Raymond Akiiki
The 5 to 9 Job
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
Podcast website
Latest episode
Jun 22, 2026
Where to listen?
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Episodes
The Psychology of Self-Sabotage (and 5 Tools to Beat It) 12.10.2025 23:10
We all have dreams, goals, and ambitions. But sometimes the biggest thing standing in our way…is ourselves. In this episode of The 5 to 9 Job , I’m diving deep into the psychology of self-sabotage, fear of success, fear of being judged, and why so many of us quietly hold ourselves back without even realizing it. Drawing from research, personal reflection, and real-world examples, I’ll walk you thr...
Through the Seasons of Hardship – Inspired by Steve Harvey 08.10.2025 6:40
In this episode, I lean into Steve Harvey’s perspective on hardship and success. The road to greatness is never straight—it comes with detours, delays, and struggles that often feel unfair. But here’s the truth: hardship isn’t punishment, it’s preparation. Every closed door, every setback, and every season of struggle is shaping you into the person you’re meant to become. If you’re in a tough seas...
The Season You’re In: Why It Feels Heavy (and How to Get Through It) 05.10.2025 29:51
ChatGPT said: This script is 🔥 — super raw, human, and relatable. It just needs a tight, bold title and a clear, skimmable description so it stands out in feeds and hooks the right listeners. Here’s the polished package: Title: 👉 “The Season You’re In: Why It Feels Heavy (and How to Get Through It)” Description: Some days you’re on fire. Other days? You can barely show up. That’s not failure—it’...
Should You Really Quit Your Job? 01.10.2025 25:15
Quitting sounds tempting. Walking out, chasing freedom, starting fresh. But here’s the truth most highlight reels don’t show: it’s not that simple. Before you hand in your resignation, you need to ask yourself some hard questions. Are you running toward something better—or just running away from what’s hard? In this episode of The 5 to 9 Job , I break down: ✅ The real reasons you feel like quitti...
5 To 9 Diary: The Truth About Work, Leadership, and the Illusion of Productivity 28.09.2025 33:44
This episode is part rant, part reflection, and part truth-telling. I open up about why I record these bonus episodes, how creating content has reshaped the way I see myself, and what I’ve been learning about work, leadership, and growth. From Steve Jobs on self-managed people, to the messy realities of the job market, to the debate on whether you really need a master’s degree, I share the lessons...
5 To 9 Diary: $3 Million, Hard Work, and The Lies We Tell Ourselves About Success 24.09.2025 36:01
This episode is a mix of raw truths and practical reflections on business, mindset, and growth. I cover why the market doesn’t care about your effort, how to reframe problems, what the $3M question reveals about your readiness for success, and why you can’t rush the process. From outsourcing weaknesses to passing the mirror test, these are lessons I’m learning and sharing in real time. If you’ve e...
The Hard Truths About the 9 to 5 Nobody Tells You 22.09.2025 28:09
Deadlines, office politics, capped earnings, and toxic environments—nobody tells you these things when you’re signing that employment contract. But here’s the twist: the same job that drains you today might be the exact one you prayed for yesterday. In this episode of The 5 to 9 Job , Raymond keeps it real with a professional rant about the hidden truths of 9 to 5 life—and how to deal with them wi...
How to Break the Limits of Your Life Through Exposure 18.09.2025 17:37
Have you ever noticed how a single experience can change your entire perspective? That’s the power of exposure. In this episode of The 5 to 9 Job , we dive deep into how exposure—what you see, who you meet, what you read, and the environments you step into—can completely reshape your mindset, your pace, and your opportunities. Here’s what we’ll explore together: 🌍 Why exposure is the invisible fo...
Podcast Pause Announcement 14.09.2025 28:31
“Hey everyone, I just want to take a moment to say thank you. After an incredible journey of sharing these stories, lessons, and conversations, I’m taking a break from The 5 to 9 Job Podcast . This isn’t goodbye forever—it’s just a pause. I’m grateful for every listen, download, and message from you along the way. Your support has meant the world, and I can’t wait to come back with fresh episodes...
Why the Best Investment Is Always You 11.09.2025 13:32
Where’s the safest place to store your wealth? A bank? Real estate? Stocks? No. The safest place to store your wealth is in you —your skills, your reputation, your character, and the value you bring to others. Because no matter what happens, if you’ve built yourself, you can rebuild everything else. In this episode of The 5 to 9 Job , I break down how life is less about guarantees and more about b...
Seasons of Low Energy (And How to Get Through Them) 08.09.2025 15:54
We’ve all been there: starting something with fire—then waking up one day with no energy, no motivation, and the haunting thought: “Why did I even start this?” In this episode of The 5 to 9 Job , I get honest about my own season of burnout, procrastination, and self-doubt. But instead of quitting, I discovered lessons that changed how I see progress, success, and momentum. Here’s what we’ll explor...
Quitting Your Job Isn’t the Answer (Unless You’re Ready for This) 04.09.2025 25:15
Quitting your job sounds freeing—but is it the right move for you? In this episode of The 5 to 9 Job , we cut through the highlight reels on social media and get real about one of the biggest decisions you’ll ever make: leaving your 9–5. Here’s what we’ll unpack together: 💭 Why you feel like quitting → burnout, comparison, or genuine misalignment? ❓ The hard questions you need to ask before hand...
