communication Struggles —How bad habits held me back in work, relationships, and bu...

QuittingYour Job Is Easy, But What Comes After? Let’s Talk About It 31.03.2025

Thinking of quitting your job? Before you make that decision, let’s have a real conversation. In this episode of The 5 to 9 Job , I’ll break down why you feel like quitting, the biggest mistakes people make when they leave, and the tough questions you NEED to ask yourself first . We’ll talk about why social media’s “success stories” don’t show the full picture , what it actually takes to go out on...

I Got Robbed: This Could Happen to You So Avoid My Mistakes 28.03.2025

In this episode, I share a raw, unfiltered story—my recent encounter with thieves and how I got robbed of my phones. It’s not just about losing my devices; it’s about the lessons that hit me afterward. What went wrong? What could I have done differently? And most importantly—how can you avoid making the same mistakes? If you live in a city or have ever felt too comfortable with your surroundings,...

5 to 9 Diary: Self-Doubt, Discipline & The Stories We Tell Ourselves 26.03.2025

In this bonus episode, I’m unpacking a mix of thoughts, realizations, and mindset shifts I’ve been sitting with lately. This one’s about: Finding purpose and why I’m shifting my focus to helping others Prioritization and burnout —how to stop saying yes to everything Why we get addicted to songs (and how that applies to success) Struggling with self-doubt and why failing to follow through doesn’t m...

5 To 9 Diary: Beating Nature, Speeding Up Success & The Mirror Test 19.03.2025

Join me in this episode as we dive into the brutal reality of the market—it doesn’t care how hard you work . We’ll talk about why hard work alone isn’t enough , how the way you see your problems changes everything , and why some people win despite their weaknesses . I’ll also share a fun but revealing $3M question —would you even be ready if success came your way? Plus, the Mirror Test that might...

The Best Podcasts You Should Be Listening To 14.03.2025

This episode is all about podcasts —the ones that shaped my year, kept me learning, and made me laugh. I go through some of my top picks, from business and real estate to comedy, storytelling, and self-improvement. Some are obvious picks, some are hidden gems, and yes, I even rated my own podcast (objectively, of course!). If you're looking for something new to listen to, tune in—you might just fi...

5 to 9 Diary: Procrastination, Priorities & The Price of Doing It All 12.03.2025

Why do we procrastinate on important things but never on Netflix or TikTok? Why do we try to do everything—only to feel stuck and overwhelmed? And how much time do we waste chasing what’s already gone? In this episode, I break down why procrastination is emotional (not just a bad habit), why we don’t delay entertainment but avoid hard work, and why doing it all is actually holding us back. I also...

Shifting Your Financial Mindset: What I Learned from Rereading Rich Dad, Poor Dad 10.03.2025

In this episode, I revisit Rich Dad, Poor Dad by Robert Kiyosaki and share key insights that completely changed how I think about money. From understanding the real difference between assets and liabilities to breaking free from the rat race, this book offers timeless lessons on financial independence. I also discuss why relying on a paycheck keeps you trapped, how the wealthy use taxes to their a...

The 5 to 9 Job Podcast is Back—Season 2 07.03.2025

If you thought Season 1 was just the beginning… you were absolutely right. We’ve laughed, we’ve learned, and maybe I’ve given a few too many lectures—but you stuck around. Now, in Season 2, we’re going even deeper. Expect more real conversations, more unfiltered lessons, and more voices that will challenge how you see work, business, and personal growth. This time, we’re bringing in entrepreneurs,...

The 5 to 9 Job Podcast is Back! Life Update & What to Expect This Season 05.03.2025

Welcome to the first-ever video episode of The 5 to 9 Job Podcast! In this episode, I share a quick update on my journey, the challenges I’ve faced, and what’s coming up this season. Whether you’re building a business, working on a passion project, or just trying to make the most of your after-hours hustle, this podcast is for you. I’ll be diving into real-life experiences, lessons learned, and pr...

E25_Season 1 Finale: Reflections, Gratitude, and What’s Next! 14.02.2025

In this final episode of the season, I’m reflecting on: The ups and downs of building this podcast from scratch. Why I’m taking a short break to recharge, plan, and supercharge for Season 2. Some lessons I’ve learned so far, and my vision to bring even more value in the future. This episode is all about gratitude , reflection, and giving you a sneak peek of what’s to come. Spoiler alert: Season 2...

