This Week in Startups

Todays show: Wilson Sonsini Partner Becki DeGraw joins Jason on the latest edition of Startup Legal Basics! In this episode, they break down the current state of startup funding (0:37), anti-dilution provisions (7:11), re-incentivizing management teams (16:23), and much more! * Timestamps: (00:00) Wilson Sonsini Partner Becki DeGraw joins Jason (0:37) Market update: Current state of startups and funding (1:21) Consolidated investment trends and the venture capital slowdown (4:23) The importance of due diligence, runway, and down round impacts (7:11) Anti-dilution provisions and strategies for investor communication (16:23) Re-incentivizing management teams and insider-led funding scenarios (23:46) Importance of investor relations and board management * Check Out Wilson Sonsini: ⁠⁠https://www.wsgr.com⁠ * Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com/ Check out the TWIST500: https://www.twist500.com * Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp * Follow Becki: LinkedIn: https://www.linkedin.com/in/rebecca-degraw-639bbb62 * Follow Jason: X: https://twitter.com/Jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis * Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland * Check out Jason’s suite of newsletters: https://substack.com/@calacanis * Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com * Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

This Week in Startups is brought to you by… Squarespace. Turn your idea into a new website! Go to ⁠https://www.squarespace.com/twist⁠ for a free trial. When you’re ready to launch, use offer code TWIST to save 10% off your first purchase of a website or domain. CommandBar. Seamlessly integrate an AI-powered guide into your software, making navigation intuitive and interactive. Visit ⁠https://www.commandbar.com/twist⁠ to get a custom live demo. Brex. the financial stack founders can bank on. Brex knows cash is king for startups, so they built a banking experience that takes every dollar further. Get the business account trusted by 1 in 3 US startups at ⁠https://www.brex.com/twist24 * Todays show: Alex leads us into two great talks from Liquidity Summit 2024. First Jason sits down for a one-on-one with Valor’s Antonio Gracias (1:38), followed by a great talk with Gavin Baker of Atreides (39:01) * Timestamps: (0:00) Teaser of today’s Liquidity Summit talks from Alex. (1:13) Alex kicks off the show. (1:38) Valor’s Antonio Gracias joins Jason (4:26) Unbiased data and business models in AI (10:02) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST (11:14) Achieving AGI and robots in real-world applications (14:26) Venture capital dynamics and innovation (18:09) Athena case study: Investor operational support (22:05) CommandBar - Visit ⁠https://www.commandbar.com/twist⁠ to get a custom live demo. (23:04) Traditional venture playbook and crossover hedge funds (28:33) US balance sheet implications and emerging entrepreneurship regions (33:39) Immigration policy's role in recruitment (36:19) Investing in socially impactful companies (38:09) Brex - Get the business account trusted by 1 in 3 US startups at https://www.brex.com/twist24 (39:01) Atreides Management’s Gavin Baker joins Jason (47:38) The importance of investing in relationships (54:32) Resilience in public equity investing and learning from failure (1:00:29) AI adoption differences between startups and enterprises (1:02:32) America's innovation through resilience and immigration (1:03:43) Google and Apple's AI strategies and infrastructure (1:11:32) Meta's strategic moves in search and the metaverse * Subscribe to the TWiST newsletter: https://www.ticker.thisweekinstartups.com * Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp * Check out Valor: https://www.valorep.com/ Check out Atreides: https://atreidesmgmt.com/ Follow Antonio: LinkedIn: https://www.linkedin.com/in/antonio-p-gracias Follow Gavin: X: https://x.com/GavinSBake LinkedIn: https://www.linkedin.com/in/gavinbaker-portfoliomanager/ * Follow Alex: X: https://x.com/alex LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm/ * Follow Jason: X: https://twitter.com/Jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis * Thank you to our partners: (10:02) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST (22:05) CommandBar - Visit ⁠https://www.commandbar.com/twist⁠ to get a custom live demo. (38:08) Brex - Get the business account trusted by 1 in 3 US startups at https://www.brex.com/twist24 * Great 2023 interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland * Check out Jason’s suite of newsletters: https://substack.com/@calacanis * Follow TWiST: Substack: https://twistartups.substack.com Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups * Subscribe to the Founder University Podcast: https://www.founder.university/podcast

