Proof of Work

Mike Seckler is the CEO of Justworks. Maite Diez-Canedo was the CEO & Co-Founder of Via. Via was recently acquired by Justworks to form Justworks International. We cover: (1:13) - Mike Intro (1:56) - Maite Intro (3:08) - How Mike Became CEO of Justworks (7:17) - How the Idea for Via Came to Fruition (11:34) - Mike's Relationship with Maite (13:56) - Maite's Acquisition Experience (16:40) - Justworks' Synergistic Exercise (19:16) - Via's Preparation for Justworks Synergistic Exercise (23:02) - Mike on the Future of HR (24:43) - Maite on the Future of HR (27:29) - Maite's Biggest Entrepreneurial Challenge (32:11) - Mike's Legacy (35:24) - Maite's Legacy (36:53) - Mike's Favorite Quote & Most Polarizing Belief (38:29) - Maite's Favorite Quote & Most Polarizing Belief

Adam is the CEO & Co-Founder at Pitch. We chat about: (0:34) - Introduction (2:50) - Adam's Experience at Wunderlist (7:31) - Starting Pitch With 7 Other Co-Founders (13:53) - Why Pitch is Different (18:51) - How To Differentiate In An Existing Crowded Market (23:00) - How to Inspire Confidence in A Team After Layoffs (31:47) - Pitch's Moat (36:31) - The Future of Pitch & Presentation Software More Broadly (40:05) - Adam's Favorite Quote & Most Polarizing Belief

Michael is the Founder of Houck's Newsletter and Megaphone. We chat about: (0:47) - Introduction (2:21) - Michael's Experience Working at Uber & AirBnB (4:55) - Michael's Community-Based Businesses (7:28) - Comparing Newsletter Businesses & Traditional SaaS (10:30) - Why Michael Removed ~15,000 Newsletter Subscribers (13:50) - Which Metrics Newsletter Founders Should Care About (16:37) - Starting a Newsletter From Nothing (22:01) - Why Struggling Newsletters Are Probably Struggling (23:41) - Michael's Thoughts on Newsletter Frequency (26:10) - Michael's Latest Venture - Megaphone (29:50) - What No One Talks About That Kills Most Startups (33:44) - Michael's Most Polarizing Startup Belief

Allan is the CTO of Webflow. We chat about: (0:33) - Introduction & Background (1:43) - Planning For Rocketship Scale (6:02) - How Important it is to Have Customers Early On (7:25) - How Operating at an Early-Stage Startup Framed VC Lens (9:21) - Can VCs Have a Sole Finance Background? (10:56) - Working With Tobi Lütke & Stewart Butterfield (13:58) - What Attracted Allan to Webflow (16:37) - What Allan's Learned at Webflow (17:43) - B2C Vs. B2B Customers (19:49) - Future of Web Development & Webflow (22:01) - Webflow's AI Thoughts & Plans (25:03) - Allan's Advice For Younger Developers (30:30) - Allan's Favorite Quote

Gino is the CMO of DailyPay. We chat about: (00:28) - Background & Introduction (1:47) - Why Gino Chose Marketing (3:40) - DailyPay Marketing Team (7:04) - What DailyPay Enables (13:34) - DailyPay's Business Model (14:46) - Best Marketing Tactics (16:58) - Thoughts on AI (19:37) - Future of On-Demand Pay Space (22:40) - Favorite Quote

Shay is the CMO of ActiveCampaign. We chat about: (3:19) - What a CMO Actually Does (8:42) - Using Design as a Mechanism to Solve Problems (16:35) - Design, Marketing, Product... Which is Most Important? (18:29) - ActiveCampaign's Moat (23:11) - What People Don't Understand About AI in Marketing (30:50) - Future of Email Marketing (40:55) - Favorite Quote & Most Polarizing Belief

Ross is the CEO & Founder of ZenBusiness. He was also the founding CTO at HomeAway, the vacation rental company that sold to Expedia for $3.9B. We chat about: (1:28) - Introduction (3:16) - How Ross Got Into Tech & Startups (5:36) - Neuro-Lingustic Programming (7:20) - Best Way to Validate a Business Idea (14:23) - Expedia's Acquisition of HomeAway (17:18) - Transitioning From CTO to CEO (25:09) - How ZenBusiness Knew What to Build First (30:14) - ZenBusiness' Moat (33:55) - What People Disagree With Ross on

Malte Ubl is the CTO of Vercel. We chat about: (2:00) - Ease of modern technology & AI/LLMs (6:23) - How Vercel's thinking about providing the best UI/UX (9:49) - How Malte inspires a high velocity culture at Vercel (14:18) - How Vercel sets itself apart (16:08) - Differences between working at Google & a startup (Vercel) (19:44) - Malte's thoughts on the open & closed source landscape (27:59) - Products Vercel has brought to startup customers (30:53) - Incremental or failed migrations (33:28) - Vercel's spaces product (39:17) - Where Malte/Vercel thinks the industry is going

Vivien Garnès is the Co-founder & Co-CEO at Upfluence. We chat about: (1:01) - Introduction & founding story of Upfluence (3:32) - Upfluence's biggest source of growth (8:53) - Why influencer marketing is so effective (17:45) - Marketing channels complementary to influencer marketing (21:33) - Why Upfluence isn't a two-sided marketplace (24:55) - Upfluence revenue breakdown (29:39) - Upfluence analytics (34:30) - What's next for Upfluence & influencer marketing

As the Co-founder and CEO of Cameo, Steven's learned a lot about building a lasting consumer business. We chat about: (1:18) - Cameo's founding story (6:23) - Signs of prospective entrepreneurs (11:07) - Building a consumer marketplace, overcoming cold start problem (18:22) - Steven's Favorite Cameo (21:59) - Cameo for business & Cameo for kids (27:43) - Cameo's Moat (30:47) - Talent owning their audience (not renting)