DO AS I SAY

Buy my game! I create a game from the ground up specifically for founders 🤯 it's called Pitch Please and I genuinely love playing it!

Prepare to hustle your way to the top in this cutthroat pitching showdown. Convince, charm, and con your way into the hearts and wallets of your competitors. Get ready to play the ultimate game of selling your soul for success.

The game is simple. Each round, every player matches a customer card with a product card and pitches the most absurd business they can imagine. The funniest and unequivocally worst idea wins.

https://pitchpleasegame.com/

THE GUEST

Mark Woodland is the Founder and CEO of Kismet. Kismet is tackling some of the biggest challenges in global healthcare—from chronic disease and aging populations to access and infrastructure gaps—by reimagining how we care for each other in a digital, connected world. Mark is a seasoned entrepreneur and former Australian Army NCO, known for his bold vision and relentless drive to make healthcare more personal, seamless, and immediate.

THE SHOW

DO AS I SAY is an advice show about the real problems in startups. Real startup people. Real startup problems.

Connect with Mark Woodland:

LinkedIn: https://www.linkedin.com/in/markawoodland/

Twitter/X: https://x.com/MarkAWoodland

Website: https://www.kismet.healthcare/

Connect with me:

YouTube: https://youtube.com/@joelditrapani

Spotify: https://open.spotify.com/show/5CVikUi4KcITAB4F15n5tZ

LinkedIn: https://www.linkedin.com/in/joel-ditrapani/

Calendar: https://cal.com/joelditrapani

Email: [email protected]
Website: https://joelditrapani.com/

Buy my game! I create a game from the ground up specifically for founders 🤯 it's called Pitch Please and I genuinely love playing it!

Prepare to hustle your way to the top in this cutthroat pitching showdown. Convince, charm, and con your way into the hearts and wallets of your competitors. Get ready to play the ultimate game of selling your soul for success.

The game is simple. Each round, every player matches a customer card with a product card and pitches the most absurd business they can imagine. The funniest and unequivocally worst idea wins.

https://pitchpleasegame.com/

THE GUEST

Karl Brockman is the founder of Gold Brick Road. Gold Brick Road is reimagining how visionary entrepreneurs scale—with heart, clarity, and systems that actually work. Karl is on a mission to simplify the entrepreneurial journey so founders can build thriving organisations without burning out or compromising their values. He brings a powerful mix of leadership strategy, team development, and transformative insight that’s helping shape the next generation of sustainable, purpose-led businesses.

THE SHOW

DO AS I SAY is an advice show about the real problems in startups. Real startup people. Real startup problems.

Connect with Karl Brockman:

LinkedIn: https://www.linkedin.com/in/karlbrockman/

Website: https://goldbrickroad.com.au/

Connect with me:

YouTube: https://youtube.com/@joelditrapani

Spotify: https://open.spotify.com/show/5CVikUi4KcITAB4F15n5tZ

LinkedIn: https://www.linkedin.com/in/joel-ditrapani/

Calendar: https://cal.com/joelditrapani

Email: [email protected]

Website: https://joelditrapani.com/

Buy my game! I create a game from the ground up specifically for founders 🤯 it's called Pitch Please and I genuinely love playing it!

Prepare to hustle your way to the top in this cutthroat pitching showdown. Convince, charm, and con your way into the hearts and wallets of your competitors. Get ready to play the ultimate game of selling your soul for success.

The game is simple. Each round, every player matches a customer card with a product card and pitches the most absurd business they can imagine. The funniest and unequivocally worst idea wins.

https://pitchpleasegame.com/

THE GUEST

Sam Robertson is one of my oldest friends in the startup world and even though he probably didn't see it this way, my first ever competitor. Just like me, Sam started out his career by studying Civil Engineering in Brisbane, Australia. Sam started his startup journey with an edtech startup called Scooter Tutor in Australia that he scaled for years and that I absolutely saw as an early competitor. Sam then pivoted and took that business into the medtech space. After this, Sam spent years helping Trakis Kalinack to scale the multi -billion dollar organization, CloudKitchens through Australia and across the world. And now, Sam is the VP of Business Development at Carbon Robotics.

THE SHOW

DO AS I SAY is an advice show about the real problems in startups. Real startup people. Real startup problems.

