The Full Ratchet (TFR): Venture Capital and Startup Investing Demystified

On this special segment of The Full Ratchet, the following Investors are featured: Michael Cardamone Jim Kim Jason Calacanis Each investor discusses a portfolio company that did not survive and why it was that they failed. To listen more, please visit http://fullratchet.net/podcast-episodes/ for all of our other episodes. Also, follow us on twitter @TheFullRatchet for updates and more information.

Leah Solivan of Fuel Capital joins Nick on a special Crisis Coverage installment to discuss Building TaskRabbit in a Recession; COVID Effects on the Independent/Gig Economy; and Key Factors for Early-Stage Marketplace Success. In this episode, we cover: Background -- path to venture? How is the current climate affecting your investing? Differing viewpoints on how much runway to plan for w/ a new capital raise... are you suggesting founders raise for more than 18-months or does the standard runway guidance hold? This crisis has had a pretty profound impact on the sharing economy/the gig economy/the independent economy. As someone with experience working in this space, what are your observations? Key lessons learned from building TaskRabbit in 2008/2009 during a recession? What will be the big opportunities post-covid, given the changes to consumer behavior? What are the main 3-5 things your looking for in a consumer marketplace business at the seed stage? Are there GMV levels that you're looking for? How about take rate? Best advice on investing in marketplace businesses that you've come across and incorporated into your approach? I've seen a number of consumer marketplace business that start w/ an auction-style format where vendors bid for consumer business, like thumbtack... then they flip to more of an affiliate/referral model where the consumer enters the specs for their job, those leads are sent to vendors and the vendors reach out individually w/ proposals. Why have we seen this shift? Does the transaction interface/format between vendors and customers influence your interest as an investor? You've said that you think investor's should stand in a founder's corner, not their kitchen. What do you mean by that? How involved do you get w/ founders, and how has that changed as the portfolio continues to grow? Advice for founders that are approaching an exit process w/ strategics? I know you pride yourself on your efficiency... do you have any efficiency hacks or tips for investors young in their career? To listen more, please visit http://fullratchet.net/podcast-episodes/ for all of our other episodes. Also, follow us on twitter @TheFullRatchet for updates and more information.

Grace Isford of Canvas Ventures joins Nick on a special Crisis Coverage installment to discuss How Companies Can Maintain Growth Post-COVID. In this episode, we cover: You're an extroverted, people-person... how you holding up w/ the quarantine? Quick overview of your background and path to VC? Your focus (and thesis) at Canvas? You developed a 30 page GTM Playbook based on interviews w/ 10+ CROs/VPs of Sales across major B2B companies. First of all, is this publicly available and also what were some takeaways that really stood out? There's a segment of VCs that believe that one must be an operator to be a good VC... what's your stance? Examples of successful non-operators? You completed a comprehensive analysis of the portfolios of over 200 venture firms, looked at 100 successful GPs, and winning, U.S.-based investments w/ a valuation greater than $500M... what were your key takeaways? A bit about signaling... Many in the industry and those observing determine the value of a startup based on whether a brand name venture firm is in the deal... "If Sequoia is in the deal, startup must be great"... what are your thoughts on this common perception? What does your weekly routine look like and how have you prioritized the various demands of the job? What have you found to be most challenging in your career as a VC? What advice do you have for young folks trying to make an impact as an investor or board observer? You wrote a great piece that analyzed three areas where VCs could invest to address the societal challenges of COVID-19. Can you walk us through each of these and why the opportunity here is greater? What do you think the future holds for venture & entrepreneurship in a post-COVID world? The old playbook for winning deals is gone... Any idea on how one might win a deal virtually? To listen more, please visit http://fullratchet.net/podcast-episodes/ for all of our other episodes. Also, follow us on twitter @TheFullRatchet for updates and more information.

On this special segment of The Full Ratchet, the following Investors are featured: Minnie Ingersoll Scott Dorsey M.G. Siegler Each investor describes the most unusual situation or pitch that they've encountered as an investor. To listen more, please visit http://fullratchet.net/podcast-episodes/ for all of our other episodes. Also, follow us on twitter @TheFullRatchet for updates and more information.

Ash Fontana of Zetta Venture Partners joins Nick on a special Crisis Coverage installment to discuss The AI Investing Playbook; Why "Dev Tools" for Data Scientists is the Next Great Opportunity; When Fund Returns Don't Fit the Power Law; and Ash's Favorite Investment Heuristic from Naval Ravikant. In this episode, we cover: Zetta III was announced recently, a $180M fund for founders building AI-first companies. You went from $60M -> $125M -> $180M... how was the fundraise different this time around? Quickly can you give us your definition of an AI-first company? What will you be doing differently with the new fund and how does the pandemic affect your approach? Tom Tunguz just mentioned that in the data they're analyzing they are seeing a drop in spend on Machine Learning Infrastructure.  How much of a concern is this to you and your portfolio companies? With the launch of the new fund, you outline focus areas both Applications as well as infrastructure and tools...Is the application-layer ready to leverage AI in a significant way or is there still a lot headway that needs to be made at the infrastructure level first? Carlota Perez has written about technology cycles and how new technologies typically go through this installment phase, w/ rapid development and heavy investment, followed by crash and subsequent recovery leading to the deployment phase...  in your estimation where are we in the tech life cycle of AI and is it really ready (or will it be ready over the next 3-7 years) for mass deployment? How effective are the AI models today when much of the input data, generally speaking, is flawed? Talk about the next 3-5 years for Data Science... we've seen significant advances in developer tools and systems for software but I still feel like we're at very early stages in evolution, efficiency and scalability of data science tools/fundamentals. Does your fund returns follow the power law? Part of the advantage to AI-first startups is the supreme data moat that they can build, preventing others from gaining traction w/ competitive solutions. While this is an advantage for the startups that get a head start (and their investors) is there an adverse impact on other startups that are founded later and don't have the extensive data sets? Many of the startups you invest in are "deep-tech" and will not monetize and grow ARR the same way many familiar SaaS or transactional businesses will.  What are the major gating factors to raise each of a Seed Round, a Series A and a Series B, in these longer cycle tech-first approaches? You've create a Playbook on how to build an AI-first company.  It's evergreen with plans to update regularly as you work w/ companies...  I wonder if you might give us the basics... What do AI-First companies have in their DNA and when building a company, what's the sequence and major building blocks required at the early stages? Last time you were on the show you mentioned you learned a lot of great heuristics and mental models from Naval Ravikant. Can you give us a couple of these that have been really valuable in helping you quickly frame startup investment potential? To listen more, please visit http://fullratchet.net/podcast-episodes/ for all of our other episodes. Also, follow us on twitter @TheFullRatchet for updates and more information.

