.png&w=320&h=320&output=jpg)
The Startup Playbook Podcast
Every week, I interview successful entrepreneurs, investors and business industry experts on how they got started, the strategies they used to succeed and their advice to current and future entrepreneurs
Latest episodes
.png&w=360&h=360&output=jpg)
Jun 27, 2025 • 1h 14min
Ep213 – Rob Phillpot (Co-founder – Aconex) on scaling Aconex to a $1.6B exit and launching a $50M founders fund
My guest for Ep213 of The Startup Playbook Podcast was Rob Phillpot.
Rob and his co-founder Leigh Jasper have played a huge part in shaping Australia’s tech landscape, building Aconex into one of the country’s most iconic companies, taking it public in 2014 and ultimately selling it to Oracle in 2017 for $1.6 billion.
Since then, Rob has dedicated his time to advising startups, supporting philanthropy, and investing through his family office, Gravel Road Ventures. Most recently, Rob, Leigh Jasper, and A Cloud Guru founder Sam Kroonenberg teamed up to launch Glitch Capital, a $50 million founders fund backing the next generation of global tech companies.
In this episode, we cover a lot of ground, including:
Aconex’s journey to a $1.6B exit and overcoming multiple near-death experiences
What it was like to sell a company when he didn’t want to
Why advising founders is 20% strategy and 80% psychology
The secrets behind building a high-performance culture
Balancing big ambitions with family life
What Glitch Capital looks for when backing startups
And so much more.
Timestamps:
00:01:50 Rob’s background
00:06:27 Meeting Leigh Jasper: did school-friends always know they’d start a company together?
00:09:15 Switching tracks: advice for people stuck in a career they don’t love
00:11:07 Startup ecosystem in 2000 and the early days of Aconex
00:13:46 Staying positive: how did Rob and Leigh keep morale when things looked bleak?
00:18:22 Strength in vulnerability
00:21:58 Cultivating Aconex’s culture and common founder mistakes
00:37:58 The real story of the Aconex sale
00:43:13 Life after the exit: what did stepping away from Aconex feel like?
00:49:48 What Rob looks for as an investor
00:58:13 80% psychology: common founder struggles Rob sees as an advisor
01:00:48 Family, fitness and cooking dinner: balancing startup life with home life
01:07:05 Philanthropy focus: why Rob created the Gravel Road Foundation and how he thinks about giving
Our partners:
A big thank you to Ben Leach, Andrew Barron and Bill Phillpot for their help with this interview!
Also a big shout out to our long-term partners for the show:
Scendar
Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com
Vanta
Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.
Links mentioned:
The Komo Club – Details here
Rob’s Links:
Rob on LinkedIn
Glitch Capital
Aconex
Gravel Road Foundation
Gravel Road Ventures
People mentioned:
Leigh Jasper
Sam Kroonenburg
Ben Leach
Andrew Barron
Simon Sinek
Geoff Tarrant
Companies mentioned:
Oracle
Multiplex
McKinsey & Company
Amazon Web Services
Deloitte
A Cloud Guru
HammerTech
Firmable
Payapps
Mr Yum
Leonardo.AI
Feedback/connect/say hello:
Rohit@startupplaybook.co
@RohitBhargava7 (Twitter)
/rohbhargava (LinkedIn)
@rohit_bhargava (Instagram)
My Youtube Channel
Credits:
Music: Paycheck
Other channels:
Find all of the links for the podcast on Linktree here
The post Ep213 – Rob Phillpot (Co-founder – Aconex) on scaling Aconex to a $1.6B exit and launching a $50M founders fund appeared first on Startup Playbook.
.png&w=360&h=360&output=jpg)
Jun 19, 2025 • 1h 8min
Ep212 – Matt Loop (Head of Asia – Rippling) on Leadership, Hiring & Growing Iconic Tech Companies
My guest for Ep212 of The Startup Playbook Podcast was Matt Loop.
There are few people who’ve had as much influence in shaping the tech landscape in this region as Matt.
He began his career at Salesforce, where he was one of their earliest hires in Australia, before going on to lead sales at LinkedIn, first in ANZ, then later as Head of Enterprise in North America.
After that, he returned to Australia to take on the role of Head of Asia Pacific at Slack, helping the company scale its presence across the region.
Today, Matt is the VP and Head of Asia at Rippling, a workforce management platform that’s transforming how businesses manage their people, IT, and operations. Just last month, Rippling announced a $450 million Series G round, valuing the company at $16.8 billion.