Connect with Sam Robertson:

LinkedIn: https://www.linkedin.com/in/samuelmichaelrobertson/

Website: https://carbonrobotics.com/

Connect with me:

YouTube: https://youtube.com/@joelditrapani

Spotify: https://open.spotify.com/show/5CVikUi4KcITAB4F15n5tZ

LinkedIn: https://www.linkedin.com/in/joel-ditrapani/

Calendar: https://cal.com/joelditrapani

Email: [email protected]

Website: https://joelditrapani.com/

Buy my game! I create a game from the ground up specifically for founders 🤯 it's called Pitch Please and I genuinely love playing it!

Prepare to hustle your way to the top in this cutthroat pitching showdown. Convince, charm, and con your way into the hearts and wallets of your competitors. Get ready to play the ultimate game of selling your soul for success.

The game is simple. Each round, every player matches a customer card with a product card and pitches the most absurd business they can imagine. The funniest and unequivocally worst idea wins.

https://pitchpleasegame.com/

THE GUEST

Laura Tacho is the CTO  at DX, an insights platform for measuring and improving developer productivity. Laura is also one of the greatest leadership coaches I have ever met, and I had the privilege of working with her for years. When I started working with Laura, I had zero engineers and zero idea what I was doing in product at all, and step by step she built me and my entire team up from scratch. Because of Laura’s help we went from honestly a bit of a disaster of a product team to a genuinely world-class product team I am incredibly proud of! Laura is just the best.

THE SHOW

DO AS I SAY is an advice show about the real problems in startups. Real startup people. Real startup problems.

Connect with Laura Tacho:

LinkedIn: https://www.linkedin.com/in/lauratacho/ 

Twitter/X: https://x.com/rhein_wein 

Website: https://lauratacho.com/ 

Connect with me:

YouTube: https://youtube.com/@joelditrapani

Spotify: https://open.spotify.com/show/5CVikUi4KcITAB4F15n5tZ

LinkedIn: https://www.linkedin.com/in/joel-ditrapani/

Calendar: https://cal.com/joelditrapani

Email: [email protected]

Website: https://joelditrapani.com/

Buy my game! I create a game from the ground up specifically for founders 🤯 it's called Pitch Please and I genuinely love playing it!

Prepare to hustle your way to the top in this cutthroat pitching showdown. Convince, charm, and con your way into the hearts and wallets of your competitors. Get ready to play the ultimate game of selling your soul for success.

The game is simple. Each round, every player matches a customer card with a product card and pitches the most absurd business they can imagine. The funniest and unequivocally worst idea wins.

https://pitchpleasegame.com/

THE GUEST

Harry Morton is the CEO of Lower Street. Lower Street is a podcast production company creating some of the best podcasts on the internet with some of the biggest names and brands in the world like Sam Parr, Pepsi & Stanford. Harry also created my old podcast Unicorn Launcher which had over 1M impressions, won a bunch of awards and topped the charts. Harry is an expert story teller.

THE SHOW

DO AS I SAY is an advice show about the real problems in startups. Real startup people. Real startup problems.

Connect with Harry Morton:

LinkedIn: https://www.linkedin.com/in/harrymorton/ 

Twitter/X: https://x.com/podcastharry 

Website: https://lowerstreet.co/ 

Connect with me:

YouTube: https://youtube.com/@joelditrapani

Spotify: https://open.spotify.com/show/5CVikUi4KcITAB4F15n5tZ

LinkedIn: https://www.linkedin.com/in/joel-ditrapani/

Calendar: https://cal.com/joelditrapani

Email: [email protected]

Website: https://joelditrapani.com/

Buy my game! I create a game from the ground up specifically for founders 🤯 it's called Pitch Please and I genuinely love playing it!

Prepare to hustle your way to the top in this cutthroat pitching showdown. Convince, charm, and con your way into the hearts and wallets of your competitors. Get ready to play the ultimate game of selling your soul for success.

The game is simple. Each round, every player matches a customer card with a product card and pitches the most absurd business they can imagine. The funniest and unequivocally worst idea wins.

https://pitchpleasegame.com/

THE GUEST

Brodie Cummins is the Owner & Director of teraDigital Services, a niche recruitment and advisory firm focused deeply in the software and tech world. Brodie cares a lot about the space and spends a lot of time creating resources and content to educate the community and even hosts a surfing meetup for people in tech. 