Tomasz Tunguz of Redpoint Ventures joins Nick on a special Crisis Coverage installment to discuss SaaS Strategies, Sector Data, and the $ Ceiling for Deals over Zoom. In this episode, we cover: September of 2015 was the last time we had you on the program...  bring us up-to-speed on major milestones and changes since then? Has your thesis changed at all? Aside from the effects of the pandemic now, what has been the biggest change in SaaS investing since then? Lots of varying advice from so-called experts... some suggesting to deep cuts across the board, extend runway out for a few years... others saying now is the time to lean-in, expand and take advantage of opportunities that are created by the crisis.  You put together a pretty simple two by two decision-matrix for startups.  Can you talk through this and how you're providing different counsel to startups in different positions? If you're vetting a startup for a Series A that has benefited from the crisis, how do you disentangle or segregate temporary or non-sustainable revenue sources from the steady-state? Have you adjusted your vetting criteria or expectations around metrics due to the crisis? What's something you look for and analyze that is less common? What's your take on situations where there is an agreed MRR but the contract is structured such that the bulk of the contract value is paid upfront.  On one hand is a great boost to working capital but how do you look at that from an MRR standpoint? Any tactical advice for founders/sales teams w/ regards to structuring new customer contracts in this environment? Is there a maximum $ contract size that you think can be closed over the phone? To determine the sectors impacted most by COVID-19, you looked at Roger Lee's data on Layoffs.  We've discussed a lot of the impacted sectors anecdotally here on the show... according to the data, what has been impacted most? Are there some sectors where we'll see a lagging effect... due to factors like sales cycles maybe we don't see the effects yet but will over the coming quarter or two? You've discussed sectors and categories that this crisis might accelerate... aside from the obvious like teleconference, telehealth, grocery delivery, video streaming, etc... what are some non-obvious areas that may get a big boost? To listen more, please visit http://fullratchet.net/podcast-episodes/ for all of our other episodes. Also, follow us on twitter @TheFullRatchet for updates and more information.

On this special segment of The Full Ratchet, the following Investors are featured: Aydin Senkut Steve Glickman Ash Rust Each investor illustrates a critical lesson learned about startup investing and how it's changed their approach. To listen more, please visit http://fullratchet.net/podcast-episodes/ for all of our other episodes. Also, follow us on twitter @TheFullRatchet for updates and more information.  

Richard Kerby of Equal Ventures joins Nick on a special Crisis Coverage installment to discuss the Tactical Advice for Raising VC Fund 1, Why Not to "Raise the Bar," and a Framework for Startups Adjusting to COVID-19. In this episode, we cover: Walk us through your background and path to Venrock Why'd you leave to launch Equal? You, Rick and the team just launched a $56 million Fund 1 at Equal Ventures in February...congrats on the final close! Tell us a bit about your thesis and how you differentiate? You invest in retail, insurance, supply chain and the care economy. From afar those seem unrelated - how'd you arrive at those four categories... is there a common thread? What is the best tactical advice you'd give to someone raising a fund? What's the biggest mistake you made during the raise process that prospective fund managers should do their best to avoid making? So you're early in the fund cycle w/ multiple years of initial check deployment in front of you... has the deployment strategy changed at all given the current environment? Many investors are talking about and tweeting about "raising the bar” for investments... due to the pandemic and recession. Are you "raising the bar" at Equal? Many famous investors opine on the importance of market size when making investments. What's your position on market size and how does one estimate an accurate market size in categories that have not yet been created? You recently published your framework for COVID-19 Scenario Planning on Medium. Walk us through this framework and how it's applied. What impacts has the virus had on your incubation arm at Equal? Do you see this being a permanent change in incubators once this passes? Diversity in venture is terrible... what is Stealth Mode and how are you trying to improve diversity? To listen more, please visit http://fullratchet.net/podcast-episodes/ for all of our other episodes. Also, follow us on twitter @TheFullRatchet for updates and more information.

Elizabeth Yin, co-founder of Hustle Fund and a venture capital expert, shares her insights on investing in a rapidly changing landscape. She discusses the impact of the pandemic on various sectors, revealing which emerging businesses she's bullish or bearish on. Yin explains how she can make quick investment decisions after just one Zoom meeting and critiques the traditional early-stage funding process. She also explores innovative funding models, emphasizing the importance of adaptability and understanding product-market fit in uncertain times.

On this special segment of The Full Ratchet, the following Investors are featured: Adeyemi Ajao Oren Klaff Leo Polovets Each investor discusses sectors, drivers and/or trends that may have significant impact in the future and are potentially positioned for outsized-returns. To listen more, please visit http://fullratchet.net/podcast-episodes/ for all of our other episodes. Also, follow us on twitter @TheFullRatchet for updates and more information.