The DealMakers podcast features entrepreneurs that have been successful with M&A transactions or capital raising efforts.

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Vijay Balasubramaniyan On Building A $600 Million Business By Preventing Fraud In Calls

Vijay Balasubramaniyan is the co-founder and CEO of Pindrop which is a pioneer in voice security and authentication. The company has raised to date over $200 million from top tier investors such as Andresseen Horowitz, Google Ventures, Redpoint, Felicis Ventures, Sigma Partners, and IVP.

Jennifer Fitzgerald On Building A $130 Million Business That Is Taking On The $500 Billion Insurance Industry

Jennifer Fitzgerald is the co-founder and CEO of Policygenius which has developed an easier way to compare and buy insurance. Policygenius has raised to date over $50 million from top investors like Norwest Venture Partners, Revolution, Susa Ventures, AXA Venture Partners, Otter Rock Capital, and Karlin Ventures to name a few. 

Saeju Jeong On Raising Over $100M For An App That Helps You Lose Weight And Overcome Psychological Barriers

Saeju Jeong is the cofounder and CEO of Noom which provides mobile health coaching, focused on combating chronic and pre-chronic conditions such as obesity, diabetes, and hypertension. The company has raised over $100 million from investors such as Kleiner Perkins, Sequoia Capital, RRE Ventures, Qualcomm Ventures, Samsung Ventures, TransLink Capital, Scrum Ventures, Recruit Strategic Partners, and LB Investment to name a few.  

Jonathan Cherki On Raising Over $100M To Track With AI How You Interact With Brands

Jonathan Cherki is the founder and CEO of Contentsquare which provides a solution for mobile & web customer experience optimization. Jonathan Cherki has raised over $120 million for Contentsquare from investors such as Canaan Partners, Highland Europe, Eurazeo, and H14. In addition, the company has also acquired Clicktale and Pricing Assistant.

Rajaie Batniji On Raising $430M To Disrupt The $1.2 Trillion Health Insurance Industry

Rajaie Batniji is the cofounder of Collective Health which is a company providing an alternative to traditional health insurance. The company has raised over $430 million. Their lineup of tier-one investors includes Softbank, DFJ Growth, Life Financial, Google Ventures, NEA, Formation 8, Great Oaks, RRE Ventures, Signatures Capital, Maverick Ventures, Redpoint, Oakhouse Partners, S28 Capital, MSA Capital, and Green Bay Ventures.

Steve Loughlin On Selling His Business To Salesforce For $390M And Now Investing From A Billion-Dollar Fund In AI Startups

Steve Loughlin is a partner at Accel Partners where he focuses on AI, collaboration, and Sass startups at an early stage. Prior to Accel Partners, Steve Loughlin cofounded RelateIQ which offered a relationship intelligence platform that allows teams to track, share and analyze professional relationships. The company was acquired by Salesforce for $390 million.

Ara Mahdessian And Vahe Kuzoyan On Building A $1.6B Business By Helping Their Parents Address Their Biggest Struggle As Immigrant Plummers

Ara Mahdessian and Vahe Kuzoyan are the cofounders of ServiceTitan which is a service management software that helps leading home services businesses generate more leads and close more sales. The company has raised over $370 million at a $1.6 billion valuation from investors like Bessemer Venture Partners, Index Ventures, ICONIQ Capital, Battery Ventures, I2BF Global Ventures, and Dragoneer Investment Group.

Michael Serbinis On Working With Elon Musk, Taking On Amazon And Selling A Company For $3B

Michael Serbinis is the co-founder and CEO of League which is a digital health platform that connects people to a comprehensive network of health services and benefits. The company has raised over $70 million from Omers Ventures, BDC Venture Capital, Foundation Capital, Real Ventures, Telus Ventures, and RBC Venture Partners to name a few. Prior to this, Michael Serbinis founded DocSpace (acquired by Critical Path) and Kobo (acquired by Rakuten).

Ali Ghodsi On Building A $2.7B Business And Being Considered One Of The True Founders Of Artificial Intelligence

Ali Ghodsi is the cofounder and CEO of Databricks which accelerates innovation by unifying analytics across data science, data engineering, and the business. The company has raised $500M at a $2.75B valuation from NEA, Andreessen Horowitz, Battery Ventures, Data Collective, Microsoft, Coatue Management, Green Bay Ventures, and SineWave Ventures to name a few.

Daniel Cane On Selling His First Business For $1.6B And Now Raising $300M To Simplify How Medical Information Is Shared

Daniel Cane is the cofounder of Modernizing Medicine which has created the Electronic Medical Assistant, a cloud-based, specialty-specific electronic medical record system. The company has raised to date around $300 million in funding from Warburg Pincus, Summit Partners, Sands Capital Ventures, and IBM. Prior to this he was a cofounder of Blackboard which sold for $1.6 billion.

David Karandish On Selling For $950M And Raising $23M For His AI Productivity Platform

David Karandish is the co-founder and CEO of Capacity which is an enterprise artificial intelligence SaaS company focused on helping teams do their best work. The company has raised to date over $23 million from a Midwest network of private and angel investors. Prior to this, David built and sold for $950 million. 

Ido Susan On Selling His Business For $475M To Cisco And Now Raising $120M To Disrupt Them

Ido Susan is the cofounder and CEO of DriveNets which is a fast-growing software company that is revolutionizing Communications service provider (CSP) networks. The company has raised one of the largest Series A financing rounds to date which amounted to $120 million. Prior to this he founded Intucell which offered a self-optimizing network solution that enabled radio operators to better utilize their radio access networks. Intucell was acquired by Cisco for $475 million. 

