#risk-taking
#risk-taking

fromTNW | Artificial-Intelligence

Tech industry

The 'AI is inevitable' trap

Venture

Cursor in talks to raise $2B at $50B valuation after hitting $2B ARR in three years

Software development

I'm the CTO of a startup. Software engineering has changed so much that we've changed our hiring process.

Exclusive: Eigen raises a seed round from Benchmark to build the world's first 'mutual friend' | Fortune

AI's impact on social connection is concerning, as shared cultural experiences diminish and hyper-personalization may exacerbate loneliness.

Brene Brown says CEOs are fighting the wrong AI battle | Fortune

Investing in human foundations like trust and culture is essential for AI tools to improve performance.

14 hours ago

This founder was an AI layoff 9 months ago. Then he built an instantly profitable company with 2 partners and 12 agents | Fortune

Sam Brown turned a layoff due to AI into an opportunity, co-founding Fathom AI, which achieved significant revenue with minimal investment.

Tech industry

fromThe Verge

The 'AI is inevitable' trap

Allbirds claims to be an AI company, reflecting a trend of companies leveraging AI for market gains despite mixed public sentiment.

fromTNW | Artificial-Intelligence

Cursor in talks to raise $2B at $50B valuation after hitting $2B ARR in three years

Cursor is raising at least $2 billion at a $50 billion valuation, marking the fastest B2B scaling in enterprise software history.

Software development

I'm the CTO of a startup. Software engineering has changed so much that we've changed our hiring process.

AI coding agents have transformed software engineering, changing hiring practices and the skills required for engineers.

Exclusive: Eigen raises a seed round from Benchmark to build the world's first 'mutual friend' | Fortune

AI's impact on social connection is concerning, as shared cultural experiences diminish and hyper-personalization may exacerbate loneliness.

fromHarvard Business Review

Brene Brown says CEOs are fighting the wrong AI battle | Fortune

Investing in human foundations like trust and culture is essential for AI tools to improve performance.

Why your company will never scale (or maybe why it will) | Hacker News

User and competitor laziness are key to scaling a business beyond just a product.

Business intelligence

In Winner-Take-All Markets, Diversification Is a Liability

fromHarvard Business Review

Why Founders Who Stay Busy Don't Automatically Grow

A full calendar without strong margins indicates a time-management issue, not a scalable business strategy.

Digital life

fromYcombinator

15 hours ago

Why your company will never scale (or maybe why it will) | Hacker News

User and competitor laziness are key to scaling a business beyond just a product.

Business intelligence

In Winner-Take-All Markets, Diversification Is a Liability

Why Founders Who Stay Busy Don't Automatically Grow

A full calendar without strong margins indicates a time-management issue, not a scalable business strategy.

more#business-strategy

#artificial-intelligence

Mental health

fromIPWatchdog.com | Patents & Intellectual Property Law

14 hours ago

How to navigate uncertainty in an increasingly uncertain world

Artificial intelligence advancements are creating job insecurity and uncertainty for millions, compounded by geopolitical tensions and personal health challenges.

Intellectual property law

AI is Raising the Stakes on Intellectual Capital and IP Rights

Mental health

Intellectual property law

14 hours ago

How to navigate uncertainty in an increasingly uncertain world

Artificial intelligence advancements are creating job insecurity and uncertainty for millions, compounded by geopolitical tensions and personal health challenges.

fromIPWatchdog.com | Patents & Intellectual Property Law

more#artificial-intelligence

AI is Raising the Stakes on Intellectual Capital and IP Rights

Firms implementing AI for knowledge capture will secure competitive advantages through codified expertise.

Why the Quietest Voices Often Build the Best Startups

Founders should focus on the quiet strengths within their teams to build resilient companies.

Silicon Valley

18 hours ago

AI startups are shifting the economic center of gravity of San Francisco

San Francisco's tech center is shifting to smaller neighborhoods due to return-to-office mandates and the rise of AI startups.

Being 'Ready' Is a Trap - Do This Instead

Starting begins with consistent practice, not a job title; sharing work creates momentum and growth, while waiting to feel ready delays progress.

