Granular Airbnb Intro Video - https://youtu.be/eoBN-JGVzhE
Follow me on IG - https://www.instagram.com/heydeanreilly
Work with Me - https://calendly.com/deanreilly/work-worth-doing-airbnb-mentoring1
Give this a watch 👉 https://www.youtube.com/watch?v=GdtDj76dIUw
Follow Julia on IG 👉 https://www.instagram.com/fightnomadjulia/
Follow me on IG 👉 https://www.instagram.com/heydeanreilly
Work with Me 👉 https://calendly.com/deanreilly/freedom
She got fired, had no backup plan. But then blew up to 300K followers on Instagram.
In this episode of Work Worth Doing, Julia shares her experience of build a life she actually wanted after feeling trapped to her 9-5.
You’ll learn:
- What getting fired taught her about safety
- Why 100K followers left her burnt out and broke
- How she rebuilt from scratch with no niche and no backup plan
- The moment she realised her “freedom” business still felt like a trap
- How slowing down became the only way forward
My backstory 👉 https://youtu.be/GdtDj76dIUw
Follow me on IG 👉 https://www.instagram.com/heydeanreilly/
From tweeting to 200 people to selling a company for $16M cash.
In this episode, we break down how he built, scaled, and sold a business that started with a $50 word doc and why he walked away from the machine it became.
You’ll learn…
– How to build a lean business without posting 24/7
– What actually matters if you want to sell a company
– Why growth without self-awareness is a trap
– The power of slowing down (and building again)
– How Will’s business went from income → prison → peace
Give this a watch next 👉 https://youtu.be/uBfXZE3POx4
Grab My 7 Day Email Course to Launch an Airbnb without Owning a Property 👉 https://preview.mailerlite.io/forms/1061723/159242701050479620/share
From $0 to $4M… but Darren Lee didn’t do it by chasing views.
He built a business that lasts, by learning to play the Infinite Game.
In this episode, we go deep on how he scaled a podcast agency that now makes $4M/year, and why so many founders fail by chasing a game they can’t win.
You’ll learn…
👇 Book a Strategy Call with Me
- https://calendly.com/deanreilly/discovery-call-path
A solo update on where I’m at, life, business, mindset, and what's been going on lately:
→ The numbers from my Airbnb + coaching businesses
→ What I’ve learned from shitty hires and messy ops
→ Why I am in Baii
Sol smashed $100K in 100 days. But what makes his story powerful isn’t the revenue, it’s the system that got him there.
In this episode, we unpack the three ingredients that changed everything for him, and the sneaky beliefs that hold most creators back.
You’ll learn…
Instagram:
@sol.hyde
@heydeanreilly
@work.worth.doing.podcast
Newsletter: workworthdoing.transistor.fm
Dan Kelsall is the founder of Offended and one of the most irreverent voices on LinkedIn. But what makes him powerful isn’t the swearing, it’s the clarity behind it.
From getting rejected by clients for being “too much” to building six-figure campaigns for KFC, this episode is a no-bullshit look at what it really takes to stand out.
You’ll learn…
– Why your content feels forced (and how to fix it)
– The real difference between a personal brand and a sellable brand
– Why building a business ≠ posting more
– How to gamify backlash so you stop fearing it
– What makes people actually buy from you
Dan's Linked In
- https://www.linkedin.com/in/dan-kelsall/
Work with Me 1to1
- https://calendly.com/deanreilly/discovery-call-path
Book a Call to Discuss Launching/Growing Your Business with Me:
👉 https://calendly.com/deanreilly/discovery-call-path
Biliana is a sales and marketing strategist for solopreneurs, but what makes her story powerful isn’t the revenue, it’s the clarity behind her process.
From years of helping creators “sell without the sleaze” to building offers that convert without burnout, this episode explores what actually moves the needle.
You’ll learn…
– Why most founders feel awkward about sales (and how to fix it)
– The magnesium vs. sleep analogy (and why your offer isn’t landing)
– Why conviction matters more than confidence
– How to tell if it’s a content problem or a positioning one
– Why authority isn’t built in carousels — it’s built in stories
IG
Biliana IG - @myonlinemarketingcoach
Biliana LinkedIn - https://www.linkedin.com/in/bilianastoyanova/
Me - @heydeanreilly
Pod - @work.worth.doing.x
Book a Free Roadmap Call with Me
👉 https://calendly.com/deanreilly/discovery-call-path
Aston Haslam is the co-founder of multiple 6 and 7-figure property companies but what makes his story remarkable isn’t the revenue, it’s the mindset that built it.
From earning £20K/year in a corporate job to raising £10 million in private finance by the age of 25, Aston shares the raw, unglamorous truth behind what it actually takes to build freedom, and why most people are chasing the wrong version of it.
This episode is a refreshing gut-check for anyone who’s convinced that success means Lambos, exits, or grindset hacks. Aston breaks it all down with brutal honesty and a grounded, no-fluff perspective.