5 To 9 Diary: Exercise, Focus & Why Small Wins Matter 01.09.2025 35:58
This week was messy. Procrastination. Late nights. Almost missed uploading this podcast. But through all that chaos—I stumbled on a truth I think you’ll relate to: 👉 Where you are right now doesn’t matter. Your trajectory does. In this episode, I share raw reflections from my week plus lessons I’m learning about direction, growth, and why most of us stay stuck longer than we need to. Here’s what...
When It Gets Hard, Will You Keep Going? Here’s What Winners Do 28.08.2025 19:21
Are you just wishing for your dreams to come true? Or are you putting in the work when it feels impossible? On today’s episode of The 5 to 9 Job , I’m going to challenge you with a tough question: How badly do you want it? Dreams don’t magically land in your lap. They demand sacrifice, discipline, and an ironclad mindset—especially on the days you don’t feel like it. You’ll hear why: ✅ Success de...
If You Feel Lost, Do This with a Pen and Paper 25.08.2025 21:34
"Your journal is where your real thoughts speak—and if you listen, you grow." In this vulnerable and practical episode of The 5 to 9 Job , I share how journaling has quietly become my most powerful tool for clarity, growth, and progress. Not in a fluffy “dear diary” way—but as a war room, decision lab, and sanctuary. From heartbreak to business ideas to self-discipline, journaling has helped me un...
This One Speech Could Change How You Handle Life’s Hardest Moments 21.08.2025 18:01
“You don’t have to give in to malevolence. You can rise above the chaos.” – Dr. Jordan B. Peterson In this deeply moving episode of The 5 to 9 Job , we revisit the profound wisdom of Dr. Jordan B. Peterson , this time focusing on one of life’s toughest truths: suffering is inevitable —but so is our ability to transcend it. Peterson, a clinical psychologist and bestselling author of 12 Rules for Li...
How to Beat Hard Workers: Outpace the World With Less Effort 18.08.2025 20:12
"You don’t have to be the best. Just don’t be the slowest.” That’s the insight from Andrew Tate that kicks off today’s episode of The 5 to 9 Job . We’re breaking down the difference between working hard and working smart —and why most people confuse effort with progress. In today’s world, it’s not about doing more—it’s about making the best move on the board , consistently. 🎯 In this episode, you...
Rich Dad Lessons I Wish I Learned Sooner 14.08.2025 28:14
“If your house is taking money out of your pocket — it’s not an asset.” I just re-read Rich Dad Poor Dad , and let me tell you — this time it hit differently. In this episode, I unpack a few mindset-shifting lessons that could change the way you see money forever. From assets vs. liabilities, to taxes, to how fear of failure keeps us broke — Robert Kiyosaki drops some real heat in this book. And I...
How to Be More Resilient in Work, Life & Loss 11.08.2025 11:43
"This is hard. But it’s not the end." In this episode of The 5 to 9 Job , I share one of the most impactful TEDx talks I’ve ever heard—by resilience researcher Dr. Lucy Hone —and how it shaped my thinking during tough seasons. From career pressure to personal loss, resilience isn’t just a mindset—it’s a set of habits anyone can practice. And it starts with how we respond when life doesn’t go as pl...
How to Stay Calm When Everything (and Everyone) Triggers You 07.08.2025 11:13
“Anger is like holding a burning coal and expecting the other person to feel the heat.” In this real and reflective episode of The 5 to 9 Job , we’re talking about something that affects all of us—but few ever master: anger . Let’s be honest. Life triggers you. People push buttons. And sometimes, your own expectations make you explode. But here’s the truth: you can't grow if you're constantly reac...
Good Intentions Aren’t Enough (Here’s Why You are always Misunderstood) 03.08.2025 18:08
“You meant well. But it still hurt them.” In this episode of The 5 to 9 Job , I open up about something that quietly damages our relationships, careers, and self-perception: the gap between intent and impact . We think that having a good heart should be enough. But the truth? The world runs on impact, not intention. 🎯 Inside this raw and reflective conversation, we unpack: Why “I didn’t mean to”...
How to Stay in the Game When Life Keeps Hitting Hard 31.07.2025 16:25
"It’s not over until you win." – Les Brown In this episode of The 5 to 9 Job , I explore one of the most important traits you need to succeed— attitude . Not talent. Not luck. Not resources. Your mindset. Your ability to keep believing when everything around you says quit. Inspired by a powerful clip from Les Brown, this episode is for anyone who’s faced defeat after defeat and still wants to beli...
How to Spot a 10x Moment Before It Passes You 28.07.2025 14:08
"You can grind for 10 years… or grow 10 years in one. The difference? Awareness." In this game-changing episode of The 5 to 9 Job , I break down a concept that could shift your entire path: Exponential Growth Awareness —the ability to recognize life-changing moments, people, and decisions when they happen… and actually act on them. Most people miss these moments—not because they’re lazy,...
How To Win More at Life: Step By Step 24.07.2025 16:31
“You rise to the level of the standards placed on you.” In today’s episode of The 5 to 9 Job , I’m digging into a truth that explains why some people stay stagnant while others soar: your standards determine your ceiling. Whether you place them on yourself or absorb them from your environment, the bar you set or settle for shapes your growth. We explore: 🚀 The Roger Bannister effect —how one man...
How to Protect Yourself From Toxic Hustle Culture 21.07.2025 18:14
“Grit is not just pushing through. It’s knowing what’s worth pushing for.” In this honest and practical episode of The 5 to 9 Job , we’re diving into a concept we love to celebrate—but rarely understand deeply: grit . Whether you’re chasing goals, juggling responsibilities, or wondering if it’s time to quit—this episode is your guide to knowing when to hold on and when to let go . 🎙️ What you’ll l...
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