This Week in Startups is brought to you by… Oracle - Oracle Cloud Infrastructure, or OCI, is a single platform for your infrastructure, database, application development, and AI needs. Save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist⁠⁠ Intercom - Intercom’s AI-first service is the best thing to happen to your customers since you. TWIST listeners can get 90% off Intercom’s platform at https://www.intercom.com/twist Lemon.io - Hire pre-vetted remote developers, get 15% off your first 4 weeks of developer time at https://www.Lemon.io/twist * Todays show: We are kicking off our coverage of the TWiST500 with three fantastic founders: Kyle Hanslovan of Huntress (11:44), Olivia Joslin and Toshit Panigrahi of TollBit (36:40), and Tamar Bar-Ilan of Cyera (56:44). * Timestamps: (0:00) Introducing three founder interviews from our TWiST500! (1:23) Huntress CEO, Kyle Hanslovan joins Alex. (2:04) Celebrating a milestone in ARR and discussing growth strategies (4:19) Impact of cybersecurity incidents on Huntress (10:30) Oracle - Try OCI and save up to 50% on your cloud bill at at ⁠https://w⁠⁠⁠⁠ww.oracle.com/twist⁠⁠⁠ (11:44) Huntress's services for SMBs and endpoint detection and response (20:09) Intercom - TWIST listeners can get 90% off Intercom’s platform at https://www.intercom.com/twist (21:46) Selling to SMBs: Challenges, strategies, and early lessons (29:05) Addressing internal IT departments and IPO considerations (35:12) Lemon.io - Get 15% off your first 4 weeks of developer time at https://www.Lemon.io/twist (36:40) TollBit’s Olivia Joslin and Toshit Panigrahi join Alex. (37:38) Tollbit's early development and fundraising journey (41:03) Media readiness and increasing publisher onboarding (50:31) Flexible pricing models and expanding data types for AI partners (56:44) Tamar Bar-Ilan of Cyera joins Alex. (57:23) Cyera and its data security mission (1:04:07) Overview of Cyera’s data platform and recent funding (1:08:53) Company growth, AI adoption, and demand drivers (1:17:52) Encryption's role in data security and future IPO plans * Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com Check out the TWIST500: https://www.twist500.com * Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp * Check out Huntress: https://www.huntress.com/ Check out TollBit: https://tollbit.com/ Check out Cyera: https://www.cyera.io/ * Follow Olivia from TollBit: X: https://x.com/oliviajoslin LinkedIn: https://www.linkedin.com/in/olivia-joslin-13a9a4a2/ * Follow Toshit from TollBit: X: https://x.com/tollbitofficial LinkedIn: https://www.linkedin.com/in/toshit-panigrahi-a6496076/ * Follow Kyle from Huntress: X: https://x.com/KyleHanslovan LinkedIn: https://www.linkedin.com/in/kylehanslovan/ * Follow Tamar from Cyera: X: https://x.com/cyera_io LinkedIn: https://www.linkedin.com/in/tamar-bar-ilan-67bb481a7 * Follow Alex: X: https://x.com/alex LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm * Thank you to our partners: (10:30) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist⁠⁠⁠ (20:09) Intercom - TWIST listeners can get 90% off Intercom’s platform at https://www.intercom.com/twist (35:12) Lemon.io - Get 15% off your first 4 weeks of developer time at https://www.Lemon.io/twist * Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland * Check out Jason’s suite of newsletters: https://substack.com/@calacanis * Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com * Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

