DIARY OF CEO — ONLINE

Diary of a CEO Side Hustle Episodes — How to Actually Start Making Money Online in 2026

Published March 18, 2026 — 12 min read — Updated for 2026

Steven Bartlett built a £300M+ empire before turning 30. The guests on his podcast — Alex Hormozi, Codie Sanchez, Daniel Priestley, Gary Vaynerchuk — have collectively generated billions in revenue. And across 450+ episodes of The Diary of a CEO, they've laid out exactly how ordinary people can start making money outside their 9-to-5. This guide pulls together the best side hustle advice from DOAC, organized into an actionable framework you can start this weekend.

Table of Contents

7 Best Diary of a CEO Episodes for Side Hustle Ideas

If you're looking for episodes that will give you concrete, actionable side hustle advice — not vague motivation — these are the seven episodes to start with. Every single one contains at least one framework you can implement immediately.

1

Alex Hormozi — How to Turn $1,000 Into $100 Million

Guest: Alex Hormozi — Over 15M views on YouTube

This is the single most-watched business episode in DOAC history, and for good reason. Hormozi breaks down the exact steps he used to go from sleeping on the floor of his gym to building a $100M+ portfolio. His core argument: most people don't have a money problem, they have a skills problem.

Key takeaway: "Pick one skill. Get good enough that someone will pay you for it. Then sell it in a way that makes the value obvious. That's it. That's the whole game."

→ Read our full episode summary

2

Codie Sanchez — The Business Model Nobody Talks About

Guest: Codie Sanchez — Investor & Entrepreneur

Codie Sanchez introduced millions of DOAC listeners to the concept of buying boring businesses — laundromats, car washes, vending machines, HVAC companies — instead of building flashy startups from scratch. Her argument is that the best path to financial freedom isn't a viral app; it's acquiring a cash-flowing small business that already has customers.

Key takeaway: "The sexiest business is the one that makes you money while you sleep. And that's usually the most boring-looking business from the outside."

→ Read our full episode summary

3

Daniel Priestley — How to Become a Key Person of Influence

Guest: Daniel Priestley — Author & Serial Entrepreneur

Priestley's episode is the masterclass on turning expertise into income. His "Key Person of Influence" framework explains why some people can charge 10x more than others for the same skill — and how to become that person in your niche in 12 months. If you have knowledge in any field, this episode shows you how to monetize it through speaking, writing, and digital products.

Key takeaway: "Write a book, build a brand, create a product, develop a pitch, and build partnerships. Do all five, and you become un-ignorable in your industry within a year."

→ Read our full episode summary

4

Gary Vaynerchuk — The Social Media Blueprint

Guest: Gary Vaynerchuk — CEO, VaynerMedia

Gary Vee's DOAC appearances cut through his usual motivational style and get tactical. His core argument for side hustlers: attention is the new currency, and social media is underpriced real estate. He lays out exactly how to turn content creation into a revenue engine, even with zero followers, by focusing on volume and relevance over production quality.

Key takeaway: "Post 100 pieces of content before you judge whether it works. Most people quit at 7 and say content marketing doesn't work. They didn't do content marketing — they did a trial run."

→ Read our full episode summary

5

Ali Abdaal — How to Build a Million-Dollar Side Hustle

Guest: Ali Abdaal — YouTuber & Entrepreneur

Ali Abdaal went from junior doctor to running a multi-million-dollar business — all starting as a side project while working at a hospital. His episode is the most relatable for anyone balancing a full-time job while trying to build something on the side. He breaks down exactly how many hours per week you actually need, which platforms to start on, and the economics of digital products vs. services.

Key takeaway: "The best side hustle is one you'd do for free on a Saturday morning. If it doesn't pass the Saturday morning test, you'll quit before it pays you."

→ Read our full episode summary

6

Alex Hormozi, Codie Sanchez & Daniel Priestley — The Money Panel

Special Panel Episode — Three business heavyweights

This rare panel episode brings together three of the most actionable business minds in the DOAC universe. They debate the best ways to make your first $10K, whether you should start or acquire a business, and what they'd do differently if starting from zero today. The disagreements between them are where the real gold is — because there genuinely isn't one right path.

Key takeaway: Hormozi says sell a skill. Codie says buy a business. Priestley says become the authority. All three agree: just pick one path and commit for 12 months.