In this episode, we dive into a range of topics, including:
How to build and lead high-performance teams
Matt’s approach to hiring and what he looks for in candidates
The frameworks he uses to choose which companies to join
Balancing a high-impact career with family life
And so much more.
Timestamps:
00:02:07 Matt’s career arc: Salesforce, LinkedIn, Slack, Rippling
00:08:45 Building Salesforce APAC
00:12:29 GTM Advice to founders
00:16:48 Leaving Salesforce: spotting comfort creep & moving to LinkedIn
00:24:27 Leadership frameworks from all his previous experiences
00:30:15 Cultivating Rippling’s high performance culture
00:35:09 Frameworks for evaluating potential career opportunities
00:46:13 Hiring “good humans” with a growth mindset
00:50:02 Networking and personal branding
00:55:13 Stepping back from the day-to-day and seeing the bigger picture
01:00:10 Finding your own version of balance
Our partners:
A big thank you to Katrina Loop, James Demetrios and Andrew McCarthy for their help with this interview!
Also a big shout out to our long-term partners for the show:
Scendar
Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com
Vanta
Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.
Links mentioned:
The Komo Club – Details here
Matt’s Links:
Matt on LinkedIn
Rippling
People mentioned:
Marc Benioff
Satya Nadella
Mike Gamson
Alyssa Merwin
Cal Henderson
Parker Conrad
James Demetrios
Andrew McCarthy
Companies mentioned:
Salesforce
LinkedIn
Slack
Siebel
Oracle
SAP
Microsoft
Amazon
eBay
Notion
Atlassian
Playbook Ventures
Feedback/connect/say hello:
Rohit@startupplaybook.co
@RohitBhargava7 (Twitter)
/rohbhargava (LinkedIn)
@rohit_bhargava (Instagram)
My Youtube Channel
Credits:
Music: Paycheck
Other channels:
Find all of the links for the podcast on Linktree here
The post Ep212 – Matt Loop (Head of Asia – Rippling) on Leadership, Hiring & Growing Iconic Tech Companies appeared first on Startup Playbook.
.png&w=360&h=360&output=jpg)
Jun 12, 2025 • 1h 2min
Ep211 – Jodie Imam (Co-founder & CEO – Tractor Ventures) on startup exits, scaling with content and life-changing personal systems
My guest for Ep211 of The Startup Playbook Podcast was Jodie Imam.
Jodie is the Co-founder & CEO of Tractor Ventures, which provides non dilutive capital (between $100,000 – $1.5M) to tech enabled companies.
Since launching in 2020, Tractor has deployed nearly $100M, has 230 customers and is tracking at $5M in annual revenue.
Prior to this, Jodie was the Co-founder of Occasional Butler which was acquired in 2020.
She was also a member of Cohort #1 of the Komo Club, and in this episode we dive into a range of areas including:
Lessons from launching, growing and exiting Occasional Butler
How she uses content to attract talent and customers to Tractor Ventures
Systems and frameworks she utilises to manage a busy schedule between running a high growth business, multiple board seats, and a busy personal life
How personal goals created through The Komo Club have had a significant impact on her number one priority in life
And much more!
Timestamps:
00:01:54 Jodie’s background
00:03:29 How Jodie’s childhood shaped her perspective on life and business
00:05:49 Early career: building Occasional Butler and co-working space Depo8
00:07:39 The decision to go all in on Occasional Butler
00:08:50 What Jodie would do differently second time around with Occasional Butler
00:11:36 How to build credibility as an early stage startup
00:13:47 Selling Occasional Butler to Airtasker while raising two young children
00:18:04 Founding Tractor Ventures with Matt & Aprill
00:21:11 Early days of Tractor Ventures
00:24:10 Challenges with the business, restructuring
00:28:09 Culture design: 4-day workweek, 90-day scorecard & Level-10 meetings
00:30:14 LinkedIn content engine that drives both deal flow and hiring
00:44:09 Personal goals, The Komo Club & intentional parenting
00:54:49 How Jodie structures her day and week
Our partners:
A big thank you to Olivia Doherty, Andrew Fitzpatrick and Matt Allen for their help with this interview!
Also a big shout out to our long-term partners for the show:
Scendar
Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com
Vanta
Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.
