0:47 Jason intros Open Office Hours 2:15 Trevor from Moovin (on-demand software to rent professional furniture) asks Jason to share some hacks on how to gain interest from investors 18:31 Jelica from Saddle Shoppe (e-commerce luxury equestrian clothing/gear) asks Jason best practices on scaling while bootstrapping in a niche market 34:49 Antonio from Youcanevent (event services marketplace) asks Jason what and how to automate operations tasks 44:44 Ossie from PICKL (B2B product/consumer data platform) asks Jason about acquiring national customers outside of California 55:57 Jontae from NatureTrak (compliance platform connecting Cannabis companies and banks) asks Jason about staying focused on different customers in a two-sided marketplace

0:49 Jason intros Open Office Hours Live at Neyborly 1:09 Sebastian from Tailpath asks Jason how to generate consumer habits to drive demand 18:37 Sana from Ribitt asks Jason how to overcome past failures in a lucrative market 38:21 Elizabeth from Deep Isolation talks with Jason about solving nuclear waste and developing new nuclear energy 52:12 John from Sircles asks Jason how to take on major incumbents in a large market

LINKS to brackets: https://drive.google.com/open?id=1zqc-2vDRl7e86USf4okiX8DRcXPzX1HW || https://www.canva.com/design/DADuVKZjuc4/9Qt3B4m4DU-Z_HxbuDTb6w/view?utm_content=DADuVKZjuc4&utm_campaign=designshare&utm_medium=link&utm_source=sharebutton 0:29 Jason intros Garry & Zach 3:02 Jason goes over the bracket-style breakdown 3:15 Best of the decade: Ride-Sharing vs. AI/ML 8:32 Best: Amazon Prime vs. 4G LTE 10:07 Best: Tesla M3 vs. Disney buying Marvel + Star Wars IP 14:15 Best: Streaming vs. Mindfulness 17:01 Garry's Best: AI/ML vs. 4G LTE 20:20 Jason's Best: Model 3 vs. Mindfulness 24:05 Zach's Best: Ride-Sharing vs. Streaming 25:12 Jason & Guests pick their biggest win from the last decade 29:20 Jason tees up worst of the decade bracket 29:45 Worst of the decade: 2016 Election Fiasco vs. City San Francisco/Amazon Eating the World/Snowflake Culture 38:01 Worst: ICO Madness vs. Zuckerberg 40:34 Worst: WeWork vs. Vaping 44:13 Worst: Juicero vs. Theranos 44:48 Zach's Worst: 2016 Election vs. ICO Madness 45:09 Garry's Worst: Amazon Eating the World vs. ICO Madness 45:56 Jason's Worst: 2016 Election vs. Zuckerberg 49:52 Jason's Worst: WeWork vs. Theranos 51:56 Garry's Worst: Amazon Eating the World vs. Theranos 53:47 At what stage does Garry & Zach like to invest in companies? 55:52 Championship round Jason: Mindfulness vs. Zuckerberg Garry: Mindfulness vs. Theranos Zach: Streaming vs. 2016 Election Fiasco 59:52 What topics will define the 2020's?

0:52 Kenny from Bacarai asks Jason how to start a flywheel with paid pilots as a pre-revenue company in the group airfare space 13:30 Elyse from Bloom Bras asks Jason some tactical questions around converting bounced website visitors 32:05 Pranav from Glyph asks Jason about goal-setting around raising a Seed round 50:31 Mark from Recapped asks Jason how to better understand & capitalize on investor feedback

0:48 Jason intros Gil and asks about his lengthy background in cybersecurity 3:02 What experiences inspired Check Point? 8:31 Gil explains how he raised money for Check Point in the early 1990's 14:04 How did Gil build and price his first product in a developing market? 16:46 Dealing with the first batch of cyber attacks at Check Point 19:10 What was the profile of a typical hacker in the early Internet? When did the criminality start and how does crypto tie in? 25:20 Potential of Chinese hardware hacking & hackers stealing wired money from venture firms 30:16 What are the risks associated with high-level governmental cyber security breaches 31:42 Should companies be required to build backdoors into their messaging apps? 34:24 Are Tor networks totally safe? 38:19 Gil is the "Godfather of Cybersecurity" 38:55 How protective are two-factor authentication & biometrics? 41:26 What are the most dangerous types of hacks? 44:08 Why are Microsoft products more susceptible to hacks than Apple? 46:03 Will deep-fakes lead to more threats? 50:05 Best cyber-protection advice? 55:28 Are the electrical grids a huge liability? 57:55 What is their recruiting playbook?

