Interview With Guy Kawasaki
Brad Feld sat down with veteran entrepreneur Guy Kawasaki for the "Building What Lasts" podcast, exploring trust, mentorship, and long‑term thinking. The conversation quickly delved into personal stories, including Kawasaki’s early dating life and connections with industry figures like Heidi Roizen. A standout moment linked the 18 items of the Techstars Mentor Manifesto to the cultural significance of the number 18 and the concept of entrepreneurial Tzedakah. The episode, now live, offers listeners a fast‑paced blend of anecdote and actionable insight into sustainable startup practices.
I Wrote Off $4M to $0. My Co-Investor Marked Up the Same Deal to $30M. Here’s What Founders Need to...
The author wrote off a $4 million SaaStr Fund investment to zero, while a co‑investor marked the same deal up to $30 million. The divergence stems from the co‑investor’s need to showcase a strong TVPI while fundraising for a new fund, prompting...
Yozo.ai Raises $1.7M to Build AI Revenue Engine
Yozo.ai, a UAE‑based e‑commerce AI startup, secured $1.7 million in pre‑seed funding. The round was co‑led by Access Bridge Ventures and Disruptech Ventures, with participation from Arzan VC and Suhail Ventures. The capital will fund engineering expansion and international market entry...
What Helped Wild Rye Land 100+ Retailers and Raise $1 Million
In this episode, founder Cassie Abel discusses how Wild Rye transformed the outdoor apparel market by designing high‑performance gear specifically for women and embedding purpose into every decision, from sustainability certifications to social advocacy. She shares how building long‑term, trust‑based...
Unbox Robotics Raises $28M to Scale Modular Warehouse Robots
Unbox Robotics announced a $28 million Series B round led by ICICI Venture, with participation from F‑Prime and other investors. The funding will fuel expansion of its engineering and leadership teams, accelerate development of its modular, swarm‑intelligence warehouse robots, and...
Gotham Growth
Gotham announced the Gotham Growth Project, a cohort‑based accelerator aimed at Black‑owned cannabis consumer‑product businesses operating in New York. The program provides structured mentorship, peer learning, and strategic guidance to help founders move from early traction to scalable, sustainable operations....
A Coxswain on Your Shoulder
Tom Tunguz created an AI meeting‑review agent that acts like a coxswain, silently analyzing recordings of pitch meetings, one‑on‑ones and investor calls. The system scores each conversation on a five‑point rubric—active listening, empathy, questioning, clarity and technical depth—providing concrete feedback...
The Model T Comes to Silicon Valley
The early 20th‑century assembly line slashed Model T production time by 90%, triggering a wave of consolidation that left only 44 automakers by 1929. Today, AI‑driven coding assistants are delivering comparable productivity gains—55‑81% faster development—in roughly five years. The auto boom...
AI Managing AI
Recent advances have pushed tool‑calling accuracy for large language models past the 90% mark, a dramatic leap from the sub‑50% success rates seen two years ago. This improvement is driven by trillion‑parameter models that excel at context‑rich orchestration, while smaller...
Ecommerce Startups and the New Funding Landscape in Europe
The episode explains how European Shopify ecommerce founders must first secure strong unit economics and cross‑border readiness before seeking capital, as investors favor scalable, profitable models. It maps a funding roadmap—from bootstrapping through revenue‑based financing to EU public programs—highlighting the...
Discovery-Driven Planning: A Better Way to Evaluate Venture Investments
The episode explains how Discovery‑Driven Planning (DDP) transforms venture evaluation by treating every business plan as a set of testable hypotheses rather than a fixed forecast. It outlines the three core tenets of DDP—only validated assumptions receive capital, funding is...
Illegitimi Non Carborundum: Don’t Let Investors Control Your Meeting
Founders, especially women and underrepresented entrepreneurs, are disproportionately asked downside‑focused questions by investors, while their white male peers receive more upside‑oriented inquiries. This bias can steer pitch conversations away from a company’s growth potential. The article advises founders to pre‑write...