Links mentioned:
The Komo Club – Details here
Jodie’s Links:
Tractor Ventures
Jodie on LinkedIn
People mentioned:
Tim Fung
Matt Allen
Aprill Enright
Andrew Fitzpatrick
Olivia Doherty
Dan Siepen
Bryan Williams
Dean Swan
Cameron Falloon
Janine Allis
Leona Edmiston
Companies mentioned:
Airtasker
TaskRabbit
Gumtree
SBE Australia
Wade Institute of Entrepreneurship
University of Melbourne
FinTech Australia
Private Media
SmartCompany
Crikey
The Mandarin
Jim’s Mowing
Innovation Bay
Amazon
Leona Edmiston
Feedback/connect/say hello:
Rohit@startupplaybook.co
@RohitBhargava7 (Twitter)
/rohbhargava (LinkedIn)
@rohit_bhargava (Instagram)
My Youtube Channel
Credits:
Music: Paycheck
Other channels:
Find all of the links for the podcast on Linktree here
The post Ep211 – Jodie Imam (Co-founder & CEO – Tractor Ventures) on startup exits, scaling with content and life-changing personal systems appeared first on Startup Playbook.
.png&w=360&h=360&output=jpg)
13 snips
May 1, 2025 • 55min
Ep210 – James Fuller (Co-founder & CEO – Hnry) on turning a spreadsheet into platform processing $2.6B
James Fuller, Co-founder & CEO of Hnry, shares his journey of transforming a simple spreadsheet into a powerful tax automation platform, processing $2.6B annually. He discusses the unique advantages and challenges of being a husband-and-wife founding team, including navigating their personal dynamics. The duo focuses on fairness in their pricing strategy and the importance of customer feedback in shaping their service. James reflects on overcoming tough moments in their startup journey, highlighting resilience and the support of their community.
.png&w=360&h=360&output=jpg)
Apr 2, 2025 • 1h 14min
Ep209 – Mathew Ellis (Co-founder & CTO – Kismet) on vertical ownership and high performing teams
My guest for Ep209 of The Startup Playbook Podcast was Mat Ellis.
This episode is a little special. Not only is it Mat’s first-ever podcast interview, but we’ve also been close friends since grade 7. And many years ago, after months of trying, I finally convinced him to join as one of the co-founders of my first startup, StageLabel.
But Mat’s not on the show just because we’re friends. He’s genuinely one of the best engineers in the country.
He’s the Co-founder and CTO of Kismet Healthcare, a company tackling the deep inefficiencies in healthcare and disability services. Kismet has seen phenomenal growth in just a short period of time, scaling quickly with a small, high-performing team of 30 – including an engineering team of just five.
At Playbook Ventures, we were lucky enough to back Kismet from the pre-seed stage and have had a front-row seat to their incredible growth.
In this episode, we unpack some of the principles behind that growth, including:
Why smaller teams get more done
The 2 core values that make hires successful at Kismet
The importance of vertical ownership
Why every engineer on Matt’s team spends one day a month on customer support calls
And much more.
Toward the end of the episode, we also get personal and reflect on the growth we’ve both had across all areas of our lives. Mat’s also a member of Cohort #1 of The Komo Club, where we go deep on these exact themes, exploring how to build not just high-performing businesses, but high-performing lives.
If you want to find out more, check out TheKomoClub.com
Timestamps:
2:29 Mathew’s background and early interest in software
4:36 Discovering startups and autonomy
7:41 StageLabel and lessons in ownership
9:54 The importance of doing something you like
11:54 Lessons from early in his career that he applies now at Kismet
18:33 Transition to Xplor
23:53 Co-founding Kismet
31:09 Scaling with small, high trust teams, why vertical ownership (end-to-end accountability) drives better outcomes
39:32 Hiring for culture fit at Kismet: humility and ownership and what to look for in technical talent
43:54 Why Kismet does its best to scare people off in interviews
49:25 Overcoming challenges of scale and the sacrifice you make when starting a company
55:31 Personal Growth: From work first to a balanced life, how a holistic approach improves work performance
1:02:50 How Mat has stopped being a passenger in his own life
1:05:40 How taking care of himself properly allows him to perform better at work
Our partners:
A big thank you to Mark Woodland, Harry Travers and Bejoy Machumpurath for their help with this interview!
Also a big shout out to our long-term partners for the show:
Scendar
Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com
Vanta
Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.