This Week in Startups is brought to you by… Vanta. Compliance and security shouldn't be a deal-breaker for startups to win new business. Vanta makes it easy for companies to get a SOC 2 report fast. TWiST listeners can get $1,000 off for a limited time at https://www.vanta.com/twist OpenPhone. Create business phone numbers for you and your team that work through an app on your smartphone or desktop. TWiST listeners can get an extra 20% off any plan for your first 6 months at https://www.openphone.com/twist DevSquad. DevSquad helps startups design better products. If you need UI and UX expertise and don’t want to hire an entire design team, head to http://devsquad.com/startups and book a call. Mention that you are coming from TWiST to get 10% off. * Todays show: Josh Reeves joins Alex Wilhelm to discuss building a product people love (21:11), SMB challenges (23:56), growth strategies (36:47), and more! * Timestamps: (0:00) Josh Reeves joins Alex Wilhelm (2:16) Josh's previous startups and the early days of web development (6:26) Transition to digital solutions and security for small businesses (10:31) Gusto's growth, success metrics, and market penetration (13:38) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist (14:30) Gusto's North Star, marketing strategies, and channel growth (21:11) Building a product people love with good unit economics (22:29) OpenPhone - Get 20% off your first six months at https://www.openphone.com/twist (23:56) Challenges of selling to SMBs and Gusto's product expansion (28:50) Maintaining simplicity in product development (35:18) DevSquad - Visit https://www⁠.devsquad.com/startups, book a call, and mention TWIST for 10% off! (36:47) Ensuring product quality and the role of organic growth in marketing (44:39) Competitive landscape in payroll and HR space (48:54) Gusto's potential fintech ventures and communication styles among founders (56:07) IT spending growth among SMBs and international expansion (1:00:16) Navigating competition and partnerships (1:01:41) Diversification of go-to-market strategies (1:03:31) Financial strategies and thoughts on going public * Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com Check out the TWIST500: https://www.twist500.com * Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp * Follow Josh: X: https://x.com/joshuareeves LinkedIn: https://www.linkedin.com/in/joshuareeves * Follow Alex: X: https://x.com/alex LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm * Thank you to our partners: (13:38) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist (22:29) OpenPhone - Get 20% off your first six months at https://www.openphone.com/twist (35:18) DevSquad - Visit https://www⁠.devsquad.com/startups⁠, book a call, and mention TWIST for 10% off! * Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland * Check out Jason’s suite of newsletters: https://substack.com/@calacanis * Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com * Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

This Week in Startups is brought to you by… Squarespace. Turn your idea into a new website! Go to https://www.squarespace.com/twist for a free trial. When you’re ready to launch, use offer code TWIST to save 10% off your first purchase of a website or domain. Google Cloud. Accelerate your startup journey with the Google for Startups Cloud Program. Get up to $200K in Google Cloud credits – or up to $350K for AI startups – plus training and guidance. Apply at https://startups.google.com/twist Brex. the financial stack founders can bank on. Brex knows cash is king for startups, so they built a banking experience that takes every dollar further. Get the business account trusted by 1 in 3 US startups at https://www.brex.com/twist24 * Todays show: David Weisburd hosts Dana Johns, Tom Loverro, and Jason Calacanis to discuss secondaries (2:37), VC leverage against startups (23:44), venture capital strategies (29:34), cybersecurity investments (38:03), and more! * Timestamps: (0:00) David Weisburd intros Dana Johns, Tom Loverro, and Jason Calacanis (2:37) Secondary pricing signaling a potential VC recovery (9:53) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.squarespace.com/twist (11:02) Timeframes, returns for secondary funds, and founders' secondary sales (15:32) Increasing liquidity in private markets (22:42) Google Cloud - Accelerate your startup journey with the Google for Startups Cloud Program. Apply at https://startups.google.com/twist (23:44) VC leverage against startups is near an all time high (29:34) Venture capital strategies, succession planning, and valuation in the Goldilocks zone (37:11) Brex - Get the business account trusted by 1 in 3 US startups at https://www.brex.com/twist24 (38:03) Cybersecurity investments, IPO window, and M&A market dynamics (51:28) Lightning round on latest investments * Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com/ Check out the TWIST500: https://www.twist500.com * Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp * Mentioned on the show: https://pitchbook.com/news/articles/aging-vc-funds-secondary-stakes-market-limited-partner-exits https://www.secondariesinvestor.com/blackstone-plans-to-launch-biggest-secondaries-fund-yet https://news.crunchbase.com/cybersecurity/cybersecurity-funding-venture-wiz-ai-cyera * Follow Dana: LinkedIn: https://www.linkedin.com/in/danasjohns * Follow Tom: X: https://x.com/tomloverro LinkedIn:https://www.linkedin.com/in/tomloverro Check out: https://www.ivp.com/ * Follow David: X: ⁠⁠https://twitter.com/DWeisburd⁠⁠ LinkedIn: ⁠⁠https://www.linkedin.com/in/dweisburd⁠⁠ Check out: ⁠⁠https://10xcapital.com * Follow Jason: X: https://twitter.com/Jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis * Thank you to our partners: (9:53) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.squarespace.com/twist (22:42) Google Cloud - Accelerate your startup journey with the Google for Startups Cloud Program. Apply at https://startups.google.com/twist (37:11) Brex - Get the business account trusted by 1 in 3 US startups at https://www.brex.com/twist24 * Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland * Check out Jason’s suite of newsletters: https://substack.com/@calacanis * Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com * Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