Sources: Cursor in talks to raise $2B+ at $50B valuation as enterprise growth surges | TechCrunch

Cursor is nearing a funding round of at least $2 billion, with returning investors Thrive and Andreessen Horowitz expected to lead the financing at a $50 billion valuation. The deal terms are not final and may still change.

Venture

#ron-conway

12 hours ago

Cancer

Venture capitalist Ron Conway says he is starting treatment for a 'rare' cancer

Cancer

6 hours ago

VC Ron Conway says he has a 'rare form of cancer' | TechCrunch

Ron Conway has been diagnosed with a rare form of cancer but will continue to support SV Angel founders while prioritizing treatment.

12 hours ago

Cancer

Venture capitalist Ron Conway says he is starting treatment for a 'rare' cancer

Cancer

6 hours ago

VC Ron Conway says he has a 'rare form of cancer' | TechCrunch

Ron Conway has been diagnosed with a rare form of cancer but will continue to support SV Angel founders while prioritizing treatment.

more#ron-conway

Wellness

I visited a members-only tech hub to see the biohacking tricks Silicon Valley founders swear by. It wasn't what I expected.

Biohack Miami's wellness event in San Francisco showcased practical biohacking tips focused on immediate well-being rather than solely on longevity.

Software development

15 hours ago

The hidden risks of vibe coding: 4 steps to protect your organization

Vibe coding democratizes software development but poses significant cybersecurity risks due to unknown origins of AI-generated code.

Psychology

People who research every decision exhaustively before acting aren't thorough - they're trying to build a guarantee in a world that doesn't sell them because the last time they trusted their gut without evidence something expensive happened and the body never forgot the bill - Silicon Canals

Chronic overanalysis of decisions stems from past failures, leading to wasted time and missed opportunities.

7 hours ago

AI chip startup Cerebras files for IPO | TechCrunch

Cerebras Systems has filed to go public after raising $1.1 billion and securing major deals with Amazon and OpenAI.

13 hours ago

The self-taught advantage: why people who figure things out independently keep winning in a world that won't stop changing - Silicon Canals

Self-directed learning is essential for adapting to rapidly changing job skills and staying relevant in the workforce.

Don't Miss the Hidden Advantage Most Founders Ignore in the Age of AI

Data drives decisions, but stories create emotional connections and lasting impact.

fromBusiness Matters

Bootstrapping

Why ADHD and entrepreneurship can drive success and create challenges in equal measure

Startup companies

Psychology says the people who find lasting success in business aren't the ones who mastered the habits productivity culture celebrates - they've quietly figured out that most of what business media treats as essential is noise, and the actual signal is found in a much smaller set of decisions most people overlook - Silicon Canals

How I'd Build My Small Business If I Had to Start Over in 2026

Validate demand before building a product to ensure it meets actual needs.

fromZDNET

Want to build a startup that gets acquired? This founder shares 5 proven tips

Successful startups require a cautious approach, exploring and developing iteratively to survive and thrive.

fromPsychology Today

Bootstrapping

Entrepreneurship Is Creative Work, but We Don't Call It That

Marketing

Don't Miss the Hidden Advantage Most Founders Ignore in the Age of AI

Data drives decisions, but stories create emotional connections and lasting impact.

fromBusiness Matters

Why ADHD and entrepreneurship can drive success and create challenges in equal measure

Entrepreneurial leaders with ADHD often excel in early stages but struggle as businesses mature, requiring different leadership skills and structures.

Psychology says the people who find lasting success in business aren't the ones who mastered the habits productivity culture celebrates - they've quietly figured out that most of what business media treats as essential is noise, and the actual signal is found in a much smaller set of decisions most people overlook - Silicon Canals

Sustainable business success comes from focusing on key decisions rather than following productivity trends and hacks.

How I'd Build My Small Business If I Had to Start Over in 2026

Validate demand before building a product to ensure it meets actual needs.

fromZDNET

Want to build a startup that gets acquired? This founder shares 5 proven tips

Successful startups require a cautious approach, exploring and developing iteratively to survive and thrive.

fromPsychology Today

Entrepreneurship Is Creative Work, but We Don't Call It That

Entrepreneurship is a form of creativity that involves cognitive processes like divergent thinking and adaptability.

more#entrepreneurship

NYC startup

Sam Altman's project World looks to scale its human verification empire. First stop: Tinder. | TechCrunch

World project integrates verification tech into various sectors, starting with dating apps, to distinguish human users from AI.