Links mentioned:
The Komo Club – Details here
Mathew’s Links:
Kismet
Mat on LinkedIn
Kismet’s email
People mentioned:
Mark Woodland
James Chin-Moody
David Goggins
Jocko Willink
Jason Fried
Companies mentioned:
StageLabel
Department of Defense
Lockheed Martin
Xplor
Playbook Ventures
Sendle
Feedback/connect/say hello:
Rohit@startupplaybook.co
@RohitBhargava7 (Twitter)
/rohbhargava (LinkedIn)
@rohit_bhargava (Instagram)
My Youtube Channel
Credits:
Music: Paycheck
Other channels:
Find all of the links for the podcast on Linktree here
The post Ep209 – Mathew Ellis (Co-founder & CTO – Kismet) on vertical ownership and high performing teams appeared first on Startup Playbook.
.png&w=360&h=360&output=jpg)
Mar 26, 2025 • 1h 29min
Ep208 – Jane Martino (Co-founder & Chair – Smiling Mind) on founder mental health, mindfulness & multiple exits
My guest for Ep208 of The Startup Playbook Podcast was Jane Martino.
Jane has had an incredibly successful career as a director, investor, advisor and founder of a number of companies that have successfully exited.
She’s best known as the Co-founder & Chair of Smiling Mind, one of the worlds leading mindfulness and mental health tools with over 9.3M downloads and 14M young people reached globally.
She now helps individuals reach their maximum potential through her coaching business, Kintsugi Way.
In this episode, we cover:
Lessons from launching, scaling and exiting several businesses
The role of good advisors and board members
How to deal with co-founder conflicts
How to deal with emotions and stress as a founder
And much more.
PS we go deep into several important topics in this episode and they are just some of the topics we dive into at The Komo Club.
The Komo Club is a private program I’ve launched for high-performing founders, operators and executives who want to win not just in business, but across all areas of life—from health and relationships to personal growth and leadership. It’s an 8-week cohort experience that combines world class content, practical systems and frameworks a curated community to help you reach your goals.
And I’m incredibly proud to share that Jane will be joining us as one of the featured guest speakers for the upcoming cohort. She’ll be diving deeper into the frameworks and lessons she’s used to lead with purpose, avoid burnout, and create lasting impact; personally and professionally.
If this episode resonates with you, I think you’ll love what Jane will be sharing inside The Komo Club as well.
Cohort 1 applications are now open. You can learn more at TheKomoClub.com or by reaching out to me directly at rohit@startupplaybook.co.
Timestamps:
3:07 Janey’s background
13:49 Founder mental health
18:59 Experience with meditation and practical uses for business
24:27 Communicating with co-founders and colleagues
35:33 How she applied these to the situation at Unlockd
45:40 Thoughts on hustle culture
56:48 How she’s approached being a founder
59:30 Her approach to advisory roles
1:09:58 How she helps co founders decide on the roles they’ll play in the business
1:20:55 The journey with Smiling Mind
Our partners:
A big thank you to Laura Henshaw and Andrew Duncan for their help with this interview!
Also a big shout out to our long-term partners for the show:
Scendar
Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com
Vanta
Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.
Links mentioned:
The Komo Club – Details & Cohort #1 applications available here
Janey’s links:
Jane on LinkedIn
Kintsugi Way
Smiling Mind
People mentioned:
Rachael Neumann
Robin Sharma
James Tutton
Laura Henshaw
Companies mentioned:
Unlockd
AWS
CSIRO
Aussie Founders Club
Boost Mobile
Tesco Mobile
Google
Kic
DiSC profile
Headspace
Calm
Feedback/connect/say hello:
Rohit@startupplaybook.co
@RohitBhargava7 (Twitter)
/rohbhargava (LinkedIn)
@rohit_bhargava (Instagram)
My Youtube Channel
Credits:
Music: Paycheck
Other channels:
Find all of the links for the podcast on Linktree here
https://youtu.be/JZ9chMylhxA
The post Ep208 – Jane Martino (Co-founder & Chair – Smiling Mind) on founder mental health, mindfulness & multiple exits appeared first on Startup Playbook.
.png&w=360&h=360&output=jpg)
Feb 27, 2025 • 1h 17min
Ep207 – Dean Swan (VP for APJ at Monday.com) on growing Monday.com zero to $100M+ in APJ
My guest for Ep207 of The Startup Playbook Podcast was the Vice President and General Manager for Asia-Pacific & Japan at Monday.com, Dean Swan.
Dean spent 11 years at Microsoft before becoming the Country Manager for Australia & New Zealand at Dropbox. He’s now the Vice President and General Manager of APJ at Monday.com.
When Dean joined Monday.com as the first hire in the region, he set an audacious goal: to grow his part of the business to $100 million in 5 years – an ambitious target considering the entire company was valued at $120 million at the time.