You’ll learn...
- Why real freedom means getting a haircut at 2pm, not flying private
- How Aston raised £3.6M in funding before the age of 25
- Why simplicity scales better than cleverness
- The #1 mistake people make when trying to escape their 9-5
- Why documenting the boring bits is your unfair content advantage
Instagram
@astonhproperty
@heydeanreilly
@work.worth.doing.x
In this solo episode, I share x3 priceless lessons I’ve learned from backing myself, plus a bonus at the end.
If you’ve ever doubted whether you pull this off, this episode is for you.
📅 Free Discovery Call with me
https://calendly.com/deanreilly/discovery-call-path?month=2025-03
📷 Instagram
@heydeanreilly @work.worth.doing.podcast
📰 Newsletter
https://workworthdoing.transistor.fm
Tej Singh is an entrepreneur, investor, and business owner who scaled a property portfolio, built a recruitment agency, and now acquires businesses through M&A.
Tej shares his journey from sales into recruitment, scaling a property portfolio in record time, and his latest focus, buying and running ‘boring’ businesses that generate cash flow. His no-BS approach to business, money, and freedom is refreshing, honest, and full of practical insights.
You'll learn...
Instagram - @tej.talks @heydeanreilly @work.worth.doing.podcast
Newsletter - workworthdoing.transistor.fm
Learn how I built my Airbnb Business below:
📝 Life Audit: Click here
📅 Discovery Call with me: Click here
Madeline Miller is an ex-entertainment lawyer turned career and leadership coach, helping professionals find purpose and fulfillment in their work.
From working on Hollywood blockbusters like the James Bond franchise to launching her own coaching business, Madeline shares her journey of navigating burnout, imposter syndrome, and the fear of leaving a secure career. Her story is a powerful example of how taking risks and aligning with your values can lead to personal and professional fulfillment.
You’ll learn...
Instagram - @madelinemillercoaching @heydeanreilly @work.worth.doing.podcast
Newsletter - workworthdoing.transistor.fm
Learn how I built my Airbnb Business below:
Adam Smith is an ex-hospitality manager turned coach, entrepreneur, and business builder who has transformed his life by helping others.
Adam shares his story of moving from late-night bar shifts to creating a thriving coaching business, emphasizing the importance of resilience, self-awareness, and acquiring the right skills to succeed. From battling self-doubt to building a million-pound business, his journey offers inspiration and practical advice for you if you're looking to reinvent a part of you.
You’ll learn...
Instagram - @heydeanreilly @work.worth.doing.podcast
Website - workworthdoing.transistor.fm
Learn how I built my Airbnb Business below:
Dean shares a solo episode about the lessons learned from a big loss early in his entrepreneurial journey. This candid account provides actionable advice for handling setbacks, staying resilient, and navigating the emotional challenges of business ownership.
You'll learn...
Instagram - @heydeanreilly @work.worth.doing.podcast
Newsletter - workworthdoing.transistor.fm
Learn how I built my Airbnb Business below:
Troy Munson is an ex-enterprise sales executive turned entrepreneur who left the corporate world to build his own businesses. From selling two startups to launching Demo, Troy’s journey is about taking risks, learning from setbacks, and creating a life of purpose.
Troy shares his transition from high-paying sales roles to entrepreneurship, the challenges of building on the side, and the rewards of taking control of his career and life.
You'll learn...
-How to transition from sales to entrepreneurship
- The risks and rewards of starting a business while working full-time
- How to turn your side hustle into a full-time venture
- The importance of resilience and long-term thinking
- Why success looks different for everyone
Instagram - @troy.munson @heydeanreilly @work.worth.doing.podcast
Website - workworthdoing.transistor.fm
Learn how I built my Airbnb Business below:
- https://join.thesaco.co.uk?affiliate_code=e019b7
Timestamps:
00:44 - Troy’s journey from sales to startups
03:30 - Why sales executives earn more than surgeons
07:06 - The hidden dangers of comfort in enterprise sales
09:43 - Why Troy always knew he wanted to be an entrepreneur
12:45 - Building Vocal: From idea to selling the business
18:36 - Dealing with doubts and setbacks as a founder
23:50 - How to start a business discreetly alongside a job
30:02 - Selling Referral: Solving problems with creativity
37:01 - Why success looks different for everyone
43:36 - What motivates Troy to keep building businesses
48:04 - Final thoughts: Taking the leap to build your dream life
Chris O'Connell is a recruitment industry leader, entrepreneur, and advisor who built a £20 million business, only to lose it all and start again. His story is one of resilience, transformation, and adversity.
Chris opens up about his journey from childhood trauma to building a successful recruitment business, navigating personal and professional setbacks, and ultimately rebuilding his life and career with a newfound sense of purpose.
You'll learn...
