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The Sure Shot Entrepreneur — 188 episodes
Young Kind Leaders are Our Hope for a Better Future
Skip the InsurTech Hype and Focus on What Actually Works
Unlock Breakthroughs as Physical and Digital Worlds Merge
Some Ideas Can’t Wait. Accelerate Now.
Improve Healthcare Access for Overlooked Populations
AI Will Not Save You. Reinvention Will.
We are in a Bubble of Bubble Talk, Not in a Real Financial Bubble
Are You Willing to Deal With the Pain of Building a Successful Business?
Ignore the Bubble, Chase Alpha
Emerging Managers Succeed by Diversifying, Starting Early, and Staying Consistent
Show Commitment to the Mission You Care About
Artificial Intelligence is Becoming Service-First
Be the Quirky Underdog Obsessed About Building the Next New Thing
Make the Positive Power of Venture Capital Reach All Communities
Don’t Overstretch; Raise The Right Amount of Funding
Learn the Art of Intentional Networking
Don’t Ditch the Pitch Deck
Your Biggest Danger Is an Inbound
Transform Sick Care to Healthcare
Secondaries are Essential for the Venture Capital Market
A Better Food Future Starts with Founders Who Get It
Stop What Could Go Wrong and Build a Safer AI Future
Don’t Just Pitch; Connect with Investors Through Vision
Don’t Suffer to Succeed, A Peaceful Mind Will Take You Further
Ship Fast, Sell Faster, Validate Deeply
Master Your Technical Edge, Solve the Right Problem, and Scale Big
Enable Children with Special Needs to Thrive (Special Podcasthon episode)
Build a Local Startup, Dream Global Impact
Show Real Traction, Not Just Projections
Build Relationships with Investors to Create Game‑Changing Companies
Look for Early Believers, Not Just Capital Providers
Latam Entrepreneurs Use Venture Capital Networks to Expand Globally
Build What the World Needs, Not Gratuitously
Build AI Solutions for Overlooked Legacy Industries
Do Great Work. VCs Will Find You.
Use Your Superpowers, Don’t Dilute Your Efforts
Water Conservation to Venture Capital Through Arranged Marriage
Grit and Passion are Important; Ideas are a Dime a Dozen
Learn How to Take Advice from the Right People at the Right Time
Impact a Billion and Make a Billion
Build Businesses to Make Everyone’s Lives Better
Believe in People Early, Earn Lifelong Trust
Patiently Teach Investors What You Know to Win Them Over
Prioritize Innovation Using Artificial Intelligence, Don't Fear AGI
Courageous Entrepreneurs Are Heroes, Not Consensus Seekers
VC is a Truth Seeking Exercise
Make Sustainability Cool to Appeal to the Human Side
Founders Are Made, Not Born. You Can Learn the Craft
Family Office with Three Sisters Finds Alpha Through VCs
Engage With Customers Sooner Than Later When You Build AI Solutions
Keep It Simple and Embrace Uncertainty
Don’t Let the Curse of Knowledge Drag You into Details
Experienced VCs Investing in Under-crowded Markets with Concentrated Portfolios Win
Path to Success is Never Linear
Make Venture Capital Work for Everyone, Including LGBT Founders and Investors
A Global Village of Luminaries Help Founders Unleash Potential
Founders, and All Leaders, Need a Coach
Attract High-Quality Limited Partners Who Value Your Experience
Work With Your Investor to Build Strategic Partnerships
VC is an Important Asset Class for Endowments to Generate Alpha
Concentrated Investments Can Generate Top Tier Returns, While Diversified Index Aims for Average
Understand Nuances of Culture to Build Useful Products
Put Moolah in the Coolah
US-India Startup Ecosystem is Booming
Create New Industry Categories
Software Will Solve Broken Systems in Every Aspect of Healthcare
VCs Help Startups Recruit Great Candidates and Catch Liars
No Means Not Now; Keep Trying
Change The Financial System
The Insurance Industry Desperately Needs Startups
AI is a Mega-Trend Like the Internet, Social and Mobile
The Future of Insurance is Collaboration
Build Products from the Ground Up
Let’s Demystify the Venture Capital Asset Class
Politics is Like Venture Capital. Really!