Fast forward to today, he’s grown the team to 140 people and is just $2 million shy of that $100 million target – months ahead of schedule.
In 2021, Monday.com went public and now boasts a market cap of $15.97 billion.
In this episode we covered a variety of topics including:
How to effectively expand into new markets and territories
How to hire and attract the best talent
How Dean grew the business from zero to $100M in the APJ region
The steps he takes to perform at his best, which led to him losing 20kg+
And much more!
Timestamps:
3:38 Dean’s background
5:19 Early career experiences as a chef
9:12 Transitioning into technology
11:02 Learnings from 11 years at Microsoft
16:04 How to build culture in a company
21:35 His experience expanding Dropbox and monday.com into other markets
30:58 His own entrepreneurial journey prior to Dropbox & monday.com
38:22 Balancing vision with daily focus
42:18 Why he left Dropbox to help build out monday.com in APJ, early challenges
46:23 How he looks for and attracts talent
52.47 His initial growth plans for monday.com
59:33 Thoughts on AI and how he’s using it personally and at monday.com
1:06:56 The catalyst that made him prioritise his health and lose 20kg
Our partners:
A big thank you to Greg Walsom help his help with this interview!
Also a big shout out to our long-term partners for the show:
Scendar
Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com
Vanta
Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.
Links mentioned:
The Komo Club – Details & Cohort #1 applications available here
Dean’s Links:
Dean on LinkedIn
monday.com
People mentioned:
Bill Gates
Steve Balmer
Satya Nadella
Roy Mann
Eran Zinman
Greg Walsom
Adam Schwab
David Shein
Companies mentioned:
Microsoft
Dropbox
Google
Hum Technologies
Amazon
G2
Luxury Escapes
Tourism Australia
Canva
OpenAI
Feedback/connect/say hello:
Rohit@startupplaybook.co
@RohitBhargava7 (Twitter)
/rohbhargava (LinkedIn)
@rohit_bhargava (Instagram)
My Youtube Channel
Credits:
Music: Paycheck
Other channels:
Find all of the links for the podcast on Linktree here
The post Ep207 – Dean Swan (VP for APJ at Monday.com) on growing Monday.com zero to $100M+ in APJ appeared first on Startup Playbook.
.png&w=360&h=360&output=jpg)
Feb 12, 2025 • 1h 4min
Ep206 – Adam Schwab (Co-founder & CEO – Luxury Escapes) on reinventing Luxury Escapes & Scaling to $1B+ GTV
My guest for Ep206 of The Startup Playbook Podcast was Adam Schwab.
Adam started his career as a lawyer before transitioning to startups and has had a number of successful businesses, but is best known as the Co-founder & CEO of Luxury Escapes.
Luxury Escapes is one of the world’s leading travel brands, revolutionising the way people book luxury getaways.
Despite their success, it hasn’t always been a straightforward journey for the company, particularly going through periods such as COVID (an extremely difficult time for all travel businesses) and with Adam stepping away from the CEO role for a period of time.
However he stepped back in the role with a renewed vision of the company and has seen the business grow from $350M pre-COVID to now doing over $1B in GTV sales annually.
In this episode we covered a variety of topics including:
Why Adam no longer looks at acquisitions as a growth strategy
Why stepping away from Luxury Escapes made him a 10X better CEO
The pivot in the business led to them growing from $350 million GTV to $1 billion+ GTV
And much more!
Timestamps:
3:05 Adam’s background
7:10 Early entrepreneurial journey, inherent traits and developed skills that helped him
9:39 Lessons from first business
13:14 Initial growth strategies at Luxury Escapes
18:50 Getting sued by Gabby & Hessi and then doing JV deals with them
25:23 Pivoting the business model
29:11 Creating culture and hiring at scale
33:45 Barefoot running
35:14 Understanding the needs of the customer and market
37:33 Leaving Luxury Escapes
43:41 Playing offense instead of defence during COVID as a travel company
48:55 the choice to limit outside funding
50:49 Key business metrics he tracks at Luxury Escapes
52:06 Future plans for Luxury Escapes
55:44 The changes he made coming back to Luxury Escapes after leaving
58:25 Taking care of health
1:00:28 How life priorities shift over time
Our partners:
A big thank you to Jeremy Sane and Shay Hamama for their help with this interview!
Also a big shout out to our long-term partners for the show:
Scendar
Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com
Vanta
Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/playbook to get access to this exclusive discount.