Bicycling

His Business Sells a Nostalgic Childhood Hobby That Gets Kids Off Screens. It's On Track for $12 Million This Year: 'Absolutely Life-Changing.'

Loveland's children's bike business, Early Rider, focuses on balance bikes and achieved $10 million in revenue last year, aiming for $12 million this year.

Business

This Hedge Fund-Favored Semi Stock is on the Cusp of a Multi-Year Breakout

Texas Instruments is a legacy tech company with potential in the AI sector despite being overshadowed by more exciting semiconductor plays.

Mindfulness

9 signs you're quietly more successful than you give yourself credit for (even if your bank account disagrees) - Silicon Canals

Success is often misdefined by external metrics, while true success is reflected in self-awareness and personal growth.

Retirement

Why Tech Executives Are Choosing to Fund a Roth Account With Six Figures Each Year

Tech executives are utilizing the Mega Backdoor Roth strategy to contribute to Roth accounts despite income limits on direct contributions.

European startups

How AI is helping businesses save time and money amid tariff chaos

US businesses are leveraging AI to navigate complex tariff changes and improve trade compliance.

World politics

We've entered a new era of risk for the modern CEO

Most CEOs are unprepared for crises like Taiwan Strait tensions due to a narrow focus on geoeconomic risks.

Goldman Says It's Time to Buy Tech. I'd Start With These Tech Deals

Goldman Sachs' Chief Equity Strategist Peter Oppenheimer has called the recent sell-off in U.S. tech stocks a rare 'buying opportunity,' suggesting that the current market conditions may favor investment in this sector.

Apple

What Most Founders Misunderstand About Runway

Hoarding cash doesn't ensure survival; actively using capital to learn and adapt is crucial in a rapidly changing market.

Commercialization Isn't the Same as Sales Growth - Here's How

Sales are a function, while commercialization is a system of decisions that defines sustainable business growth.

What Most Founders Misunderstand About Runway

Hoarding cash doesn't ensure survival; actively using capital to learn and adapt is crucial in a rapidly changing market.

Commercialization Isn't the Same as Sales Growth - Here's How

Sales are a function, while commercialization is a system of decisions that defines sustainable business growth.

This Tech Investor Hasn't Touched a Laptop or Desktop Computer Since 2010. Here's Why.

Keith Rabois has operated without laptops since 2010, using only mobile devices for increased focus and productivity.

Shuttered startups are selling old Slack chats and emails to AI companies

Defunct startups are monetizing their digital data by selling it to AI companies, raising significant privacy concerns.

#ai-adoption

AI Won't Fix Your Broken Company Model - It Will Amplify It

AI adoption without shared standards leads to fragmented systems that hinder true transformation.

Startup companies

Intuit was an AI pioneer. Why its stock became a SaaSpocalypse casualty | Fortune

Being an early adopter of AI does not guarantee protection against market panic, as shown by Intuit's stock performance during the SaaSpocalypse.

AI Won't Fix Your Broken Company Model - It Will Amplify It

AI adoption without shared standards leads to fragmented systems that hinder true transformation.

Intuit was an AI pioneer. Why its stock became a SaaSpocalypse casualty | Fortune

Being an early adopter of AI does not guarantee protection against market panic, as shown by Intuit's stock performance during the SaaSpocalypse.

Forget Guessing - Here's How I Trade Stocks That Are Already Moving

Momentum traders focus on existing trends, utilizing volume, price action, and catalysts for disciplined execution in fast-paced markets.

NYC startup

His Harvard Dorm Room Side Hustle Started With a 'Simple Frustration.' Now It's Speeding Toward $500,000 in Sales in Its First Year.

Youngblood launched Prest, a shelf-stable hummus brand, in November 2024, expecting $500,000 in sales in its first year after initial success.

Quote of the Day by Steve Jobs: "The only way to do great work is to love what you do. If you haven't found it yet, keep looking. Don't settle." - Silicon Canals

Loving what you do is essential for great work; if you haven't found it, keep searching and don't settle.