- How to overcome adversity and build resilience
- The challenges of scaling a business to £20 million
- How to rebound from major financial and personal setbacks
- Why authenticity and vulnerability are key
- Actionable steps for starting a business
Instagram - @chrisoconnellcoach @heydeanreilly @work.worth.doing.podcast
Newsletter - workworthdoing.transistor.fm
Learn how I built my Airbnb Business below:
- https://join.thesaco.co.uk?affiliate_code=e019b7
Timestamps:
00:44 - Chris’s childhood and its impact on his drive
03:42 - From top recruiter to business owner
05:37 - First steps in starting a recruitment business
07:46 - Landing the first big deal and scaling quickly
09:49 - Building a £20 million business and taking risks
12:45 - How trauma fueled his success and challenges
18:36 - Losing the business and starting over
23:50 - The mental toll of rebuilding from scratch
30:02 - Advice for new entrepreneurs: Just start
43:36 - What’s next for Chris: TED Talks and investments
Aaron Knightley is a multi-talented entrepreneur, events business owner, investor, podcast host, and content creator with over 400,000 TikTok followers.
Aaron shares his unconventional views on time freedom versus financial freedom, the importance of taking responsibility, and how he helps others transition from a 9-to-5 into their first business. His direct approach and controversial ideas will leave you thinking differently about work, money, and life.
You'll learn...
- Why time freedom matters more than financial freedom
- How to quit a 9-to-5 and start your own business
- Why taking responsibility is key to success
- How to handle financial stress and build wealth
- The power of delayed gratification and consistency
Instagram - @aaronknightley @heydeanreilly @work.worth.doing.podcast
Newsletter - workworthdoing.transistor.fm
Learn how I built my Airbnb Business below:
https://join.thesaco.co.uk?affiliate_code=e019b7
Timestamps:
00:00 - Introduction: Why freedom is better than financial success
03:15 - Aaron’s turning point: Having a child at 20
09:12 - Why most people only act when it’s too late
12:45 - The dangers of dependency on a 9-to-5 income
18:36 - Why money makes you happy and secure
25:28 - Taking ownership of your financial future
31:22 - The importance of discipline and delayed gratification
37:01 - Why most people stay stuck in a job they hate
43:36 - Building a business with minimal resources
52:42 - How Aaron’s program helps people quit their jobs
Blandine Pais is a property entrepreneur who transitioned from 19 years as a personal assistant to building a thriving property business, generating £15-20k per month.
We cover how she did it, starting from scratch, and building a new life in property despite the odds being stacked against her. From juggling single parenthood to managing setbacks, Blandine shares how she found freedom and flexibility through property investing.
You'll learn...
Instagram - @blandine.pais @heydeanreilly @work.worth.doing.podcast
Website - workworthdoing.transistor.fm
Learn how I built my Airbnb Business below:
Timestamps:
00:44 - Blandine’s transition from PA to property
03:30 - How she started her property journey in 1997
09:12 - Learning new strategies during COVID lockdowns
12:45 - Managing property with the rent-to-rent model
18:36 - Juggling a full-time job and building a business
25:28 - How she scaled her property business
31:22 - Why education and mentorship were key to her success
37:01 - Overcoming challenges as a single mom
43:36 - The importance of curiosity and persistence
52:42 - Advice for starting a side hustle you love
Dean shares a solo episode about navigating change, breaking free from unfulfilling work, and transitioning to becoming a business owner.
This episode is packed with insights on how to handle uncertainty, stay motivated, and embrace the messy journey of transformation.
Dean outlines three core steps for tackling change and building a life of flexibility and autonomy.
You'll learn...
- How to clarify your vision and purpose
- Why embracing discomfort is essential for growth
- How to take consistent action while letting go of outcomes
- The importance of focusing on the process, not just the results
- Why privilege gives you the power to create the life you want
Instagram - @heydeanreilly @work.worth.doing.podcast
Newsletter - workworthdoing.transistor.fm
Learn how I built my Airbnb Business below:
- https://join.thesaco.co.uk?affiliate_code=e019b7
Scott MacPherson is a property entrepreneur who shares his journey of resilience, learning from failures, and finding success while navigating personal and professional challenges.
Scott’s story highlights starting his business from scratch, dealing with burnout and anxiety, to building resilience in the face of setbacks, all while balancing life with his partner.
You'll learn...
Instagram - @scottmacphersxn @heydeanreilly @work.worth.doing.podcast
Newsletter - workworthdoing.transistor.fm
Learn how I built my Airbnb Business below:
Timestamps
00:44 - Starting a business with minimal resources
03:30 - Why Scott moved 400+ miles to start fresh
09:12 - Dealing with anxiety and panic attacks
12:45 - The importance of having a supportive partner
18:36 - Navigating the challenges of building a business
25:28 - The power of documenting your journey
31:22 - Authenticity in property content
37:01 - Managing financial risks and debt
43:36 - The lessons learned from setbacks
52:42 - Finding joy in the small wins along the way
1:01:30 - Building resilience through tough times