Bit of backstory - https://youtu.be/GdtDj76dIUw
Follow me on IG - https://www.instagram.com/heydeanreilly
Book a 15 min Call - https://calendly.com/work-worth-doing/work-worth-doing-airbnb-mentoring
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
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
Grab My 7 Day Email Course to Launch an Airbnb without Owning a Property 👉 https://preview.mailerlite.io/forms/1061723/159242701050479620/share
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
Book a Strategy Call with Me 👉 https://calendly.com/deanreilly/discovery-call-path
Grab My 7 Day Email Course to Launch an Airbnb without Owning a Property 👉 https://preview.mailerlite.io/forms/1061723/159242701050479620/share
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
Book a Strategy Call with Me 👉 https://calendly.com/deanreilly/discovery-call-path
Grab My 7 Day Email Course to Launch an Airbnb without Owning a Property 👉 https://preview.mailerlite.io/forms/1061723/159242701050479620/share
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 Strategy Call with Me 👉 https://calendly.com/deanreilly/discovery-call-path
Grab My 7 Day Email Course to Launch an Airbnb without Owning a Property 👉 https://preview.mailerlite.io/forms/1061723/159242701050479620/share
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 Strategy Call with Me 👉 https://calendly.com/deanreilly/discovery-call-path
Grab My 7 Day Email Course to Launch an Airbnb without Owning a Property 👉 https://preview.mailerlite.io/forms/1061723/159242701050479620/share
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
Book a Strategy Call with Me 👉 https://calendly.com/deanreilly/discovery-call-path
Grab My 7 Day Email Course to Launch an Airbnb without Owning a Property 👉 https://preview.mailerlite.io/forms/1061723/159242701050479620/share
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.
📷 Instagram
@heydeanreilly @work.worth.doing.podcast
📰 Newsletter
https://workworthdoing.transistor.fm
Book a Strategy Call with Me 👉 https://calendly.com/deanreilly/discovery-call-path
Grab My 7 Day Email Course to Launch an Airbnb without Owning a Property 👉 https://preview.mailerlite.io/forms/1061723/159242701050479620/share
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:
Book a Strategy Call with Me 👉 https://calendly.com/deanreilly/discovery-call-path
Grab My 7 Day Email Course to Launch an Airbnb without Owning a Property 👉 https://preview.mailerlite.io/forms/1061723/159242701050479620/share
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
Book a Strategy Call with Me 👉 https://calendly.com/deanreilly/discovery-call-path
Grab My 7 Day Email Course to Launch an Airbnb without Owning a Property 👉 https://preview.mailerlite.io/forms/1061723/159242701050479620/share
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
Book a Strategy Call with Me 👉 https://calendly.com/deanreilly/discovery-call-path
Grab My 7 Day Email Course to Launch an Airbnb without Owning a Property 👉 https://preview.mailerlite.io/forms/1061723/159242701050479620/share
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
Tommy Lewis is an ultra-runner and content creator, who shares his journey of self-discovery and creating impactful content around his passion.
Tommy’s story covers everything from quitting the unfulfilling, to embracing long-distance running, overcoming self-doubt, and building an authentic online presence.
You'll learn...
Instagram - @tommyrunpt @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 - Quitting an unfulfilling job for passion
03:30 - First steps into content creation
09:12 - How ultra-running transformed Tommy’s mindset
12:45 - The journey to self-discovery through running
18:36 - Dealing with burnout and finding balance
25:28 - Building an authentic personal brand
31:22 - Lessons learned from ultra-marathons
37:01 - The importance of setting big goals
43:36 - Handling online criticism and negativity
52:42 - Finding meaning in every moment of life
1:01:30 - Why fitness is a gateway to self-improvement
1:13:45 - Reflections on identity and growth
1:25:22 - Connecting with an audience authentically
1:37:50 - The role of self-discipline in achieving goals
1:49:30 - How to sustain motivation for the long term
1:58:00 - Final thoughts on embracing discomfort
Dan Budden, co-founder of 53 Degrees Property is someone you should listen to.
Dan shares his journey from university sailing to building a thriving property business, discussing everything from managing multiple Airbnb units to dealing with difficult guests and scaling a business that allows him to travel the world.
***This episode was before Quittable rebranded to Work Worth Doing***
You'll hear us talk about...
Learn how I built my Airbnb Business below
Instagram - @the_property_athlete @heydeanreilly @quittable.pod
Website - workworthdoing.transistor.fm
Timestamps:
00:44 - 53 Degrees Property business overview
03:30 - Profit breakdown and scaling challenges
05:52 - Dealing with negative feedback and scrutiny
07:06 - Sailing to property: Dan’s background
10:32 - Managing rapid growth and scaling to 100+ units
14:48 - Challenges of the service accommodation industry
18:15 - Dealing with difficult guests and operational hurdles
23:04 - The ethics of selling high-priced property courses
29:46 - Balancing work, travel, and building a remote business
43:36 - The importance of setting long-term goals
Our guest today is Sam Shortall, founder of Limitless Academy, an online coaching business helping people transform their lives through fitness.
Furthermore, he also can help you to become a coach too!
Sam and I discuss his journey from losing his sales job to building a successful online coaching business during COVID. His story is one of resilience, transformation, and taking risks.
***This episode was before Quittable rebranded to Work Worth Doing***
You'll learn...
Learn how I built my Airbnb Business below
- https://join.thesaco.co.uk?affiliate_code=e019b7
Instagram - @samshortall_limitless @heydeanreilly @work.worth.doing.podcast
Website - workworthdoing.transistor.fm
Timestamps:
00:44 - What Sam had to quit to become a coach
03:15 - Losing a job just before COVID
05:52 - How Sam started his coaching business
09:12 - Starting a business with no safety net
12:59 - Moving to Liverpool to cut costs and go all-in
17:28 - Struggles with self-belief and overcoming adversity
23:00 - Building a team and scaling his coaching business
31:33 - Why you need to delegate tasks in business
43:36 - Dealing with body dysmorphia and fitness insecurities
52:42 - How to get started in coaching with minimal experience
Our guest today is Lewis Kemp, founder of Lightbulb Media, known for his no-BS approach to personal branding and digital marketing.
Lewis shares his journey from starting his agency to retiring his mom, and how his focus on authenticity, patience, and long-term thinking led him to success.
***This episode was before Quittable rebranded to Work Worth Doing***
You'll learn...
Learn how I built my Airbnb Business below
- https://join.thesaco.co.uk?affiliate_code=e019b7
Instagram - @lightbulbdmediauk @heydeanreilly @work.worth.doing.podcast
Website - workworthdoing.transistor.fm
Timestamps:
00:44 - What most people get wrong about personal branding
03:30 - Building a brand by focusing on emotions
05:42 - Handling negative comments and online trolls
07:06 - How Lewis retired his mom
09:58 - Investing strategies that helped him retire his mom
13:11 - Running a digital marketing agency with 25 clients
17:28 - Why integrity is essential in business
23:04 - How to avoid burnout while running an agency
29:46 - The real cost of scaling a business
37:01 - Advice for building wealth and playing the long game