Why 'Just Start' Is Dangerous Advice for Entrepreneurs

Many founders neglect business planning, leading to reactive decisions and confusion between busyness and real progress.

Research suggests the average founder of the fastest-growing startups isn't 25 - it's 45, and a 50-year-old is more than twice as likely to build a breakout company as a 30-year-old - Silicon Canals

The average age of successful startup founders is 41.9 years, challenging the stereotype of young entrepreneurs.

fromTNW | Corporates-Innovation

NVIDIA didn't invest in Xanadu, but it made its CEO a billionaire anyway

Christian Weedbrook became a billionaire as Xanadu's stock surged due to NVIDIA's announcements, not through any direct investment in Xanadu.

fromTechRepublic

AI Upgrades, Security Breaches, and Industry Shifts Define This Week in Tech - TechRepublic

AI innovation and security threats are reshaping technology and corporate strategies across various platforms and applications.

This CEO pirated video games as a teen and became a hacker for the Air Force. Now he's built a $3 billion cyber firm | Fortune

Gen Z should trust instincts in career paths, as demonstrated by Kyle Hanslovan's unconventional journey to CEO of a $3 billion cybersecurity firm.

Innovation Looks Like Hype Before It Really Works - Here's Why

Innovation progresses slower than public perception, leading to overhyped technology trends and narratives that can be difficult to change.

Slash, a Ramp competitor founded by teenagers, raises $100M at $1.4B valuation | TechCrunch

Slash Financial raised $100 million in Series C funding, achieving a $1.4 billion valuation and generating $300 million in annual revenue.

6 mindset shifts to improve your risk and failure tolerance

Change and volatility in the labor market necessitate a high Agility Quotient (AQ) to adapt successfully to evolving job landscapes.

The Deals You Didn't Make Are Teaching You How to Win Next Time - Use This Framework to Make It Happen

Missed opportunities can provide valuable lessons if analyzed correctly.

fromTNW | Investors-Funding

Sequoia raises $7 billion for its biggest-ever late-stage fund

Sequoia Capital has raised $7 billion for its expansion strategy fund, reflecting a significant shift in late-stage venture investing due to AI.

AI anxiety is turning volatile

The firebombing incident reflects extreme reactions to fears surrounding AI's rapid evolution and potential risks to humanity.

This simulation startup wants to be the Cursor for physical AI | TechCrunch

Engineers aim to program physical agents like digital ones, but robotics faces challenges due to limited data and the need for realistic simulations.

Physical Intelligence, a hot robotics startup, says its new robot brain can figure out tasks it was never taught | TechCrunch

Physical Intelligence's π0.7 model enables robots to perform unfamiliar tasks through compositional generalization, marking a significant advancement in robotic AI capabilities.

This simulation startup wants to be the Cursor for physical AI | TechCrunch

Engineers aim to program physical agents like digital ones, but robotics faces challenges due to limited data and the need for realistic simulations.

Physical Intelligence, a hot robotics startup, says its new robot brain can figure out tasks it was never taught | TechCrunch

Physical Intelligence's π0.7 model enables robots to perform unfamiliar tasks through compositional generalization, marking a significant advancement in robotic AI capabilities.

Your Business Won't Scale Unless You Accept This Hard Truth

Leaders must delegate tasks to ensure business scalability and avoid being overqualified for daily operations.

Why Entrepreneurs Start to Feel Lost After 40

Midlife disorientation in entrepreneurs signals a misalignment between identity, values, and business direction, necessitating recalibration for clarity and alignment.

#anthropic

fromTheregister

Anthropic ejects bundled tokens from enterprise seat deal

Anthropic has revised its enterprise pricing, transitioning to a single seat model upon contract renewal amid increased demand for Claude AI services.

Anthropic shrugs off VC funding offers valuing it at $800B+, for now | TechCrunch

Anthropic is not currently interested in new funding offers despite high valuations and significant capital expenditures.

fromTheregister

Anthropic ejects bundled tokens from enterprise seat deal

Anthropic has revised its enterprise pricing, transitioning to a single seat model upon contract renewal amid increased demand for Claude AI services.

Anthropic shrugs off VC funding offers valuing it at $800B+, for now | TechCrunch

Anthropic is not currently interested in new funding offers despite high valuations and significant capital expenditures.