This Week in Startups is brought to you by… CommandBar - Seamlessly integrate an AI-powered guide into your software, making navigation intuitive and interactive. Visit https://www.commandbar.com/twist to get a custom live demo. .Tech Domains - Don’t miss our “Jam with JCal” contest! To apply and get more details go to https://www.jamwithjcal.tech brought to you by .tech domains. Lemon.io - Hire pre-vetted remote developers, get 15% off your first 4 weeks of developer time at https://www.Lemon.io/twist * Todays show: Antonio Gracias of Valor and Liran Zvibel of WEKA join Jason to discuss WEKA’s product market fit and real-world applications (13:49), energy solutions for future data centers and capital allocation strategy (30:07), and a Jam with JCal session with Uptrend AI’s Ramsey Shaffer (37:00). * Timestamps: (0:00) Antonio Gracias of Valor and Liran Zvibel of WEKA join Jason. (2:52) Investment thesis for WEKA and discussion on investment strategies (5:30) Investing in winners and the future of compute and AI technology (10:14) CommandBar - Visit https://www.commandbar.com/twist to get a custom live demo. (13:49) WEKA’s product market fit and real-world applications (21:49) .Tech Domains - Apply for the Jam Session with JCal contest today at https://www.jamwithjcal.tech (23:08) Innovative customers and technology behind the Las Vegas Sphere (23:08) Innovative customers and technology behind the Las Vegas Sphere (25:12) Impact of Weka’s technology on rendering and data management (30:07) Energy solutions for future data centers and capital allocation strategy (34:22) Weka's hiring and job opportunities (35:34) Lemon.io - Get 15% off your first 4 weeks of developer time at https://www.Lemon.io/twist (37:00) Jam with JCal winner Ramsey Schaffer, CEO of Uptrends AI. (38:09) Ramsey’s pitch and Jason's feedback (45:22) Importance of founder-led sales, pricing strategy, and UX improvements (51:02) Engaging with customers and final thoughts on Uptrends ai * Links from show: Check out Valor Equity Partners: https://www.valorep.com Check out WEKA: https://www.weka.io Check out Stability AI: https://stability.ai Check out the Sphere: https://www.thesphere.com Enter the Jam with JCal contest: https://www.jamwithjcal.tech Check out Uptrends AI:https://www.uptrends-ai.tech * Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com Check out the TWIST500: https://www.twist500.com * Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp * Follow Liran: X: https://x.com/liranzvibel LinkedIn: https://www.linkedin.com/in/liranzvibel/ * Follow Ramsey: X: https://x.com/RamseyShaffer LinkedIn: https://www.linkedin.com/in/ramseyshaffer/ * Follow Jason: X: https://twitter.com/Jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis * Thank you to our partners: Timestamps: (10:14) CommandBar - Visit https://www.commandbar.com/twist to get a custom live demo. (21:49) .Tech Domains - Apply for the Jam Session with JCal contest today at https://www.jamwithjcal.tech (35:34) Lemon.io - Get 15% off your first 4 weeks of developer time at https://www.Lemon.io/twist * Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland * Check out Jason’s suite of newsletters: https://substack.com/@calacanis * Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com * Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Josh Silverman, a key figure in e-commerce growth strategies, shares insights into Etsy's impressive rise during the pandemic and its unique marketplace for handmade goods. He delves into maintaining authenticity amid scalability challenges and the role of technology in enhancing user experience. AI's impact on operations and customer service is discussed, along with the significance of personal connections in fostering brand loyalty. Silverman also highlights the importance of creativity standards and the balance between efficiency and craftsmanship.

Topics discussed include the end of the Wiz-Google deal, Spotify's strong performance, Universal Basic Income (UBI), Meta's AI strategy, and more interesting insights.

Benchmark's Sarah Tavel discusses strategies for competing in the venture landscape, governance's role in startups, and the relationship between hype and investments. Topics include valuation, founder relationships, and portfolio management challenges. They emphasize hiring the right team, building enduring value, and investing in non-consensus opportunities.

Even Rogers from True Anomaly joins to talk about US space innovation, defense tech challenges, securing government contracts, and their Jackal deployment. They discuss space warfare scenarios, cost-plus vs. fixed price contracting models, and the importance of financial leverage in the defense sector.