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Startup Investor School Day 2 Live Stream

Y Combinator2018-03-06
24K views|6 years ago
💫 Short Summary

The video covers various aspects of making smart investment decisions, emphasizing the need for unique choices, a structured decision-making process, and face-to-face meetings. It discusses the importance of personal conviction, avoiding groupthink, and setting clear criteria for investments. The speaker advises on effective communication with founders, providing helpful feedback, and the significance of follow-up in investor-founder relationships. Additionally, the video addresses the challenges in the internet provider industry, innovative approaches to starting ISPs, and handling situations where investors lose faith in companies. It concludes with insights on successful investing, determination in startup founders, and the impact of clear communication for startup success.

✨ Highlights
📊 Transcript
Importance of Feedback and Networking Opportunities.
01:24
Encourages questions through Twitter and Slack, highlighting the value of feedback for networking.
Announces wine and beer networking event to foster community building.
Acknowledges feedback on the need for more community and networking support.
Urges investors to make unique investment decisions, avoid following the crowd, and consider unconventional ideas.
Importance of making smart investment decisions by predicting the future correctly.
05:06
Meeting with companies of interest to determine investment potential is crucial.
Insights from Dalton Caldwell on founder meetings and the investment process.
Examples of investment tactics and the significance of storytelling in explaining product value.
Learning from past mistakes to become a better investor and make informed decisions for successful investments.
Importance of having a structured process for making investment decisions.
07:37
Process funnel for selecting investments starts with leads and moves through intros, qualification, decision-making, and final investment.
Emphasis on face-to-face meetings in the investment process for optimal outcomes.
Need for a structured approach to decision-making to optimize investment outcomes.
Consideration of budget constraints in determining investment decisions.
Setting a budget and clear investment strategy before meeting with startups is crucial to avoid wishy-washy decision-making.
09:31
Qualifying leads and setting criteria ahead of time can help streamline the investment process.
Negotiating with oneself and establishing a process for decision-making are crucial steps in making sound investment choices.
Avoid meeting with too many companies or too few to ensure optimal decision-making and maximize the use of time and resources.
Importance of Timely Decisions in Investor Behavior.
11:29
Indecisiveness can have a negative impact on founders.
Commitment once a decision is made is crucial to success in investments.
Diverse investment criteria among investors can lead to identifying unique opportunities and generating substantial returns.
Key criteria for investments include team strength, relevant experience, and market size.
Importance of evaluating necessary background in a field before investing.
14:21
Groupthink can lead to non-optimal returns as everyone invests in the same deals.
Good investments are often contrarian or unfashionable.
It is crucial to think independently and consider unique opportunities for successful investment decisions.
Importance of Personal Conviction in Investing
17:28
Half-hearted decisions in investing can lead to challenges and lack of success.
Founders value investors who genuinely believe in the deal, not just when it's popular.
Being honest about financing risks and avoiding empty promises is crucial in investing.
Investors should be willing to take risks, look foolish, and accept being wrong in order to make successful investments.
Importance of Personal Conviction in Investment Decisions
21:55
Founders should be willing to face potential embarrassment and avoid decision-making anti-patterns like indecision, flip-flopping, and seeking constant validation.
Lack of financial commitment should be interpreted as a 'no' despite positive feedback, as excessive interest without actual investment can lead to fundraising failure.
Building a good reputation as an investor through in-person meetings and founder-friendly approach is crucial.
22:22
Start meetings with basic questions about company progress, team, and funding to gain valuable insights.
Focus on the founder's story and allow them to share their own words before delving into complex details.
Follow-up meetings should gather information leading to a clear decision, avoiding irrelevant topics.
Trusting gut feelings during conversations with the founder can be a valuable indicator of conviction.
Key Highlights of Evaluating a Startup Pitch:
24:52
Trust your gut reaction and level of excitement when assessing a startup pitch.
Founder credibility is crucial - doubts about their honesty are a red flag.
Consider if you would want to work for or have the founders as your boss.
Evaluate if you are willing to endure tough times with the team.
Treat investor meetings like job interviews, focusing on mutual fit.
Watch out for distracted investors or those trying to dominate the conversation.
Investors should focus on listening to founders during meetings and deciding whether to invest rather than making it about themselves.
27:17
Providing excessive product advice and criticism can negatively impact the founder's perception and be counterproductive.
Overloading founders with advice on how to run their company or fundraise can be off-putting, and it's more valuable to offer advice after providing financial support.