CIS News
Recent weeks have seen a flurry of activity in the surgical robotics sector, highlighted by multiple regulatory clearances, sizable funding rounds, and strategic leadership moves. CMR Surgical secured a CE mark for its Versius platform in pediatric procedures, while Distalmotion...
NATSEC Roundtable No. 9: Capital, Cloud, and Commerce
The defense ecosystem is evolving into a three‑layer stack of venture capital, cloud infrastructure, and digital commerce. Mandate‑driven VC firms such as In‑QTel, a16z’s American Dynamism and Shield Capital are financing AI, autonomous and cyber startups that resemble Silicon Valley...
Meritech’s Look at 2025 Exits: M&A at $587B Hits a Decade+ High … But IPOs Were a Whimper
Meritech reports that 2025 delivered a muted IPO market, with only six pure‑play software listings, while merger‑and‑acquisition activity surged to $587 billion—the highest in a decade. Leading private firms such as SpaceX, OpenAI and Stripe continued to stay private, limiting public‑market...
Switching Venture Firms Is Not a Job Search
Transitioning between venture capital firms differs fundamentally from a typical job search. Because the senior VC talent pool is small, moves depend on existing relationships and how peers rank you, not on open listings. The article outlines a mental ranking...
Open APIs Are Over
After two decades of thriving on open APIs, major software platforms are erecting barriers. Salesforce limited Slack’s API calls, Datadog disabled a rival observability startup, and Epic faces a lawsuit over restricting patient‑record access. The acceleration of AI‑driven development enables...
Gross Profit per Token
Meta announced a $2 billion acquisition of Singapore‑based AI agent firm Manus, which reported $100 million annual recurring revenue and 147 trillion tokens processed since its March 2025 launch. The deal underscores the relevance of gross profit per token as a valuation lens,...
Y-Combinator’s Framework for Building a Successful MVP.
The episode breaks down Y‑Combinator’s MVP framework, emphasizing that a Minimum Viable Product must be both minimal and viable—enough to let real users test the core solution. It contrasts founder mindsets, shows how Airbnb, Twitch, and Stripe launched ultra‑simple versions...
12 Predictions for 2026
Tom Tunguz outlines twelve 2026 forecasts, from AI agents commanding higher fees than human workers to a record‑breaking liquidity wave driven by IPOs from SpaceX, OpenAI and others. He predicts vector databases becoming essential AI infrastructure and agents autonomously handling...
How Big Is AI Spending, Really? | Using ChatGPT for Competitive Analysis. | Measuring Real Efficiency in Venture Exits.
The episode breaks down three major trends: AI infrastructure spending is already 1.6% of U.S. GDP and could near 3% by 2030, dwarfing past tech booms but still far from wartime mobilisations; female‑founder funding in Europe is rising in absolute...
Elad Gil’s Framework for Spotting Billion-Dollar Markets Before They Look Big.
Elad Gil explains how to uncover billion‑dollar markets that appear small or unappealing by prioritizing market size over ideas, using first‑principles analysis, solving personal pain points, and validating demand through paying customers. He outlines four spotting principles and three market...
The Bifurcation in the AI Market
The AI market is splitting into two distinct camps: open‑source models, which remain roughly 22‑25% of usage despite being 10‑100× cheaper, and proprietary providers that retain pricing power for high‑value workloads. Open‑source share held steady, briefly spiking to 35% during...
The Average Founder Ages 6 Months Each Year
The median age of founders raising venture capital is climbing about six months each year, a shift driven by three forces: the surge in AI‑focused funding, the growing dominance of B2B models, and a media narrative that over‑highlights youthful, consumer‑centric...
The Toll of Stress on Startup Teams and Its Link to Founder Well-Being
Startup Snapshot’s second report reveals that 80% of startup employees say their mental health has suffered, with half experiencing burnout and 52% reporting anxiety. Founder stress is visible to 57% of staff, yet only 10% of founders discuss it openly....