→ Read our full episode summary

7

Steven Bartlett — My $300M Business Journey (Solo Episode)

Host: Steven Bartlett — Social Chain Founder, Dragon's Den

In several solo episodes across the show's run, Steven has broken down the exact trajectory of his business career — from dropping out of university with no money, to building Social Chain, to becoming the youngest Dragon on BBC's Dragon's Den. These episodes are raw and specific, including the failures, the nearly-broke moments, and the exact decisions that compounded into wealth.

Key takeaway: "I didn't start with a grand business plan. I started by being useful to one person on social media. Then two. Then ten. Everything else followed from that."

Alex Hormozi's $100M Framework — Simplified for Beginners

Hormozi's DOAC episode is dense with frameworks, but at its core, his advice for starting a side hustle boils down to what he calls the "Value Equation":

Hormozi's Value Equation

Value = (Dream Outcome — Perceived Likelihood of Achievement) — (Time Delay — Effort & Sacrifice)

In plain English: people will pay you more if you help them achieve a big result, make it feel achievable, deliver it fast, and make it easy. The best side hustles maximize the top of that equation and minimize the bottom.

Here's how Hormozi says to apply this when starting from zero:

  1. Identify a skill you're in the top 10% of — even within a small circle. It could be Excel, copywriting, fitness coaching, video editing, sales. If you don't have one yet, pick one and spend 100 hours getting good at it.
  2. Find people who would pay to have that skill applied — small business owners are the easiest first customers because they have money, problems, and no time. Cold DM 100 of them.
  3. Offer to work for free for the first 3 clients — this sounds counterintuitive, but Hormozi argues this is the fastest way to generate testimonials, case studies, and confidence. "Free is the fastest path to paid."
  4. Create an irresistible offer — don't sell "social media management." Sell "I'll get you 50 new customers in 30 days or you don't pay." Specificity is what separates $50/hr freelancers from $5,000/month consultants.
  5. Scale by raising prices, not adding clients — most side hustlers burn out by taking on too many cheap clients. Hormozi says to double your price every time you're fully booked. The right clients self-select.
This weekend: Write down 3 skills you're better at than most people you know. For each one, find 5 small business owners on Instagram who could use that skill. DM them. That's your Hormozi kickstart.

Codie Sanchez: Why You Should Buy a Boring Business

Codie Sanchez's DOAC appearance is a paradigm shift for most people. Her core thesis: you don't need to invent anything new. The best path to financial freedom for most people is buying a small, existing, cash-flowing business — and the competition for these deals is almost nonexistent because nobody thinks they're "cool."

The "Boring Business" Categories Codie Recommends

The key insight from her episode: most small business owners are baby boomers ready to retire, and 70% of small businesses listed for sale don't sell. This means there's massive negotiating leverage for buyers. You can often acquire a business making $100K/year profit for $200K—$300K — and finance it through an SBA loan with as little as 10% down.

This weekend: Browse BizBuySell.com for businesses in your area making $50K+ in annual profit. Look at the asking prices. You'll be surprised how affordable some of them are.

Daniel Priestley: Become the Expert, Then Monetize

Daniel Priestley's DOAC episode is for anyone who has expertise but doesn't know how to turn it into money. His "Key Person of Influence" framework is a 5-step system:

  1. Perfect your pitch — be able to explain what you do and who you help in under 60 seconds. If you can't articulate your value clearly, nobody will pay for it.
  2. Publish your thinking — write a short book (even 15,000 words counts), start a podcast, or create a content series. The act of publishing establishes authority faster than any credential.
  3. Productize your knowledge — turn what you know into a digital product: an online course, a template pack, a workshop, a membership. The product is what generates income while you sleep.
  4. Build your profile — get featured on other people's podcasts, write guest articles, speak at events. Each appearance compounds your credibility.
  5. Create partnerships — find people who already have the audience you want and create win-win deals. Joint ventures, affiliate arrangements, co-created products.

Priestley's core argument is that the internet has made it possible for anyone to become the go-to expert in a niche within 12 months — and being the go-to expert is the most reliable path to premium pricing and passive income. You don't need to be the world's best; you need to be the most visible and accessible expert in a specific, underserved niche.