I grew up in a family of entrepreneurs. Here's what I had to unlearn to build a $1 billion business | Fortune

Family-business instincts can hinder global growth despite their strengths in resilience and financial discipline.

Is XOVR the Best ETF to Buy as Private AI Companies Go Public?

Private AI companies are preparing for significant IPOs, but retail investors face challenges accessing these opportunities.

Warning: "Existential Risk" as Mega IPOs Could Trigger $100 Billion Stock Selloff

Pending IPOs of OpenAI and SpaceX pose significant risks to passive fund mechanics and market stability.

Is XOVR the Best ETF to Buy as Private AI Companies Go Public?

Private AI companies are preparing for significant IPOs, but retail investors face challenges accessing these opportunities.

Warning: "Existential Risk" as Mega IPOs Could Trigger $100 Billion Stock Selloff

Pending IPOs of OpenAI and SpaceX pose significant risks to passive fund mechanics and market stability.

a16z's Ben Horowitz sees 'AI anxiety' consuming Silicon Valley founders. Workers' fear of something else is killing adoption | Fortune

Two distinct AI anxieties exist: founders fear rapid change while workers fear replacement.

I analyzed 789 'Shark Tank' pitches. This personality trait gets funding

Narcissistic admiration in entrepreneurs enhances their ability to secure funding from investors compared to narcissistic rivalry.

New leaders, new fund: Sequoia has raised $7B to expand its AI bets | TechCrunch

Sequoia Capital has raised $7 billion for a new fund focused on late-stage AI investments in the U.S. and Europe.

fromAlleyWatch

The Most Active Non-NYC Venture Capital Firms in Q1 2026 in New York

Venture funding data reveals active firms outside NYC investing in local startups, focusing on investment numbers for Q1 2026.

The 3 reasons why VCs invest: Faith, opportunity, or evidence

Venture capital rounds are driven by three core reasons: faith, opportunity, and evidence.

What I Look for Before Backing a Billion-Dollar Company

Investors prioritize startups that fundamentally disrupt industries rather than those making minor improvements.

New leaders, new fund: Sequoia has raised $7B to expand its AI bets | TechCrunch

Sequoia Capital has raised $7 billion for a new fund focused on late-stage AI investments in the U.S. and Europe.

fromAlleyWatch

The Most Active Non-NYC Venture Capital Firms in Q1 2026 in New York

Venture funding data reveals active firms outside NYC investing in local startups, focusing on investment numbers for Q1 2026.

The 3 reasons why VCs invest: Faith, opportunity, or evidence

Venture capital rounds are driven by three core reasons: faith, opportunity, and evidence.

What I Look for Before Backing a Billion-Dollar Company

Investors prioritize startups that fundamentally disrupt industries rather than those making minor improvements.

more#venture-capital

#openai

Anthropic's rise is giving some OpenAI investors second thoughts | TechCrunch

OpenAI's $852 billion valuation faces skepticism as it competes with Anthropic, which has seen significant revenue growth.

fromEngadget

OpenAI buys its second startup in a month

OpenAI acquired Hiro Finance, a startup providing AI financial planning tools, signaling a potential shift in personalized financial guidance.

Anthropic's rise is giving some OpenAI investors second thoughts | TechCrunch

OpenAI's $852 billion valuation faces skepticism as it competes with Anthropic, which has seen significant revenue growth.

fromEngadget

OpenAI buys its second startup in a month

OpenAI acquired Hiro Finance, a startup providing AI financial planning tools, signaling a potential shift in personalized financial guidance.

Reid Hoffman says leaders need to update their AI strategy. His advice: weekly check-ins.

Managers should experiment with AI tools across all business areas rather than treating it like a software update.

Books

fromThe Atlantic

The Art of Taking Smart Risks

Intelligent risk-taking involves distinguishing between reckless behavior and brave action, with society facing pressure from industries profiting off compulsive gambling rather than meaningful risk-taking.

5 Key Signals Your Startup Is Finally Hitting Product Market Fit

Product market fit is determined by user behaviors and retention, not just surveys.