Links mentioned:
The Komo Club – Details & Cohort #1 applications available here
Adam’s Links:
Adam’s LinkedIn
The Contrarians with Adam and Adir
Luxury Escapes
People mentioned:
Jeremy Same
Evan Spiegel
Elon Musk
Mark Zuckerberg
Warren Buffet
Mike Sneesby
Steve Jobs
Gabby Leibovich
Hezi Leibovich
Mark Hoenig
Joshua Landy
Chris McDougall
Jensen Huang
Shay Hamama
Campbell McComb
Hamilton Helmer
Jeff Bezos
Adir Shiffman
Companies mentioned:
AirBnB
OpenTable
Groupon
Herbert Smith Freehills
Nine
Microsoft
LivingSocial
eBay
Scoopon
Menulog
Wesfarmers
Catch.com.au
Amazon
Expedia
Trip
Auctus Investment Group
Feedback/connect/say hello:
Rohit@startupplaybook.co
@RohitBhargava7 (Twitter)
/rohbhargava (LinkedIn)
@rohit_bhargava (Instagram)
My Youtube Channel
Credits:
Music: Paycheck
Other channels:
Find all of the links for the podcast on Linktree here
The post Ep206 – Adam Schwab (Co-founder & CEO – Luxury Escapes) on reinventing Luxury Escapes & Scaling to $1B+ GTV appeared first on Startup Playbook.
.png&w=360&h=360&output=jpg)
Jan 30, 2025 • 1h 6min
Ep205 – Damir Cuca (Founder & CEO – Basiq) on building and exiting 2x startups and being a father of six
My guest for Ep205 of The Startup Playbook Podcast was Damir Cuca.
From tinkering with toys and electronics and immigrating to Australia as a child without knowing the language to building and exiting two successful businesses, Damir’s career has been a masterclass in determination, resilience and growth.
He’s best known as the Founder & CEO of Basiq, an Open Banking platform that offers secure access to consumer financial data.
Basiq went on to raise several funding rounds from top-tier strategic investors in the space including Salesforce Ventures, NAB Ventures and Westpac’s Reinventure fund before being acquired by payments giant, Cuscal, in 2023.
How to design a company culture that thrives on competitiveness and performance
What the process of acquisition looks like and what it meant for him personally
How he balances having an ambitious career with being a husband and a father to six children
And much more!
Timestamps:
1:28 Damir’s background
10:14 Pivoting from a blue collar path to software engineering
17:49 Building a technical and commercial skill set
25:18 Tips on defining problems to focus on in business
29:34 Moving to Serbia to set up Basiq
37:15 Building the culture at Basiq
41:41 Instilling continuous learning mindset
44:17 When to fight and when to let go
48:56 How he approached fundraising and the acquisition process
54:32 The experience of going through the exit
58:45 How he thinks about raising his 6 kids
Our partners:
A big thank you to Rohen Sood, Jake Osborne, Victor Leung and Elizabeth Cuca for their help with this interview!
Also a big shout out to our partners for the show:
Scendar
Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com
Vanta
Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/playbook to get access to this exclusive discount.
Links mentioned:
Damir’s links:
Damir’s LinkedIn
People mentioned:
Rohen Sood
Victor Leung
Jake Osborne
Steve Jobs
Companies mentioned:
Basiq
Salesforce Ventures
NAB Ventures
Reinventure
Cuscal
Feedback/connect/say hello:
Rohit@startupplaybook.co
@RohitBhargava7 (Twitter)
/rohbhargava (LinkedIn)
@rohit_bhargava (Instagram)
My Youtube Channel
Credits:
Music: Paycheck
Other channels:
Find all of the links for the podcast on Linktree here
The post Ep205 – Damir Cuca (Founder & CEO – Basiq) on building and exiting 2x startups and being a father of six appeared first on Startup Playbook.
.png&w=360&h=360&output=jpg)
Jan 23, 2025 • 1h 3min
Ep204 – George Hartley (Co-founder & Co-CEO – Bluethumb) on lessons from building a $100M art marketplace
George Hartley, Co-founder and Co-CEO of Bluethumb, shares his journey from music to tech and the growth of Australia's leading art marketplace. He discusses the three-year wait for their seed funding and the continued focus on bootstrapping. George emphasizes the importance of risk-taking and experimenting in business, as well as the unique challenges of scaling a consumer marketplace. He also reflects on effective hiring strategies and the impact of his journey on work-life balance as they look to expand into the US market.