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

How to Protect Your Peace from Toxic People 17.07.2025

“You can’t build your best life while holding onto dead weight.” In this episode of The 5 to 9 Job , I’m diving deep into something we all deal with— toxic people and the negative energy they bring. Whether it’s a coworker, a friend, or someone you care about, their energy can quietly destroy your peace and drain your purpose— if you let it. Here’s what we’re covering: 💣 How to recognize toxic en...

The Key to Staying Motivated 13.07.2025

“Why am I doing this?” If you’ve ever asked yourself that, this episode of The 5 to 9 Job is for you. Whether you're working a 9-to-5, building something after hours, navigating relationships, or chasing a dream—you need a clear “why.” Your “why” gives you direction when motivation fades, and keeps you grounded when results take time to show. 🎙️ In this episode, I share: 💭 Why I started The 5...

How to Build a Life That Matters: Why You Need a Plan, Even a Bad One 09.07.2025

“The meaning of life isn’t to be happy. It’s to find something greater than yourself—and dedicate your life to it.” – Dr. Jordan B. Peterson In this powerful episode of The 5 to 9 Job , I break down a legendary clip from one of Dr. Jordan B. Peterson’s interviews on The Mikhaila Peterson Show. Whether you’re feeling lost, aimless, or stuck waiting for motivation to show up—this one’s for you. Dr....

Why Most People Fail: They Quit Too Soon 06.07.2025

“We live in a world obsessed with quick wins. But real success? It’s built slowly—over time, through pain, patience, and persistence.” In this raw and honest episode of The 5 to 9 Job , I open up about the hardest part of chasing success : staying the course when the results don’t come fast. From growing this podcast, building a business, or even personal growth—it’s never been quick, and it’s nev...

4 Simple Questions to Change Your Life: Why Not You By Jim Rohn 30.06.2025

“Why not you? Why not now?” In this powerful episode of The 5 to 9 Job , I share one of the most life-altering talks I’ve ever heard—from the legendary Jim Rohn. Delivered at a Herbalife event, this timeless message explores four deceptively simple questions that can shake you awake and redirect your life: Why? Why not? Why not you? Why not now? If you’ve ever felt stuck, lost, or waiting for “the...

Life, Death, and the Power of Living Fully: Steve Jobs on Mortality and Purpose 12.06.2025

In this episode, we explore thethird and final story from Steve Jobs’ 2005 Stanford commencement speech—hisreflection on death. He shares how a personal cancer diagnosis changed hisperspective on life and why remembering that we will one day die is the bestmotivation to live fully. His message is a reminder to follow our intuition,ignore external noise, and make the most of the time we have. What...

Fall Forward: The Secret to Success: Denzel Washington’s Advice on Risk-Taking 05.06.2025

In this episode, we break down Denzel Washington’s powerful message about failure and persistence. We discuss why taking risks, failing, and trying again are key ingredients to success. Failure is not the opposite of success—it’s part of the journey. Key Takeaways: Every failed experiment brings you closer to success. Failure is inevitable, but quitting is a choice. Taking risks is the only way to...

The Future You: How to Visualize, Plan, and Become 02.06.2025

Have you ever pictured the person you want to be 5 or 10 years from now? Not just the job or the lifestyle—but your mindset, habits, relationships, values? In this episode, I walk you through one of the most powerful tools I use every month: visualizing the future me . It’s not just a feel-good exercise—it’s helped me gain clarity, refocus my goals, and move with intention even when I don’t have a...

Through the Storm: Trusting the Process By Steve Harvey.How Your Hardship Is Preparing You for Greatness 29.05.2025

In this episode, we dive into Steve Harvey’s perspective on hardship andsuccess. We often see struggles as obstacles, but in reality, they are shapingus for what’s ahead. If you’re going through a tough time, this is not theend—it’s the preparation. Every challenge you face is teaching you the skills,resilience, and strength you need for your next season in life. 🔑 Key Takeaways: ·        Hardshi...

The Episode I Didn’t Want to Record 26.05.2025

This wasn’t supposed to be today’s episode. I had a script ready. I had two missed releases last week—not because I couldn’t record, but because I didn’t feel *connected* to what I was saying anymore. In today’s episode, I open up about almost quitting *The 5 to 9 Job*. Not out of laziness or lack of ideas—but out of frustration. Out of tiredness. Out of watching the numbers stay flat even though...

The Real Measure of Success: Denzel Washington’s Powerful Message on Giving Back 22.05.2025

In this short but impactful episode,we dive into the wisdom of Denzel Washington and the power of giving back. Success is not about what you accumulate—it’s about what you do with what youhave. This episode will challenge and inspire you to use your talents, skills,and resources to lift others while you climb. Listen as we break down thismessage and let Denzel Washington himself drive it home. Wha...

Love, Loss, and the Power of Starting Over: Steve Jobs on Turning Failure into Success 15.05.2025

In this episode, we explore thestory of love and loss from Steve Jobs’ 2005 Stanford commencement speech. Heshares how getting fired from Apple—the company he built—was one of the hardestbut most transformative experiences of his life. By following his passion, hewent on to create Pixar, NeXT, and ultimately reshape the future of Apple. Hisstory is a reminder that setbacks are often just stepping...