Gary Vee's Content-to-Commerce Playbook

Gary Vaynerchuk's DOAC episodes are a masterclass in using free platforms to build a business. His framework for side hustlers:

The $0 Marketing Strategy

  1. Pick 2-3 platforms — TikTok, Instagram Reels, and YouTube Shorts are the current highest-ROI platforms for organic reach. LinkedIn if you're B2B.
  2. Create 3-7 pieces of content per day — Gary's number sounds insane, but his point is about volume over perfection. Record 7 videos on Sunday, post one per day. Each video is 30-90 seconds of genuine value or opinion in your niche.
  3. Document, don't create — don't try to produce polished content. Film yourself doing the thing you're already doing. Learning to code? Film it. Running a side hustle? Show the numbers. People connect with process, not perfection.
  4. Convert attention to email — social media followers are rented. Email subscribers are owned. Every post should have a call-to-action to join a free resource, checklist, or newsletter.
  5. Sell through DMs, not ads — when people engage with your content, DM them. Not to sell immediately, but to start a conversation. Gary says 80% of his early VaynerMedia clients came from personal DMs.
"You're one piece of content away from changing your life. But you'll never create that piece of content if you need the first one to go viral." — Gary Vaynerchuk

What Steven Bartlett Actually Did — Step by Step

Steven Bartlett's own story is the ultimate DOAC side hustle case study. Here's the timeline he's shared across multiple episodes:

  1. Age 18: Dropped out of university — with nothing. No money, no connections, no clear plan. He was living in his student accommodation and spending all his time online.
  2. Started managing social media pages for free — he noticed that brands were terrible at social media in 2013-2014. He started running fan pages and building audiences for free, learning what went viral and what didn't.
  3. Built Social Chain in a bedroom — his early insight was that brands would pay for access to large social media audiences. He started connecting brands with page owners, taking a cut of each deal.
  4. Focused on one skill obsessively — understanding how social media algorithms worked. He wasn't a designer, wasn't a developer, wasn't a finance person. He was the person who understood what made content spread.
  5. Scaled by hiring people smarter than him — Steven is candid that his biggest skill was recognizing talent and convincing great people to join his mission. The company scaled because he replaced himself in every function.
  6. Sold Social Chain for a reported £200M+ — and used the credibility to become a Dragon's Den investor, podcast host, and angel investor in dozens of companies.

The consistent lesson from Bartlett's story: he started by being useful to other people on the internet for free, and monetized later. Not the other way around.

The DOAC Side Hustle Framework — Your 7-Day Kickstart Plan

Based on the combined advice of all the guests above, here's a 7-day plan to go from "thinking about it" to "doing it":

Day 1 (Monday): Skill Audit

Write down every skill you have that someone might pay for. Ask 3 friends: "What do you come to me for help with?" Their answers reveal your blind spots. Pick the skill with the highest combination of your interest and market demand.

Day 2 (Tuesday): Market Research

Search for your skill on Upwork, Fiverr, and Instagram. What are people charging? Who's buying? What do the reviews say is missing? Find the gap between what's available and what people actually want.

Day 3 (Wednesday): Create Your Offer

Using Hormozi's Value Equation, write a one-paragraph offer. Be specific about the outcome, the timeframe, and the guarantee. "I'll design 5 Instagram posts that match your brand in 48 hours, or you pay nothing" is better than "I do social media design."

Day 4 (Thursday): Build Your Proof

Create 2-3 sample pieces of work for fictional or real companies. Screenshot them. Write a short case study. If you have zero portfolio, offer to do free work for one person today in exchange for a testimonial.

Day 5 (Friday): Outreach

Send 20 personalized messages to potential clients — small business owners on Instagram, connections on LinkedIn, or businesses you've found through research. Don't pitch. Start with value: "I noticed X about your [Instagram/website/emails]. Here's what I'd change and why."

Day 6 (Saturday): Content

Create your first 3 pieces of content showing your expertise. One tip, one process breakdown, one opinion piece. Post them. Don't overthink production quality. Gary Vee says your iPhone is enough.

Day 7 (Sunday): Reflect and Commit

Review responses. Adjust your offer based on feedback. Set a recurring 1-hour daily block in your calendar for side hustle work. Consistency beats intensity — even 7 hours per week compounds dramatically over 6 months.