Trying too hard to differentiate oneself by offering introductions or excessive feedback can be perceived as a waste of time.
Communication and follow-up are key in investor-founder relationships to avoid misunderstandings and ghosting.
Key highlights on navigating the process of angel investing.
29:51
Emphasizes the importance of being comfortable with saying no and following a clear protocol for investments.
Recommendations include expressing enthusiasm for investments, avoiding unnecessary complications, and being cautious of additional requirements introduced by investors.
Highlights the importance of communication and clarity in the investment process, as well as the potential challenges faced by new angel investors in negotiating terms.
Provides an example investor meeting to demonstrate practical application of the discussed concepts.
Overview of the internet provider industry and historical regional monopolies and barriers to entry.
33:11
The speaker shares their experience of starting their own internet provider, emphasizing decreased costs and increased accessibility due to technological advancements.
The company mentioned successfully launched their own ISP, serving 47 customers in the southern parts of San Francisco.
Discussion on the complexity of the business and the importance of having a deep understanding to navigate the industry effectively.
New approach to starting ISPs with a box containing hardware and software to eliminate the need for huge capital investments.
36:33
Individuals can start their own local ISPs by becoming a network operating center to assist in setting up the ISP.
Scalability is possible without the need for raising substantial amounts of money.
Two signed franchise agreements with buildings in multiple cities demonstrate the success of this method.
Importance of Customer Investment in Local ISPs
38:41
Drawing parallels to Uber and Airbnb, the speaker discusses the idea of customers investing their own capital to create local ISPs.
Emphasizing the need for increased competition in areas with regional monopolies to enhance internet service quality.
Encouragement for those interested in challenging big companies like Comcast to consider starting their own ISP.
Discussion on the challenges and opportunities present in the internet service provider sector.
Handling situations where investors lose faith in a company they invested in.
42:21
Emphasis on immediate closure of investments and distinguishing between bad fundraising and true deception.
Advice to address breaches of trust on a case-by-case basis, involving founders and lawyers.
Rare occurrences warranting thorough examination and communication.
Insight into saying no to investments with lack of faith, suggesting polite but firm communication.
Providing helpful feedback to founders is important during interactions with investors.
45:35
Sending decks or data before a meeting may not be beneficial for quick interactions.
Milestone-based financings are suggested for companies to align funding with achievements.
Meeting with investors first is recommended before presenting extensive information to avoid low ROI.
Advice on deal structures and future investments.
49:24
Avoid milestone-based payments and opt for simple deals to maintain flexibility.
Prioritize in-person meetings over remote communication for significant investments.
Value of both local and global investors emphasized, with active engagement and networking recommended for successful partnerships.
Dealing with underperforming investments, long-term horizon, competition discussions, and information asymmetry.
50:41
Successful investments may take years to yield returns.
Approach competition discussions with founders neutrally and be mindful of defensive reactions.
Handle information unknown to founders carefully and transparently to avoid issues.
Importance of handling sensitive proprietary information in investing.
53:51
Proprietary information should be kept internally to avoid influencing decision-making.
Investors should be transparent with founders about funding concerns.
Establishing clear investment criteria is crucial for investors.
Investors face a dilemma in providing funding amounts, as both too little and too much can have negative consequences.
Key highlights on successful fundraising in startups.
57:51
Importance of reasons for successful fundraising and encouraging founders to get money wired from investors to avoid commitment disappearances.
Ensuring compatibility between investor and founder personality types before making an investment.
Y Combinator (YC) follows a process to track funded and non-funded projects, progress, successes, and failures to improve with each batch.
Emphasis on prioritizing the team first and learning through trial and error with investments.
Importance of experience and iteration in investing in startups.
01:14:26
Learning from failures and successes is crucial for building confidence as an investor.
Making decisions in the startup world is more of an art than a science, requiring the acceptance of losses to gain expertise.
Emphasizes the need to lose money before becoming an expert and the value of learning from past experiences to improve decision-making.
Introduces Paul Buchheit as an experienced investor with significant achievements in the tech industry.
Importance of Analyzing Past Decisions for Future Improvement
01:18:18
Paul discusses the value of both favorable and unfavorable outcomes in shaping investment strategies.
Identifying unique startup opportunities that big companies may overlook is crucial, using Google's humble beginnings as an example.
Emphasizing the need for startup ideas that may seem bad at first but have the potential to disrupt established markets.
Paul's approach involves storytelling, reflecting on past experiences, and drawing conclusions for future investment decisions.