The rise of the generalist - Silicon Canals

39% of core skills will change by 2030, emphasizing the value of generalist skills over specialist credentials.

Upscale AI in talks to raise at $2B valuation, says report | TechCrunch

Upscale AI is seeking to raise $180-$200 million in its third funding round, aiming for a valuation of about $2 billion.

fromTNW | Artificial-Intelligence

Accel raises $5 billion AI fund after Anthropic and Cursor returns soar

Accel has raised $5 billion for late-stage AI investments, targeting 20-25 companies with average cheques of $200 million.

How High-Performing Founders Prevent Chaos as They Scale

Hustle scales businesses initially, but sustained growth requires scheduling slack and resilient systems to handle increasing complexity and unexpected challenges.

Bootstrapping

The Shift Every Founder Must Make to Achieve Exponential Growth

Founders must transition from instinct-driven habits to structured systems for scaling their businesses effectively.

How High-Performing Founders Prevent Chaos as They Scale

Hustle scales businesses initially, but sustained growth requires scheduling slack and resilient systems to handle increasing complexity and unexpected challenges.

The Shift Every Founder Must Make to Achieve Exponential Growth

Founders must transition from instinct-driven habits to structured systems for scaling their businesses effectively.

more#business-scaling

fromHarvard Business Review

The Challenges of Scaling a Technology for Social Good

Access to safe sanitation is critical for over three billion people, impacting public health, gender equity, and economic development.

fromForbes

The Hottest Debate In Tech: Ads In AI

The debate in AI centers on the introduction of advertising in chatbot interactions and the financial implications of running AI systems.

fromAbove the Law

The Startup Bet Lawyers Keep Misunderstanding - Above the Law

Lawyers must embrace uncertainty in startups, viewing their careers as investments rather than relying solely on traditional risk-averse training.

fromAlleywatch

The March 2026 US Venture Capital Funding Report

In March 2026, US startups raised $19.06 billion across 630 deals, a significant decline of 64.4% year-over-year from March 2025's $53.5 billion, which was heavily influenced by OpenAI's $40 billion mega-round.

Venture

I'm a VC who bets on AI. What keeps me up at night isn't the idea of these companies failing-quite the opposite | Fortune

AI's rapid advancement threatens the relevance of current business models, prompting a shift in venture capital investment strategies.

Financial risk management platform Pillar raises $20M seed in round led by a16z | TechCrunch

Pillar raised $20 million to automate hedging for commodity-driven businesses using AI to manage financial risk.

The Startup Mistake No One Talks About - Until It Shuts You Down

Founders must prioritize compliance to avoid costly penalties and ensure long-term growth.

fromThe Atlantic

Elon Musk Is Banking on Fanboys

SpaceX's upcoming IPO may achieve a $2 trillion valuation, making it the largest in history despite its current financial losses.

2 weeks ago

As a VC, I Can Predict a Startup's Success in Minutes - And It Comes Down to 3 Traits (Not the Deck)

Founders who demonstrate clarity, context, and chemistry can effectively navigate chaos and drive business growth.

The AI gold rush is pulling private wealth into riskier, earlier bets | TechCrunch

Family offices are increasingly investing directly in AI startups, bypassing traditional venture capital due to the urgency of the AI boom.

Business

Why Pushback Matters More Than Validation and How the Best Founders Use It

Friction and resistance reveal hidden flaws in plans and assumptions, providing more valuable guidance than validation and team enthusiasm.

fromHardik Pandya

Every Company is a Startup Now

AI has eliminated structural protections that kept large companies safe for decades by enabling small teams to build competitive products faster and cheaper than established competitors.

fromWIRED

Can AI Kill the Venture Capitalist?

ADIN uses AI to replace the human analysts involved in venture dealmaking. Put in a startup's pitch deck, and out comes a detailed analysis of its business model and founding team, a list of diligence questions and compliance risks, an estimate of the total addressable market, and a suggested valuation. ADIN has about a dozen different agentic investors, each with a distinct persona and investing thesis.

Venture

Meet the breakout VC who goes deep to make a '360-degree' behavioral map before investing in founders | Fortune

Adam Zeplain uses a deeply psychological approach to venture capital, prioritizing understanding founders' character and relationships over traditional financial metrics to predict success.