The Two Context Databases Powering Enterprise AI
Enterprises are adopting two distinct context databases—operational and analytical—to serve as the new system of record for AI agents. Operational databases capture procedural knowledge and trade secrets, while analytical databases encode metric definitions and reasoning logic. The article emphasizes that...
The AI Value Gap : Where Does the $7,000 Per Seat Go?
A new OpenAI study finds AI saves white‑collar workers 54 minutes daily, translating to roughly $7,282 of recovered productivity per seat each year. Current SaaS pricing—ChatGPT Plus, Microsoft 365 Copilot, Google Workspace AI, and Gamma—captures only 3‑5% of that value,...
Streaming Comes Into the Fold
IBM announced an $11.1 billion acquisition of Confluent, valuing the streaming‑platform provider at 10 × its last‑twelve‑month revenue. Confluent, the commercial arm behind Apache Kafka, serves more than 40 % of Fortune 500 firms and posted Q3 revenue of $298.5 million, up 19.3 % YoY, with...
Coming Soon: Harry Stebbings on the State of Venture
In this episode, Harry Stebbings examines the rapid transformation of venture capital, focusing on shifting valuation dynamics, the impact of AI hype on startup success, and the emergence of a new capital stack that founders and investors must navigate. He...
How to Build an Investor CRM (With Template) | The Four Product Discovery Models: Where Your Company Really Operates.
In this episode, Sahil S explains that successful fundraising is 80% organization and introduces a simple investor CRM built in Google Sheets, complete with a downloadable template. He walks listeners through essential columns—contact info, investor type, referrer, and stage—showing how...
Top 10 Posts of 2025
The 2025 "Top 10 Posts" roundup highlights a paradox in AI: OpenAI pledged $1.15 trillion in compute contracts through 2035 while DeepSeek demonstrated a 90%+ drop in training costs with its V3 and R1 models. Nvidia’s $110 billion vendor‑financing scheme dwarfs the...
The Metric that Predicts AI Product Success. | Why AI Coding Assistants May Slow You Down. | How to Actually...
The episode examines three core themes: the productivity paradox of AI coding assistants, which often slow developers despite a perceived speed boost and introduce security risks; the concentrated nature of AI venture funding, where massive capital flows into a few...
20VC Newsletter - 30th November 2025
In this 20VC newsletter episode, Harry Stebbings interviews Base44 founder Maor Shlomo, who argues that traditional SaaS will fade as "vibe coding" enables companies to own their tools and data, and highlights Google as the real competitive threat while emphasizing...
How to Do User Research without Users: The Synthetic User Guide. | The Truth About ChatGPT Enterprise Adoption.
Unicorns are back: what founders must understand right now & VC Jobs
Private Equity : The New Distribution Channel for AI Startups
The post argues that private equity (PE) firms have become the primary distribution channel for AI startups, thanks to the rapid growth of PE‑owned companies—now outnumbering public firms 4:1 in the US. Because PE portfolios consist mainly of mid‑market firms...
The Scaling Wall Was A Mirage
The post argues that the supposed "scaling wall" in AI pre‑training has been disproven by recent developments: Gemini 3 achieved dramatic performance gains without increasing parameters, showing that algorithmic and compute improvements still drive scaling laws, and Nvidia's record earnings and...
20VC Newsletter - 16th November 2025
The episode features three separate interviews: Everett Randle of Benchmark explains why mega‑funds prioritize capital velocity, proposes new AI‑company valuation metrics, and shares lessons from Mary Meeker; Rory O’Driscoll and Jason Lemkin discuss a looming Palantir valuation correction, the accelerating...
Y-Combinator Pitch Deck Framework: Access 50+ Decks That Raised Over $450M.
In this episode, Sahil S breaks down Y Combinator’s proven pitch‑deck framework for seed‑stage startups, outlining a clear slide structure—from title and problem to traction, market size, and the ask—while emphasizing narrative simplicity and investor memorability. He highlights why a...
How Big Is AI Spend, Really? | What 180M Job Postings Reveal About AI’s Impact. | VC's Turning Into a...