Google founders attempted to sell the company for a million dollars to Yahoo, Excite, and Infoseek, but were rejected as search was seen as undervalued.
01:20:11
Luck is a significant factor in the success of startups.
The speaker ended up at Google because of his interest in their product and Linux.
Initially, the speaker did not believe Google would succeed but joined to gain knowledge about startups.
The speaker left Google as it grew into a large company and wanted to return to startups in early 2005.
Early days of Y Combinator and its role in replacing summer jobs for college students.
01:24:37
Despite skepticism, a speaker reached out to get involved after being impressed by Paul Graham's essays.
Investments in YC companies, including Wufu, resulted in successful exits like SurveyMonkey acquisition.
Founder of Wufu, Kevin Hale, became a partner at YC, highlighting the long-term benefits of early investments in startups.
Success story of YC company Justin.tv leading to the creation of Twitch.
01:27:27
The company initially faced struggles and uncertainty, but pivoted to focus on video game streaming.
Twitch became a successful business and was eventually sold to Amazon for a billion dollars.
The company had four founders, with Emmet continuing as the CEO of Twitch and Justin Khan starting multiple new startups.
Other founders also went on to start successful companies or take on leadership roles within Y Combinator and beyond.
Importance of having a great team in starting a company.
01:29:35
Convincing Brett Taylor to co-found FriendFeed due to his exceptional skills and dedication.
FriendFeed struggled to compete with Facebook and was eventually sold to them.
Surrounding oneself with people who are smarter and more insightful, like Brett and the team at Facebook.
Emphasizing the significance of team quality over individual prowess in investing in founders.
Importance of founder expertise and insights in assessing startups.
01:32:56
Meraki's success through bootstrapping and strategic deal-making.
Juicebag's failure due to excessive spending without customer validation.
Cisco's $1.2 billion acquisition of Meraki showcasing value of strong startup foundations.
Challenges faced by founders who sell early or lack financial planning, using Justin.tv as an example.
Importance of Innovation and Unconventional Approaches in Business Success.
01:35:31
Justin.tv founder opted to build their own streaming server to avoid high costs, leading to business survival.
Startup founder in supersonic jets lacked background but self-taught to pursue vision successfully.
Founders tackling impossible challenges and innovating unconventionally are key to achieving success.
Importance of Investing in Founders with Expertise
01:38:03
Founder effectively communicated complex ideas and had ambitious goals in supersonic aircraft development.
Emphasis on potential for success in biotech investments and not dismissing opportunities due to lack of personal knowledge.
Less flattering story shared about missed meeting with founder of Dropbox.
Founders with expertise in various fields beyond software should be considered for investment.
Importance of Prioritizing Own Startup Over Angel Investing.
01:41:19
Speaker shares experience of missing out on investing in Airbnb and Dropbox due to hesitation, leading to higher costs.
Key takeaway is to be decisive and proactive in investment decisions to avoid missed opportunities and low valuation traps.
Speaker advises being deliberate and quick to act when identifying promising investment opportunities.
Investing based on perceived value or price can lead to regrets, as it's not a reliable indicator of success.
01:44:51
Emotional attachments to founders or investing out of pity often result in losses.
It's important to invest in optimism and the future you want to see, rather than fear.
Good numbers don't always translate to success, so focus on the overall potential and vision of the investment.
Avoid being blinded by impressive figures and make sure to consider the bigger picture.
Importance of communication and speed in startup success.
01:48:09
Successful founders excel in clear and concise communication, displaying depth of understanding and clarity of thought.
Paul Graham and Y Combinator demonstrate the impact of effective communication in achieving success.
Founders who can effectively convey their vision and plans are more likely to succeed.
Moving quickly, as shown in examples like Brett rewriting maps in a weekend, is crucial in the startup world.
Importance of pursuing ambitious and seemingly impossible ideas in startups.
01:50:25
YC's success in attracting top talent through bold and innovative concepts.
Founders with strong convictions in risky ideas attract talented individuals.
Successful startups like Stripe prioritize building products based on customer demand.
Google and DoorDash's success from creating products that fulfill user needs and address real-world problems, respectively.
Importance of determination in startup founders for success.
01:53:30
Founders who hedge their bets or have easy outs are less likely to succeed.
Individuals with perfect resumes and no history of failure may lack resilience needed for startup challenges.
Taking early exits and selling startups for symbolic value can hinder genuine entrepreneurial growth.
Strong commitment is needed to withstand daily failures and uncertainties of being a startup founder.
