business
Hosted by Lily Dash · business · EN
The Upwind Podcast is a founder-focused, Caribbean-born global show hosted by Lily Dash—lawyer, entrepreneur, and Co Founder of ACTAI Advisors. It captures the “upwind journeys” of founders, investors, and thinkers who navigate resistance, adapt, and create lasting value across technology, finance, and culture. Core Concept The title Upwind comes from sailing—progress made against the wind through strategy and continual pivots. Each episode examines how exceptional individuals confront economic, personal, and structural headwinds to reach scale, impact, and purpose.
Required Pod Score for this podcast. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.
Contact path
Verified email
Booking probability
30%
Guest openness
Selective
Sign up to generate a grounded pitch for The Upwind Podcast.
Signup to Generate a PitchThe Upwind Podcast is a founder-focused, Caribbean-born global show hosted by Lily Dash, lawyer, entrepreneur, and Co Founder of ACTAI Advisors. It captures the “upwind journeys” of founders, investors, and thinkers who navigate resistance, adapt, and create lasting value across technology, finance, and culture.
The Upwind Podcast is hosted by Lily Dash. The show has published 17 episodes to date.
Recent episodes include "From Small Island to Global Stage: How Shontelle Made History with Music, Tech & NFTs" (4 May 2026, 68 minutes), "Your Points, Your Asset: Building the First Transparent Rewards Network" (10 April 2026, 48 minutes), and "Four Days in One: Michelle Romanow on Moving Fast, AI Tools & Why Speed Beats Perfection" (20 March 2026, 46 minutes).
The Upwind Podcast publishes roughly every two weeks, with episodes averaging 54 minutes across 17 episodes.
Booking probability for The Upwind Podcast is 30%, and the host is rated Selective on guests. The Upwind Podcast requires a Pod Score of 80 or higher. The Upwind Podcast's contact route on record: verified email.
The strongest fits for The Upwind Podcast are Business & Management Consulting and Investment Banking & Trading. The Upwind Podcast has a business audience.
Lily Dash hosts The Upwind Podcast, a business podcast with 17 episodes published.
Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.
Episode #17
<p >In this deeply personal and expansive conversation, host Lily Dash sits down with Shontelle Layne—Barbadian singer, songwriter, and global creative force whose work has shaped modern pop music for over a decade...
Episode #17
<p >What if the key to unlocking blockchain's mass adoption wasn't another crypto exchange—but reimagining how we travel, earn rewards, and spend money in the real world?</p><p >In this conversation, host Lily Dash sits...
The Upwind Podcast
<p >What if the key to winning in 2026 wasn't perfection—but moving so fast that your competition can't keep up?</p><p >In this high-energy conversation, host Lily Dash sits down with Michelle Romanow—co-founder and...
Episode #16
<p >What if the key to preventing diabetes, heart disease, and chronic illness wasn't another diet or supplement—but understanding your body's ability to bounce back?</p><p >In this deeply insightful conversation, host...
Episode #15
<p >What if the key to solving addiction, chronic disease, and aging wasn't another pill—but understanding the 37 trillion powerhouses inside your body? </p><p >This episode Sean Fetcho CEO & Co-Founder, Versea Health...
Episode #14
<p >What if the real bottleneck holding blockchain back—and quietly undermining AI—wasn’t scalability, compute, or capital, but identity?</p><p >In this deeply technical, wide-ranging conversation, host Lily Dash sits...
Episode #13
<p >What if a catastrophic brain injury that ended your professional hockey career became the catalyst for building the future of global finance?</p><p >In this deeply personal and technically rigorous conversation...
Episode #11
<p >In this conversation, host Lily Dash sits down with Amanda Terry—Princeton-educated investor, Wharton MBA, co-founder of Metagood, tokenizing real world assets from historic art on Bitcoin collection OnChainMonkey...
Episode #11
<p >What if buying property in one of the world’s hottest real estate markets didn’t require hundreds of thousands of dollars upfront, months of paperwork, or opaque intermediaries?</p><p >In this deeply technical and...
Episode #10
<p >What if the key to winning wasn't carrying the weight of expectations—but surrendering fully to who you are?</p><p >In this deeply personal conversation, host Lily Dash sits down with Anya Ayoung-Chee—Project Runway...
Episode #9
<p >In this powerful conversation recorded in Greece, host Lily Dash sits down with Eva Kaili—former Vice President of the European Parliament, blockchain pioneer and one of Europe's most visionary voices on technology...
Episode #8
<p >What if the key to fighting aging, addiction, and chronic disease wasn't a new drug—but a molecule your body already makes?</p><p >In this fascinating conversation, host Lily Dash sits down with Dr. Halland—a...
Episode #7
<p >What if Africa's biggest challenges—unemployment, infrastructure gaps, and capital access—could be transformed into billion-dollar global businesses?</p><p >In this powerful conversation recorded in the heart of...
Episode #6
<p >What if meme coins could fund hurricane relief, medical research, ocean conservation and revolutionize startup investing—all while delivering 30,000% returns?</p><p >In this electrifying conversation, host Lily Dash...
Episode #5
<p >We must not give away the printing press of our time.</p><p >In this powerful conversation, host Lily Dash sits down with Michael Casey—author, blockchain pioneer, and Chairman of the Advanced AI Society—to explore...
Episode #4
<p >The Caribbean is at a crossroads.<br> For decades we've borrowed policies, adopted foreign narratives, and shaped our economies around systems that were never designed for us. But what would happen if we finally...
Episode #3
<p >Danish Chaudhry brings his unique perspective from BlackRock to blockchain in this candid conversation about the evolution of crypto and what it takes to survive its brutal cycles. From buying Bitcoin on eBay at 60...
Episode #2
<p >From 20,000 Patient job to Building a Healthcare Revolution Dr. Emma Dash didn't just witness Barbados's health crisis—she lived it, treating 40 patients a day, seven days a week, until her body forced her to stop...
Episode #3
<p >From Music NFTs to Revolutionizing Travel Rewards: The Decade-Long Journey to Bookit.com Linda's story isn't just about building in crypto—it's about feeling the subtle shifts in the wind and knowing exactly when to...
Recent guests on The Upwind Podcast. Study who booked and why before you pitch.
PitchCentric classifies The Upwind Podcast under these industries. Guests from them are the closest fit, and each links to the best podcasts in that industry.
Shows with the most semantically similar episode content. Pitch one, pitch all; producers cluster.
Is this podcast yours and you'd like to remove or correct details? Request removal or email privacy@pitchcentric.com.
Questions about the free trial? See the pricing FAQ