5 Mistakes Every DOAC Guest Warns Against

Across hundreds of business episodes, these are the mistakes that come up again and again:

  1. Waiting until it's perfect — Hormozi, Gary Vee, and Bartlett all say the same thing: ship it ugly. The first version of everything successful was embarrassing. Social Chain's first website was "genuinely terrible" according to Steven. It didn't matter.
  2. Trying to appeal to everyone — Daniel Priestley's biggest insight: the riches are in the niches. "I help small businesses" is too vague. "I help London-based physiotherapy clinics get more bookings through Google" is a business.
  3. Spending money before making money — Codie Sanchez is emphatic: don't invest in tools, courses, branding, or a website until you've made your first sale. Prove demand before you spend a penny.
  4. Comparing your Day 1 to someone else's Year 5 — Ali Abdaal talks about this at length. When you see someone with a million YouTube subscribers, you're not seeing the 200 videos they made that got 14 views each. The survival phase is real and it's long.
  5. Not tracking your numbers — every guest who's built real wealth tracks obsessively. How many outreach messages sent? How many replies? What's the conversion rate? What's the average deal size? Without numbers, you're guessing. With numbers, you're operating.

Best Diary of a CEO Quotes About Side Hustles and Making Money

"The fastest way to make money is to solve a problem that's already costing someone money. Look at what businesses are complaining about — that's your opportunity." — Alex Hormozi
"Stop trying to build the next Uber. Buy a cleaning company. It's not sexy, it's not fun at dinner parties, but it'll make you rich while the Uber guys are burning through their third round of funding." — Codie Sanchez
"I didn't start Social Chain because I had a great idea. I started it because I was willing to do the boring work of understanding one platform better than anyone else. That's it. One thing, deeply." — Steven Bartlett
"Your network is your net worth — but only if you're adding value first. The person who helps 100 people for free will always out-earn the person who pitches 100 people for money." — Daniel Priestley
"The side hustle that works is the one that doesn't feel like a hustle. If it feels like grinding, you picked the wrong thing. Lean into your obsessions — the market will find you." — Ali Abdaal
"The gap between $0 and $1 in online income is the hardest gap to close. Once you've made that first dollar, you understand the game. Everything after that is just multiplication." — Gary Vaynerchuk

For more powerful quotes from the show, check out our complete DOAC quotes collection and our quotes about money and wealth.

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Frequently Asked Questions

What is the best Diary of a CEO episode about making money?

The Alex Hormozi "How to Turn $1,000 Into $100 Million" episode is the most-watched business episode on DOAC and the best starting point. For buying existing businesses, watch the Codie Sanchez episode. For content-based businesses, the Ali Abdaal and Gary Vaynerchuk episodes are essential.

Does Steven Bartlett share specific business advice on his podcast?

Yes — both through his guests and in solo episodes where he breaks down his own journey. Steven is unusually transparent about the specific decisions, failures, and financial details of building Social Chain. See our complete guide to Steven Bartlett's business advice.

What's the easiest side hustle recommended on Diary of a CEO?

Based on guest advice, the lowest barrier to entry is freelance services — using a skill you already have (writing, design, video editing, social media management) and offering it to small businesses via cold outreach. Hormozi and Bartlett both started this way. The lowest ongoing effort is a digital product (online course, template pack) once it's built, as Daniel Priestley recommends.

How much money can you realistically make from a side hustle?

DOAC guests give a realistic range: $1,000—$5,000/month within 6-12 months if you're consistent and focused on one thing. Hormozi says the first $10K/month is the hardest because you're building skills, reputation, and systems simultaneously. After that, growth tends to accelerate because referrals and compounding content kick in.

Can I start a side hustle with no money?

Absolutely — and most DOAC guests recommend it. Steven Bartlett started with a laptop. Ali Abdaal started with a phone camera. Gary Vee started with his dad's wine shop and a YouTube account. The consensus across episodes: start with time and skills, not money. Money follows proven demand.

Where can I listen to these episodes?

All Diary of a CEO episodes are available free on YouTube, Spotify, and Apple Podcasts. For summaries of every episode, visit DiaryOfCEO.online — we break down all 450+ episodes so you can find exactly what you need without watching the full 1.5-hour episodes.

What other DOAC guides should I read?

Check out our guides to the best money and business episodes, best business advice from DOAC, the productivity hacks guide, and the complete 2026 episode ranking.