THE SHOW

DO AS I SAY is an advice show about the real problems in startups. Real startup people. Real startup problems.

Connect with Brodie Cummins:

LinkedIn: https://www.linkedin.com/in/brodiecummins/ 

Website: https://teradigital.com.au/ 

Connect with me:

YouTube: https://youtube.com/@joelditrapani

Spotify: https://open.spotify.com/show/5CVikUi4KcITAB4F15n5tZ

LinkedIn: https://www.linkedin.com/in/joel-ditrapani/

Calendar: https://cal.com/joelditrapani

Email: [email protected]

Website: https://joelditrapani.com/

Buy my game! I create a game from the ground up specifically for founders 🤯 it's called Pitch Please and I genuinely love playing it!

Prepare to hustle your way to the top in this cutthroat pitching showdown. Convince, charm, and con your way into the hearts and wallets of your competitors. Get ready to play the ultimate game of selling your soul for success.

The game is simple. Each round, every player matches a customer card with a product card and pitches the most absurd business they can imagine. The funniest and unequivocally worst idea wins.

https://pitchpleasegame.com/

THE GUEST

Chris Saad is a product advisor working with some of the best startups around the world! He has worked with everyone from tiny startups to Uber, Disney, Microsoft! Chris was my first ever product advisor and really helped me go from 0 to 1! I think in a product sense, I am a product centrist, where as Chris is all the way on the edge. He is a product purist, a product artist. He cares and thinks deeply about the space and will push anyone to take a step in the right direction. 

THE SHOW

DO AS I SAY is an advice show about the real problems in startups. Real startup people. Real startup problems.

Connect with Chris Saad:

LinkedIn: https://www.linkedin.com/in/chrissaad/ 

Twitter/X: https://x.com/ChrisSaad 

Website: https://www.chrissaad.com/ 

Connect with me:

YouTube: https://youtube.com/@joelditrapani

Spotify: https://open.spotify.com/show/5CVikUi4KcITAB4F15n5tZ

LinkedIn: https://www.linkedin.com/in/joel-ditrapani/

Calendar: https://cal.com/joelditrapani

Email: [email protected]

Website: https://joelditrapani.com/

Buy my game! I create a game from the ground up specifically for founders 🤯 it's called Pitch Please and I genuinely love playing it!

Prepare to hustle your way to the top in this cutthroat pitching showdown. Convince, charm, and con your way into the hearts and wallets of your competitors. Get ready to play the ultimate game of selling your soul for success.

The game is simple. Each round, every player matches a customer card with a product card and pitches the most absurd business they can imagine. The funniest and unequivocally worst idea wins.

https://pitchpleasegame.com/

THE GUEST

Jock Fairweather, co-founder of Community VC, is a serial entrepreneur, mentor, and founder advocate. With a history of building and supporting startups, Jock brings deep insights into raising capital, working with mentors, and navigating the early challenges of building a business.

THE QUESTIONS

🔍 How Much Equity Should You Give an Advisor?

Equity for advisors isn’t one-size-fits-all. It depends on their role, long-term alignment, and the value they bring. Protect your equity with vesting schedules and clear milestones to ensure they continue delivering meaningful contributions.

💡 How Do You Get Feedback on Your Pitch Deck?

A pitch deck alone won’t secure investment. Build relationships with potential investors early by seeking advice, sharing updates, and demonstrating progress. Feedback from those who understand your business or have raised funding themselves is often more valuable than input from VCs.

🔄 How Do You Work With Mentors Effectively?

Successful mentoring relationships are built on trust, effort, and mutual investment. Do your research, approach with clear goals, and demonstrate progress. Mentors invest time in founders who show growth, follow through on advice, and provide thoughtful feedback.

THE SHOW

DO AS I SAY is an advice show about the real problems in startups. Real startup people. Real startup problems.

Connect with Jock Fairweather:

LinkedIn: https://www.linkedin.com/in/jockfairweather/ 

Twitter/X: https://x.com/Jockefeller1 

Community VC: https://community-vc.com/ 

Connect with me:

YouTube: https://youtube.com/@joelditrapani

Spotify: https://open.spotify.com/show/5CVikUi4KcITAB4F15n5tZ

LinkedIn: https://www.linkedin.com/in/joel-ditrapani/

Calendar: https://cal.com/joelditrapani

Email:[email protected]

Website: https://joelditrapani.com/

Buy my game!