Importance of fast movement and quick iteration in evaluating startups.
01:59:23
Founders who act fast and show progress are more likely to succeed.
Focus on companies constantly moving forward, even with minimal revenue.
Invest in startups with potential growth rather than stagnant ones.
Asking founders about their recent accomplishments can provide insight into their speed and agility in developing their business.
Importance of Clear and Concise Communication in Startup Interviews
02:01:40
YC funds companies based on a 10-minute interview, requiring clear explanation of the company's product.
Failure to clearly explain the product in 10 minutes leads to quick rejection from investors.
Overcomplicating investment decisions with complex theories is cautioned against as most investments may not work out.
Companies fail for fundamental reasons and there is a risk of talking oneself out of good deals with overthinking.
Importance of learning from past mistakes in investing.
02:04:04
Risks associated with ICOs, including scams.
Negative impact of excessive funding for startups.
Significance of engaging with customers and staying grounded in reality.
Caution against relying solely on large amounts of money.
Investing in what excites investors is key.
02:08:14
Relying on founders' expertise and passion is crucial for investment decisions.
Determining a founder's determination and risk-taking willingness is important for success.
Paul Graham stresses the significance of founders who are ready to face challenges head-on.
Past experiences and failures can give insight into a founder's determination and ability to overcome obstacles.
Paul Graham emphasizes the importance of learning from past mistakes and the complexity of being an investor.
02:12:31
Graham discourages founders from pursuing their ideas without considering past experiences.
Contradictory advice is given on leveraging past experiences as an investor.
Being a good investor is acknowledged as a challenge, with an emphasis on continuous learning.
The segment concludes with gratitude towards Paul Graham for his insights and a transition to perspectives on investing from outside YC.
Angel investing as a form of charity and giving back through investments in startups.
02:16:21
The speaker's personal experience in angel investing, focusing on early-stage YC companies.
Reflecting on investments over 4.5 years, including a billion-dollar exit and investments in Reddit.
Investing in other successful startups with high valuations.
Viewing angel investing as an opportunity to support innovative ventures and make a positive impact.
Importance of substantial investment checks for angel investors.
02:17:43
Creating a system for quick investment decisions is crucial for maximizing returns.
Acting promptly, signing paperwork swiftly, and avoiding delays in the investment process are key tips for investors.
Introducing the 'FOMO/frnd' rule to support friends' ventures with potential for success.
Efficiency in financial transactions and timely investment decisions are essential for maximizing profitable opportunities.
Key highlights from demo day investing.
02:21:36
Investors should do their homework beforehand to make informed decisions quickly.
Maintaining relationships with founders post-demo day can lead to future investment opportunities.
Hyped investments on demo day may not always be the best, as crowd judgment can be flawed.
Raising funds at a high valuation is advantageous, but not always the best investment opportunity indicator.
Factors to Consider in Startup Investing
02:24:50
The size of the investment check determines the impact on the startup, with larger investments leading to greater influence.
Transitioning to larger investments requires conviction and the ability to see potential success in founders, even if initial impressions are negative.
Successful investors can shape a startup's future by influencing key decisions and trajectory.
Building a strong portfolio and making strategic investments based on thorough analysis and belief in founders' potential are crucial for becoming a top-tier investor.
The impact of investors on a company's direction is rare but significant.
02:28:02
YC startups are advised to pursue multiple investors to ensure beneficial partnerships.
Most YC companies are expected to fail, with only a small percentage securing follow-on funding post demo day.
Success as an investor requires hard work, diligence, research, and maintaining conviction.
Missing out on great investments can be attributed to being busy and prioritizing existing companies.
Importance of equity ownership for founders after funding rounds.
02:32:29
Cleaning up cap tables and addressing harmful setups with previous investors.
Challenges and complexities of acquisitions in startups.
Difficulty for startup founders to be employable and the necessity of intellectual rigor in decision-making processes.
Importance of Confidence and Networking in Startups
02:35:25
Overanalysis can lead to diminishing returns in the startup process.
Raising large amounts of money is crucial in the current startup landscape.
Y Combinator's open application process and focus on talented individuals contribute to their success.
Internal evaluation at YC and the impact of the summer 2012 batch on the organization are also discussed.
Importance of Change and Progress in Companies
02:39:01
Implementation of a program to assist companies in raising Series A funding and focusing on progress.
Emphasis on maintaining relationships with alumni and learning from their experiences.
Qualities of an A-plus investor and the role of luck in investment outcomes.
Caution against relying solely on past success in investments.