The episode breaks down the massive scale of AI infrastructure spending, now at 1.6% of U.S. GDP and projected to approach $1 trillion annually by 2030, dwarfing historic economic mobilisations. It also highlights Europe’s narrowing valuation gap with the U.S. at...
The Growth Strategy Most Startups Overlook: Engineering-as-Marketing. | The Smartest Startup Pivot in Recent AI History.
The episode introduces Engineering-as-Marketing, a growth tactic where startups build free, useful tools that double as product experiences and marketing assets, allowing them to acquire users organically without heavy ad spend. It explains why the approach works—low competition, upfront value,...
It’s Not Just You. Everyone Is Paying a Lot More for AI Engineers. Especially Equity.
In this SaaStr AI episode, Jason Lemkin highlights Carta’s data showing AI engineers’ equity grants soaring up to 40% while salary growth remains modest, driven by an "AI or Die" mindset, big‑tech poaching, and perceived massive upside. He warns founders...
The only AI Prompt Guide You Need for Idea Validation & Competitor Research. | Why VCs Pull Back From China...
The episode breaks down three major trends: AI deal activity is slowing in volume but concentrating in massive mega‑rounds, while VC and PE bonuses stay flat and secondaries see double‑digit bonus growth; venture capital is sharply retreating from China’s AI...
If You Ever Think "Should I Fire This Person?" Even Once ... Well, Then It's Time
In this episode, Jason Lemkin argues that the moment a leader questions whether to fire an employee, the answer should be an immediate, compassionate termination. He explains how gut instincts synthesize performance data, and why retaining "pretty good" or mediocre...
Are We Being Railroaded by AI?
The post compares AI infrastructure spending to historic U.S. investment projects, showing AI at 1.6% of GDP in 2024—far below World War II, the New Deal, and the railroad boom. It highlights current corporate outlays (Microsoft, Google, Meta) and projects OpenAI’s...
The Three Sales Frameworks Every Early-Stage Founder Needs. | Template-Tips: Everything You Need to Raise a Successful Seed Round
The article presents three story‑centric sales frameworks that early‑stage founders should adopt – crafting a compelling founder narrative, leveraging concrete customer success stories, and structuring sales calls around those stories – each backed by simple templates and real examples. Sahil...
The Top 10 Mistakes I See In The VP of Sales Hiring Process
The post lists the ten most common errors founders make when hiring a VP of Sales, emphasizing that a successful hire must deeply understand the product, be willing to sell and close deals themselves, and bring a ready pipeline of...
20VC Newsletter - 2nd November 2025
The newsletter recaps three recent 20VC episodes, highlighting AI’s shift from dollars to gigawatts, the commoditization of compute, and the rapid scaling of AI startups to $100 M revenue, while questioning high AI talent pay and the relevance of gross margins....
Y-Combinator’s New Batch Doubles Down on Production-Ready AI, Unconventional Tactics for Validating Your Startup Ideas & Measuring True Efficiency in...
Paid AI adoption in the United States slipped 0.7% in September, but enterprise contract values surged from $143 K in 2024 to $530 K in 2025, showing a move from experimentation to deep integration. Y Combinator’s Summer 2025 batch of 165+ startups mirrors this...
It only Took 20 Years, but the Strategic Management Society Now Believes the Lean Startup Is a Strategy
After two decades, the Strategic Management Society has formally recognized the Lean Startup approach as a legitimate strategy, marking a symbolic shift in how iterative, customer-driven methods are viewed by mainstream strategy scholars. The movement originated from the author’s post-retirement...
From Zero to Eight Figures in 18 Months: Decagon CEO’s Playbook for AI-Native SaaS Growth. And Why They Partnered With...
Decagon, founded in late 2023, scaled to eight‑figure ARR in roughly 18 months by selling AI customer‑service agents to major enterprises including Hertz and Chime, claiming roughly $800K in annual savings for every $250K spent. Backed by Accel at Series...