5 to 9 Diary: ChatGPT, Charles Mbire & the Creator of the Week: It’s Been a Ride 14.05.2025

In this deeply personal bonus episode of The 5 to 9 Job , I open up about what’s been on my mind lately—from building my first website (finally!) to the challenges of staying financially grounded without compromising who I am. I reflect on how much I’ve grown, how I’m using ChatGPT and tools like Sora to build more consistently, and why consistency on social media has become less of a struggle sin...

Cheating, Secrets, and Why People Act Differently in Every Relationship 12.05.2025

Cheating isn’t always about lust. Sometimes, it’s confusion. Sometimes, it’s fear. And sometimes, it’s just a choice we don’t want to admit we made. In this episode of The 5 to 9 Job , I dive into a very human—but often taboo—topic: cheating in relationships. Sparked by the emotional rollercoaster of Thoughtless by S.C. Stephens, I explore what really drives people to cheat, and why even good peop...

Defining Success on Your Own Terms: By Matthew McConaughey 08.05.2025

Inthis episode, we explore insights from Matthew McConaughey on the importance ofdefining success on your own terms. Too often, we try to fit into expectationsthat don’t align with who we truly are. But real success comes from knowing notonly what you want, but also what you don’t want. By eliminatingdistractions, setting clear goals, and fully committing to your path, youcreate a life that is aut...

5 To 9 Diary: Being Used, Being Seen & Why I’m Not Afraid to Do the Work 07.05.2025

In this bonus episode, I take you behind the scenes of The 5 to 9 Job Podcast —from doing our second video episode (finally!) to tweaking the structure of Friday episodes for a better listening rhythm. I reflect on why many top podcasters post on Mondays, and how I'm adjusting based on what works—not just copying trends. I also shout out an incredible Ugandan podcast ( ON Uganda by Aggie Patri...

The Apology Episode:Why Leaders and Parents Need to Say "I’m Sorry" 05.05.2025

Have you ever felt that tightness in your chest when you knew you were wrong—but just couldn’t say sorry? Yeah, me too. But here's the hard truth: failing to apologize costs us more than we realize—at work, in our families, and even within ourselves. In this episode of The 5 to 9 Job , I’m calling out something we don’t talk about enough—why people in positions of power (leaders, parents, part...

Dream Big & Fail Big: Denzel Washington’s Powerful Message on Hard Work and Failure 01.05.2025

In this episode, we break downDenzel Washington’s powerful message about failure, success, and the disciplineneeded to achieve your dreams. Life is about trying, failing, adjusting, andpushing forward. We explore why setting structured goals, staying consistent,and focusing on meaningful work are the keys to lasting success. Listen as wediscuss these principles before hearing Denzel Washington dri...

5 To 9 Diary:Not Your Fault, But Still Your Job: Life, Health, and the Grind 30.04.2025

In this raw and reflective bonus episode, I check in on everything—from how the podcast is going, to my thoughts on success, envy, and emotional responsibility. I open up about why I haven’t been recording consistently, how I’m trying to prepare better by pre-recording episodes, and what it's like to feel both burned out and like my prime is returning. We talk about envy—how wanting success of...

The Real Decision Behind the Friends You Keep 28.04.2025

Have you ever truly audited your circle? Not just the people you hang out with—but the ones who show up when life really hits? In this episode of The 5 to 9 Job Podcast , I break down something we often take for granted: friendship . We’re diving into why the friends you choose can shape your life more than any job, opportunity, or goal ever will. From the science behind strong relationships to th...

Trust That the Dots Will Connect- Steve Jobs on the Power of Following Your Curiosity 25.04.2025

In this episode, we explore one ofSteve Jobs’ most powerful lessons from his 2005 Stanford commencementspeech—the importance of trusting that the dots will connect. He shares howdropping out of college, struggling through uncertainty, and following hiscuriosity led to the creation of the Macintosh. This lesson is a reminder thateven when we feel lost, our experiences may come together in unexpecte...

5 To 9 Diary: The Real Cost of Playing Small, People-Pleasing, and Not Knowing What You Want 23.04.2025

This bonus episode is raw. I share life updates—from losing my phone to learning how to use my voice better—and reflect on the lessons that came with the chaos. We explore some real questions I’ve been wrestling with: 👉 What do you really want? 👉 What’s the hidden cost of staying silent? 👉 Are you living life on your own terms or someone else’s? 👉 Why do some companies say they want to grow, b...

Why Betting on Yourself is the Smartest Move You’ll Ever Make 21.04.2025

In this episode of The 5 to 9 Job podcast, we’re talking about the one bet that always pays off— the bet you place on yourself . Inspired by a powerful idea from Dr. Jordan B. Peterson—that the safest place to store your wealth is in you , not the bank—we explore why you should start treating your decisions like strategic bets, how to fail intelligently, and why you need to recognize when it’s tim...

5 To 9 Diary: My Experience With Video Podcasting 16.04.2025

🎙️ In this real and unfiltered bonus episode, I open up about the fear that held me back from doing video—and how I’m finally moving past it. But it’s deeper than that. I also dive into: Why video might be the most powerful medium for connection How to start without fancy gear (or perfection) The competitive advantage most young people overlook Why the job market rewards proof, not potential And h...

Exposure Changes Everything: Why You Feel Stuck & How to Get Unstuck 14.04.2025

What if the only thing standing between you and your dream life was… exposure? In this episode, I unpack one of the most overlooked forces behind personal and professional growth: exposure. Whether it’s the rooms you enter, the people you talk to, or the content you consume after work—from 5 PM to 9 AM—exposure is shaping your pace, your mindset, and your direction. I’ll take you through the key m...

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