Build Strategies Around Who You Are
Diversified VC Portfolios Find Big Winners
Don’t Lose Contact with Investors, Stay in Touch
Grow Responsibly With Patient Investors
Venture Capital Will Open To All Investors
Will You Raise Series A in 12 Months?
Deep Tech Startups Are Thriving
Fintech Startups Are Underdogs Who Innovate
Can You Plan for No Fundraising in the Future?
Identify an Extreme Pain Point
Be a Badass Founder
Cool Technology is Not a Hot Company
Show Strong Metrics to Stand Out
Listen to Remarkable People
The Difference Between Success and Failure is Right Between Your Ears
Break Rules, Don’t Break the Law
Tell Your Story of Why
Build 12 Months of Barrier to Entry
Distill the Essence of Your Vision
Be Ready to Answer Hard Questions
Financial Technology Will Create a Better Tomorrow
Choose Investors Who Care
Stick It Out and Execute, Don’t Fail Easily
What’s Your North Star?
Improve Society Using Risk and Insurance
Successful Founders Are Naive Fast Learners
Learn to Look for VCs With Founder Mentality
Is Decentralized Finance Really Getting Decentralized?
Investing in Product-Led Growth
Choose Investors Who Solve Problems
Form Relationships with Investors Before Raising Capital
Founders With Long-term Vision Are Not Distracted by Public Market Volatility
Competition is Irrelevant
Entrepreneurship is a Viable Career Path
Sell to Investors Authentically
Bring Fresh Ideas to Improve Healthcare
Create Net New Value from Nothing
Do You Have Unlimited Ambition?
Avoid ‘Me-too’ Startup Ideas
Do Business with Gratitude
Investing in Pre-revenue Startups
Construction Technology Will Solve the Global Housing Crisis
Beware of Regulations in Fintech
Good Corporate VCs Think Strategically
Put On Your Risk Hat With Debt Investors
Always Be Learning
Appetite for Disruption: Alternative Proteins
Keep the Deck Clear and Concise
Balance Commitment to the Vision with Attention to Customers' Needs
Ambitious Midwest U.S. Founders are Underrated
Show your assumptions
Technology redefining the future of work
Just be yourself
Prioritize cash, team and momentum in that order
It’s about people not spreadsheets
Don’t wait for the perfect time
Don’t have it all buttoned up
No is not a no. You can convert to a yes.
Look where others are not looking
Focus on one user, one use case, and one solution
Say what your company does in 30 seconds
Convert investors from non-believers to believers
Be persuasive to convince investors, customers and employees
Start with your childhood story not your resume
Great entrepreneurs are students of venture capital
Get everyone on the investment team excited about your business
Show empathy for your customers
Foresee future opportunities from today’s innovations
Succeed from your unique starting point
Say “Yes” more often
Reflect, learn and grow
Don’t be shy. Good investors like to get their hands dirty.
Win big in niche markets
Care for your neighbors
Turn venture blueprints into tangible, thriving futures
Everything is fintech
Every day is recruiting day at a startup
Play the long-game to win in Silicon Valley
Be efficient. Don't be macho.
Build agile solutions for traditional problems
No place in the world is like Silicon Valley
Innovate continuously to remain competitive
Lower your shield and openly communicate with investors
Convert frustration into desire to create a new business
Startup ecosystem in Austin, Texas is booming
Catch the attention of investors with non-obvious insights
Show your personality on video calls
Create unfair advantage with novel technical insights
Visionary entrepreneurs have the x-factor
Clarity of thought combined with empathy is a winning combo
Growth with negative margins is dangerous
Build products to serve the middle class
Decision analysis is a high-quality conversation leading to clarity of action
How does an investor form gut feel?
Latin America is a huge market
Seek honest feedback from investors
Limited partners influence change from the top
Immigrant entrepreneurs must overcome unique hurdles
Prepare your investor for the conversation
Tell the story of "why" to excite investors
Meet a rare black VC
Ethos to keep pushing things forward is a rare quality
Startups in underdog cities are looking for good investors
Design a process to avoid investment biases
Build solutions for a large future market
Entrepreneurship liberates you to solve impactful problems
Increase diversity in entrepreneurship, now
Devotion to your business will convince skeptics
Be bold, compete against incumbents
Modernize financial infrastructure to democratize prosperity
Future of healthcare needs more empathy and technology
Lessons from >100 angel investments
Welcome and quick intro