I create a game from the ground up specifically for founders 🤯 it's called Pitch Please and I genuinely love playing it!

Prepare to hustle your way to the top in this cutthroat pitching showdown. Convince, charm, and con your way into the hearts and wallets of your competitors. Get ready to play the ultimate game of selling your soul for success.

The game is simple. Each round, every player matches a customer card with a product card and pitches the most absurd business they can imagine. The funniest and unequivocally worst idea wins.

https://pitchpleasegame.com/

THE GUEST

Spencer Shulem is the CEO of BuildBetter, an insanely popular AI-powered product assistant used by over 25,000 teams. But, this is not Spencer's first business, he has started businesses in the past with millions of users and even started a blog when he was 13 that had millions of views.

THE QUESTIONS

🔍 How Do You Validate a Product Idea?

Validating a product starts with understanding your customer’s problems—without leading the witness. Success lies in uncovering real pain points, not in getting the answers you want to hear.

💡 When Is an Idea Worth Building?

The key to greenlighting a product isn’t just identifying a problem but proving customers are actively trying to solve it. If they’re not already spending time or money to address the issue, it’s likely not their priority.

🔄 How to Pre-Sell a Product Before Building It

Securing early customer buy-in with a non-binding agreement helps mitigate risk. Offering tangible outcomes—even without a finished product—builds trust and ensures alignment before development begins.

THE SHOW

DO AS I SAY is an advice show about the real problems in startups. Real startup people. Real startup problems.

Connect with Spencer Shulem:

LinkedIn: https://www.linkedin.com/in/spshulem/ 

Twitter/X: https://x.com/Spshulem 

BuildBetter: https://buildbetter.ai/ 

Connect with me:

YouTube: https://youtube.com/@joelditrapani

Spotify: https://open.spotify.com/show/5CVikUi4KcITAB4F15n5tZ

LinkedIn: https://www.linkedin.com/in/joel-ditrapani/

Calendar: https://cal.com/joelditrapani

Email: [email protected]

Website: https://joelditrapani.com/

Buy my game! I create a game from the ground up specifically for founders 🤯 it's called Pitch Please and I genuinely love playing it!

Prepare to hustle your way to the top in this cutthroat pitching showdown. Convince, charm, and con your way into the hearts and wallets of your competitors. Get ready to play the ultimate game of selling your soul for success.

The game is simple. Each round, every player matches a customer card with a product card and pitches the most absurd business they can imagine. The funniest and unequivocally worst idea wins.

https://pitchpleasegame.com/

THE GUEST

Nic Marchesi is the young Australian of the year, an Order of Australia medal recipient and the co-founder of Oranke Sky Laundry. When Nic was 20 years old, he built a mobile laundry van to help the unhoused and people facing hardship, 10 years later Oranke Sky has grown into one of the biggest not-for-profits in Australia, they have washed >1M Kg’s of laundry, provided over 12k showers and fostered 200k hours of genuine conversations.

THE QUESTIONS

🔍 Can a Non-Profit Attract Investment?

Raising capital for a non-profit requires a different mindset. While traditional investors seek financial returns, non-profits leverage donations, goodwill, and measurable social impact to secure funding from individuals, corporations, and foundations.

💡 How Do You Keep Going When It’s Hard?

Acknowledge the challenges and embrace them as part of the journey. Surround yourself with supportive people, celebrate small wins, and remember the purpose that drives your work to maintain resilience during tough times.

🔄 Should You Abandon a Failed Idea?

Failures aren’t just endings—they’re groundwork for future growth. Let past projects enrich your experience and foundation, ensuring that what you build next is stronger and more grounded.

THE SHOW

DO AS I SAY is an advice show about the real problems in startups. Real startup people. Real startup problems.

Connect with Nic Marchesi:

LinkedIn: https://www.linkedin.com/in/nicholasmarchesi/ 

Twitter/X: https://x.com/nmarchesi 

Orange Sky: https://orangesky.org.au/ 

Connect with me:

YouTube: https://youtube.com/@joelditrapani

Spotify: https://open.spotify.com/show/5CVikUi4KcITAB4F15n5tZ

LinkedIn: https://www.linkedin.com/in/joel-ditrapani/

Calendar: https://cal.com/joelditrapani

Email: [email protected]
Website: https://joelditrapani.com/