Venture Capital and Startup Investing by Harry Stebbings

  • Hanna Syniavska
  • 0 min ago
Harry Stebbings: Confidence limited company ambitions before $15.7 billion valuation
Harry Stebbings said that a lack of confidence was the main reason that held him back from starting a company, which has now reached a $15.7 billion valuation. Stebbings discussed seeing a ...
  • Hanna Syniavska
  • Yesterday
Concentrated funds face adverse selection versus desired deals, Harry Stebbings argues
Harry Stebbings questioned the claims made by concentrated fund managers about their ability to win most of the deals they want. He argued that there is adverse selection in the concentrated model ...
  • Pavlo Kot
  • 31.10.2026
Harry Stebbings: OpenAI seen as underappreciated asset at $1.25 trillion round
Harry Stebbings described OpenAI as an underappreciated asset to invest in, stating he would allocate 20% of a fund to OpenAI at the $1.25 trillion round. He added that OpenAI is mispriced, while ...
  • Ksenia Gerey
  • 29.10.2026
Anthropic seeks $2 trillion IPO and Instinct targets $30 billion fundraise, Harry Stebbings notes
Anthropic has filed an S1 registration ahead of a possible $2 trillion IPO, while rumors suggest Instinct is planning a $30 billion fundraise. Microsoft has announced 27,000 layoffs, and Meta is ...
  • Mykhailo Ihnatenko
  • 27.10.2026
Harry Stebbings: Question raised over open versus closed token models
Harry Stebbings questioned whether most tokens will operate through open or closed models. He stated that there will always be a market for frontier developments and suggested that science could ...
  • Yulia Slavina
  • 25.10.2026
Pure software investors face challenges, Harry Stebbings says
Harry Stebbings questioned whether pure software investors are in a difficult position, stating that the era of gaining margin in the software-as-a-service (SaaS) sector may be over. He argued ...
  • Mykhailo Ihnatenko
  • 24.10.2026
Harry Stebbings: Naveen Rao founded Nervana, sold to Intel for $400 million
Naveen Rao is described as one of the most under-discussed but brilliant entrepreneurs of his time by Harry Stebbings. Stebbings notes that Rao founded Nervana, which was sold to Intel for $400 ...
  • Daria Chernytska
  • 22.10.2026
Founders must meet 100 VCs to secure deals, Harry Stebbings notes
Harry Stebbings said fundraising now involves meeting as many venture capitalists as possible, likening it to earlier periods when founders had to approach about 100 VCs. He observed that it is ...
  • Ksenia Gerey
  • 20.10.2026
Harry Stebbings: Price is less relevant in AI-driven markets as true value depends on key metrics
Harry Stebbings argued that price is not the most important factor in a world driven by artificial intelligence, suggesting that other metrics are more significant in determining value. He cited ...
  • Elena Nikulina
  • 19.10.2026
Venture funding trends toward larger checks amid shifting norms, Harry Stebbings notes
Harry Stebbings described a dramatic shift in venture capital pricing, observing that $100 million pre-seed rounds have become typical. He noted that Bessemer has raised $1.75 billion for ...
  • Alena Volkova
  • 17.10.2026
Harry Stebbings: Miles Grimshaw joined Benchmark in September 2023 after one deal
Harry Stebbings described Miles Grimshaw as one of the smartest investors in venture. Stebbings recalled that in September 2023, Grimshaw came to his recording studio in London shortly after ...
  • Daria Chernytska
  • 15.10.2026
Day One was not suing its portfolio company, Harry Stebbings notes
Harry Stebbings questioned reports that Day One was suing its portfolio company, stating that this information was incorrect. He clarified that it is Valar that is seeking a declaratory judgment ...
  • Hanna Syniavska
  • 14.10.2026
Harry Stebbings: Mega platforms raised more than expected and are investing quickly this year
Mega investment platforms raised more funds than expected this year and are deploying capital at a faster pace than anticipated. Harry Stebbings reported that these platforms completed their ...
  • Yaroslav Dmytrenko
  • 11.10.2026
Overpaying sales staff leads to higher performance, Harry Stebbings argues
Harry Stebbings advocates for paying sales representatives above market rates to secure top talent and drive higher output. He explains that by offering up to twice what a standard sales ...
  • Eugene Komchuk
  • 10.10.2026
Harry Stebbings: ElevenLabs seen as $22 billion investment opportunity
Harry Stebbings raises the question of investing in ElevenLabs at a $22 billion valuation. He highlights the company's impressive expansion in a competitive landscape and its role as a key ...
  • Pavlo Kot
  • 08.10.2026
Salesforce acquires Listen Labs for $2 billion and OpenAI hits $70 billion run rate, Harry Stebbings notes
Harry Stebbings recaps a highly active week in the technology sector, highlighting major corporate moves and industry developments. He points to the ongoing competition between Factory and ...
  • Igor Krasulya
  • 06.10.2026
Harry Stebbings: Tranched rounds may indicate bubble behavior in investment cycles
Harry Stebbings questions whether tranched rounds are a sign of a market bubble. He outlines a pattern in investment cycles, suggesting that cycles progress from innovators to imitators and ...
  • Igor Krasulya
  • 05.10.2026
Crusoe builds diverse chip product portfolio, Harry Stebbings notes
Harry Stebbings discusses how Crusoe is constructing a portfolio of financially returning chip products. He outlines that Crusoe is engaging in a variety of deals involving the compute assets it ...
  • Ksenia Gerey
  • 02.10.2026
Harry Stebbings: Seed rounds remain $2M to $3M for startups
Harry Stebbings states that seed rounds for startups should still be in the range of $2 million to $3 million. He argues that founders are able to accomplish as much with $2 million to $3 million ...
  • Elena Nikulina
  • 29.09.2026
Revenue over 28 days multiplied by 13 for annualization, Harry Stebbings notes
Harry Stebbings examines methods for calculating revenue, focusing on an approach that takes revenue from the last 28 days and multiplies it by 13 to estimate an annual figure. He emphasizes the ...
  • Mikhail Vnuchkov
  • 28.09.2026
Harry Stebbings: Higgsfield reports $1 billion ARR in 18 months with $4 million monthly model spend
Harry Stebbings shares insights from an upcoming show featuring Alex Mashrabov. He reports that Higgsfield achieved $1 billion in annual recurring revenue in just 18 months, surpassing the growth ...