Startup Scaleup People

🎙️ Episode 18 is out From YC to serving 6,000+ healthcare professionals — and aiming for 1 million.

In this conversation with Tomás Maremaa, Co-Founder & CEO of Encuadrado, we talk about:
• Building a healthtech SaaS from Chile to LATAM
• Scaling to 40+ team members
• Why focus beats shiny opportunities
• Product-led growth in a regulated industry
• And the power of asking for help

A practical, honest discussion about scaling, strategy, and staying disciplined while thinking big

👉 Watch it here:
https://youtu.be/B8-GL_em-YI

What stood out to you most?

6 hours ago | [YT] | 0

Startup Scaleup People

🎙️ Episode 17 is out - Why do 70% of founders struggle after scaling or exit — even when things look successful from the outside?

In this conversation with Dr Anne-Marie King, we talk about founder burnout, identity loss, and how performance and mental health are deeply connected.

👉 Watch it here:
https://youtu.be/9UpqlI4vrT0

What resonated most with you?

6 days ago | [YT] | 0

Startup Scaleup People

🎙️ New episode is out How do you build a 20,000+ founder community without funding, hype, or corporate noise?

In this conversation with Vasily Alekseenko, founder of Rare Founders, we talk honestly about:
• Why consistency is messy
• Saying no to shiny opportunities
• What most startup events get wrong
• The real cost of building community
• Why learning to fail is a founder superpower

No hype. Just real talk about community, resilience, and doing things differently.

👉 Watch it here:https://youtu.be/7R2aNiMRffU

What resonated most with you?

1 week ago | [YT] | 0

Startup Scaleup People

🎙️ Episode 14 is out - What does it really take to go from $10M ARR and multiple private equity exits to building an AI-driven cybersecurity company tackling board-level risk?

In this conversation with David Rajakovich, CEO of Acuity Risk Management, we talk about:
• Scaling and exiting PE-backed SaaS businesses
• What founders don’t see behind exits and board pressure
• Why third-party cyber risk is now a CEO and board problem
• How AI is reshaping cybersecurity and resilience
• Leadership, learning, and building again after success

A sharp, honest discussion for founders, operators, and board members navigating growth, exits, and the next wave of AI risk.

👉 Watch it here: https://youtu.be/gwcEvjoPMys

4 weeks ago | [YT] | 0

Startup Scaleup People

🎙️ New episode is out, What if healthcare no-shows weren’t a systems problem — but a design problem?
In this conversation with Neill Dunwoody, COO & Co-Founder of SPRYT, we explore how AI and WhatsApp are being used to fix one of healthcare’s biggest hidden issues: missed appointments.

We talk about:
• Why no-shows are a trillion-dollar global problem
• How SPRYT became the first AI + WhatsApp integration inside the NHS
• Increasing cervical cancer screening engagement by 160%
• Predicting no-shows with up to 92% accuracy
• Why healthcare systems must be built for patients, not administrators
• What it really takes to scale healthtech across the UK, Ireland, and the US

This is a powerful conversation about impact, regulation, AI, and building a mission-driven company inside one of the hardest industries in the world

👉 Watch Episode 12 here:
https://www.youtube.com/watch?v=HDO1r...

What surprised you most about how healthcare could work better?

1 month ago (edited) | [YT] | 1

Startup Scaleup People

🎙️ New episode is out
How do you go from enterprise manufacturing at Ford to scaling identity tech past $100M ARR — and through a $650M exit?

In this conversation with Lyubomira, we explore what really happens behind the scenes when technology, product, and business collide:
• Building mission-critical systems with zero tolerance for failure
• Scaling AI and ML inside a fast-growing fintech
• The reality of process, culture, and decision-making at scale
• Why great products don’t always make great businesses — and vice versa
• What she’s applying now as she builds her next venture

This is a thoughtful, experience-driven discussion for founders, operators, and product & tech leaders navigating scale, complexity, and ambition
E11 $100M+ ARR and a $650M Exit…

👉 Watch it here:
https://youtu.be/gXWDZAyc0to

What part of her journey resonated most with you?

1 month ago | [YT] | 1

Startup Scaleup People

🎙️ Episode 10 is out! - What does it really take to scale an enterprise AI company from zero to $50M+ revenue — and then step back to become an investor and build again?

In this conversation with Yan Zhang, former COO of PolyAI and now investor at Point72 Ventures, we talk openly about:

• Scaling enterprise AI before the hype
• Why constraints shape better business strategy
• Selling to large enterprises vs building platforms
• Expanding from the UK to the US the hard way
• And why “once a founder, always a founder” is more than a cliché

This is a deep, honest discussion about operating, investing, resilience, and what founders don’t talk about enough when building long-term careers

👉 Watch it here:
https://youtu.be/X-o01F4L3Mg?si=V0njr...

What part of Yan’s journey resonated most with you?

1 month ago | [YT] | 1

Startup Scaleup People

🎙️ New episode is live! - How often do you hear the real story of a Chief Product Officer with 3 exits — from pre-IPO scale to $1B+ outcomes?

We Go deep into: • What changes in the product once a company prepares for IPO
• Why founders shouldn’t always own the product forever
• How retention, churn, and go-to-market really shape growth
• And why different stages need different product leaders

This is an honest, practical conversation for founders, CPOs, and operators building products under real pressure - CPO with 3 exits $1B+ outcomes …


👉 Watch the episode here: https://youtu.be/F_VHtFp8Lxk

What resonated most with you?

2 months ago (edited) | [YT] | 1

Startup Scaleup People

New episode is live: $30M ARR, Private Equity, and HealthTech AI

We just dropped an eye-opening episode with Jon Larbey, CEO of T-Pro, one of the UK’s most compelling AI healthtech companies, now scaling under private equity ownership.


💡 From building a B2B2C medical platform to navigating acquisitions, Jon shares how he and his team grew revenue to $30M ARR — and what founders need to understand about private equity cycles and long-term strategy.


💬 If you’re a founder, operator, or investor working around AI, healthtech, or regulated innovation, this one is a masterclass in strategic growth.


👇 Which is your view?

Watch now: https://youtu.be/NxJLTmfLUew?si=bVCFJ...

2 months ago | [YT] | 1

Startup Scaleup People

Hi everyone, the new episode is live today. Inside the Next Unicorn (1Billion) Fintech: Transwap CEO Benjamin Wong | Square Circle Podcast

Link to the episode https://youtu.be/6Y1jiJ0kvqU

2 months ago | [YT] | 1