5 to 9 Diary: Hard Truths for Growth — No One Owes You Success— 12.02.2025

Every week, I sit down with my thoughts, my journal, and the lessons life is teaching me. Some are uplifting, some are challenging, but all of them are real. This episode leans into the tougher side of growth—the harsh truths we sometimes avoid but desperately need to hear. From understanding that no one owes us success to recognizing when it’s time for a major change, I’m sharing what’s been on m...

E24_How Badly Do You Want It? The Price of Success" 10.02.2025

How badly do you want it? In this episode of The 5 to 9 Job , we explore the tough question of how much you’re willing to sacrifice to turn your dreams into reality. We dive into the reality of opposition, delays, and struggles, and how those challenges are part of your growth. Success isn’t just about talent—it’s about determination, resilience, and the willingness to keep going when things get h...

E23_"The 5 to 9 Secret to Success: How to Supercharge Your Growth After Work 07.02.2025

In this episode of The 5 to 9 Job , we dive into what I call the 5 to 9 Secret to Success . It’s all about how to make the hours before and after your 9 to 5 work for you and set yourself up for growth and success. Success isn't just about working harder; it’s about being strategic in your use of time. I'll share five key actions to supercharge your growth after hours, from setting clear intention...

5 to 9 Diary: Comparison, Blessings, and the Truth About Timing 2 05.02.2025

Welcome to a special diary-style episode of The 5 to 9 Job ! Today, I’m sharing personal updates on the podcast, life, and some reflections on comparison, blessings, and execution. We’ll talk about: ✅ The reality of comparing yourself to others—when is it okay? ✅ Why we often wait for a big moment to change us (and why that’s a trap). ✅ A powerful lesson on timing and faith —your blessings migh...

E22_How to Train Your Body to Sleep Better 03.02.2025

“It’s 2 a.m., and sleep feels like it’s miles away. In this episode of The 5 to 9 Job , we explore the science and psychology behind why you can’t sleep, what sleep really is, and why it’s not just something you do when you’re tired. Learn how your body’s internal clock (the circadian rhythm) works, what causes sleeplessness from a mental and neurological perspective, and how you can retrain your...

E21_Why Growth Happens in the After-Hours: Lessons from the 5 to 9 Life 31.01.2025

Why do the hours after work feel so powerful? In this episode, I dive deep into the transformative potential of your "5 to 9" life. Together, we’ll explore why these hours matter, how to make the most of them, and how even small, consistent actions can change the trajectory of your future. This is your permission slip to take control of your time and grow.

5 To 9 Diary: Attention-Seeking, FOMO & The Trap of Superficial Relevance 29.01.2025

This episode is a mix of deep reflection, uncomfortable truths, and powerful insights. We’re talking about the worst-case scenario exercise —a thought experiment where you strip away everything and ask: What remains? We also dive into: ✅ The great balance between being grateful and knowing when you’re being exploited. ✅ Why you’re not a bad employee —you’re just new, and that’s okay. ✅ The need...

E20_The People You Shouldn't Listen To (And How to Block Them Out) 26.01.2025

Every day, we make decisions about who to listen to, and those voices shape our choices—sometimes without us even realizing it. In this episode of The 5 to 9 Job , we talk about the people you shouldn't listen to and how to filter out the noise. From the naysayers to those who play it safe, and the envious who subtly undermine your progress, learn how to spot these voices and stay focused on your...

E19_How to Beat Post-Work Fatigue and Find Your Energy 24.01.2025

Feeling drained after your 9 to 5? You’re not alone. In this episode of The 5 to 9 Job , I explore why so many of us struggle with post-work fatigue and share practical, science-backed strategies to help you recharge, stay motivated, and show up for what really matters. Whether you’re working on a side hustle, spending time with family, or pursuing personal growth, these tips will help you boost y...

5 To 9 Diary: Podcasting, and What we might be getting wrong about marriage 21.01.2025

In this check in Episode, i talk about trying out video and how hard it actually is, what we all go through during work and the 9 to 5 and maybe more interestingly what we might be getting wrong about relationships and marriage with everything that is happening.

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