Thumbtack CEO Marco Zappacosta discusses starting a company during the great recession, fundraising tips, and optimizing the consumer experience. They also talk about the impact of the gig economy on overall employment, struggles with finding trade workers, and the debate on worker classifications.

0:58 Jason welcomes the Startmate companies to the TWiST Studio 1:36 Zac from JigSpace pitches an AR platform for educational presentations 11:56 Teresa from Brandcrush pitches an experiential marketing platform 24:57 Jimmy from Syncio pitches a 1-click Shopify inventory sync extension 37:53 Alice from Ovira pitches a wearable device that helps stop period pain 46:14 Brett from Flaktest pitches an educational gaming platform teaching school subjects thru e-sports 54:48 Gemma from WORK180 a women-oriented job site where only endorsed employers can post jobs 1:03:34 Jason sits down with Startmate's Head of Operations Michael Batko and reveals his top 3!

1:08 Jason intros Joel Flory 2:12 What is VSCO? How is it different than Instagram, Facebook & other photo-sharing apps? 4:33 How does VSCO grow at hyper speed without follower counts, likes, etc.? 8:28 What is VSCO's scale so far? 12:23 How does VSCO get people (mostly Gen-Z) to pay for a social network? How do they view pricing? 18:09 How VSCO uses themselves as a tool for other social networks 19:52 What is a VSCO Girl? How have they capitalized on the Gen-Z meme phenomenon? 21:31 Joel's thoughts on e-commerce 27:19 Joel is a long-time TWiST fan! 30:00 Mistakes Joel learned from in his 9-year journey at VSCO 32:26 Has iPhone photography ruined the photography industry? 36:53 How does VSCO deal with inappropriate content? How does their feed algorithm work? 43:59 Jason goes through VSCO's funding history and asks why Joel didn't sell VSCO for a massive profit 46:06 Is the greatest art created by those who don't care about what others think? 47:41 Collapse of the photography industry & sense of belonging at VSCO 51:44 Advantage of having HQ in Oakland 54:59 VSCO global expansion 57:17 Magic of subscriptions 1:05:01 The 3 truth's of VSCO

0:51 Jason intros Josh Browder & DoNotPay 2:48 Starting DoNotPay in college 6:12 How much $ has DoNotPay saved citizens since launching in 2016? 7:46 Josh explains his product roadmap to Jason 15:14 DoNotPay's mission and how Wells Fargo scammed its customers 17:37 Josh takes us through DoNotPay's suite of features starting with the robot lawyer/chatbot 19:57 Josh describes the "Skip Waiting on Hold" feature 23:37 DoNotPay's "Contract Reading AI" 28:31 Benefits of capitalist markets when consumers are treated poorly 30:51 Thoughts on Facebook? 34:05 "Hidden $ Discovery" on DoNotPay 34:47 What is DoNotPay doing for immigration 41:59 Jason asks Josh about his father, Bill Browder life and book, "Red Notice" 48:47 What is the CCPA? How does it relate to DoNotPay? 54:59 Long-term vision of DoNotPay? 56:24 Full audio of Ryan Block's call with Comcast

0:44 Jason intros Luke and describes how he found out about Farmer's Fridge 5:01 How did Luke overcome barriers of making a vending machine feel like a restaurant 9:18 Luke's life before Farmer's Fridge 11:52 How Luke discovered the issues of distribution that led to Farmer's Fridge 16:18 Building the first Farmer's Fridge vending machine 23:48 Ideal locations for Farmer's Fridge machines & where the first machine was placed 29:35 How did Farmer's Fridge begin to expand and hit critical mass 34:22 Using sales data to craft the most appealing menu 37:00 Getting VCs interested 41:57 Who was the first bold VC to put $ in? How did they prove themselves to institutional firms? 46:27 Machine cost over time & maximizing inventory 49:56 How hardships made Luke fearless 51:30 "Startup cannibalism"??? & low-burn culture 54:27 Farmer's Fridge NYC expansion 58:27 How does Farmer's Fridge compare to fast-casual salad restaurants