Yuchun Lee On Being An MIT Blackjack Prodigy, Selling His Business For $500M, And Growing 140% Per Year With His New Startup

Yuchun Lee is the founder and CEO of Allego which provides a mobile video-based sales learning and development platform. Prior to this, he was the founder and CEO at Unica which offered enterprise marketing management and cloud-based marketing solutions to companies and different industries. Unica was acquired by IBM for $500 million after taking it public. Interestingly, while at MIT he was also a member of the famed MIT Blackjack Team that inspired the bestseller Bringing Down the House and subsequent movie “21.”

Jay Chaudhry On Growing Up Without Electricity In The Himalayas And Building A $10B Business

Jay Chaudhry is the co-founder and CEO of Zscaler which is a global cloud-based information security company. He took Zscaler public and currently has a $10B market cap. Prior to this, he founded AirDefense (acquired by Motorola), CipherTrust (acquired by Secure Computing), CoreHarbor (acquired by AT&T) and Secure IT (acquired by VeriSign).

Bill Clerico On Leaving His Corporate Job At 22 To Build A Business That JPMorgan Acquired For $400M

Bill Clerico is the co-founder and CEO of WePay which is a leading provider of integrated payments for software platforms. The company raised $75 million from SV Angel, Highland Capital Partners, Ignition Partners, August Capital, and founders of YouTube and PayPal. Ultimately the company was acquired by JPMorgan for a reported $400 million.

Joe DeSimone On Building A $2.5B Business At Age 50 That Is Disrupting A 7,000 Year Old Industry

Joe DeSimone is the cofounder and CEO of Carbon which is reinventing how polymer products are designed, engineered, manufactured, and delivered, towards a digital and sustainable future. The company has raised over $680 million from Sequoia, Google Ventures, GE, Adidas, BMW, Johnson & Johnson, and JSR. They’ve also got Fidelity, Baillie Gifford, and Madrone Capital Partners as well as investment from additional international sovereign funds. Prior to this Joe DeSimone was a university professor for over 20 years.

Tim Hwang: A Cold Email To Mark Cuban Led To Raise $230M To Predict Politics With AI

Tim Hwang is the co-founder and CEO of FiscalNote which uses artificial intelligence and big data to deliver predictive analytics of governmental action to determine its impact. The company has raised $230 million from investors like Mark Cuban, Jerry Yang (co-founder of Yahoo!), New Enterprise Associates, Plug and Play, AME Cloud Ventures, QueensBridge Venture Partners, Dorm Room Fund, Winklevoss Capital, Middleland Capital, Visionnaire Ventures, or 645 Ventures to name a few.

Sanjay Beri On Building A $1B Business By Keeping Your Data Safe

Sanjay Beri is founder and CEO of Netskope which is a leading cloud access security broker. The company has raised $400 million at a $1B+ valuation. Investors include Lightspeed, Accel, Social Capital, and ICONIQ. Prior to this, Sanjay was the co-founder of one of the world’s first data center encryption companies, Ingrian Networks, which was acquired by SafeNet.

Michael Cammarata: He Was Expected To Fail Due To Dyslexia And Then Made $1M At 13 And Over $100M By Age 20

Michael Cammarata is the CEO of Neptunes Wellness Solutions which is a publicly-traded company around health and wellness products with a valuation north of half a billion. Prior to this Cammarata cofounded Schmidt Naturals which he sold to Unilever. From 13 to his mid-twenties he also established several other companies which brought him hundreds of millions in revenues.

Frédéric Mazzella On Building A $1 Billion Mobility Business With Twice As Many Customers As British Airways

Frédéric Mazzella is the co-founder and president of BlaBlaCar which is a long-distance carpooling platform that connects drivers with empty seats and passengers to share travel costs. The company has raised over $400 million at a valuation north of $1 billion. Investors include Accel, Index Ventures, Insight Partners, Cabiedes & Partners, ISAI, Grape Arbor VC, Vostok New Ventures and Lead Edge Capital to name a few.

Amit Sharma On Discovering Retail’s Biggest Weakness During His Time at Apple And Then Raising $64M To Address It

Amit Sharma is the founder and CEO of Narvar, an intelligent customer experience platform that helps commerce companies simplify the everyday lives of consumers. The company has raised $64 million from Accel, Battery, Freestyle Capital, Scale Venture Partners, and Salesforce Ventures. Prior to this Amit was a senior executive at Walmart and Apple.

Ray Grainger On Raising $100M To Disrupt The $3 Trillion Services Economy

Ray Grainger is the co-founder and CEO at Mavenlink which provides a modern software platform for professional and marketing services organizations. The company has raised so far $111 million from investors like Goldman Sachs or Carrick Capital Partners. Prior to Mavenlink, Ray Grainger was the Global Managing Partner at Accenture and also had a leadership position at InQuira.

Sid Sijbrandij On Building A $1 Billion Dollar Business Where All 700 Employees Work Remotely

Sid Sijbrandij is the co-founder and CEO of GitLab which is a web-based open source Git repository manager with wiki and issue tracking features and built-in CI/CD. The company has raised over $158 million from Khosla Ventures, Google Ventures, August Capital, ICONIQ Capital, 500 Startups, and Sound Ventures. The valuation of Gitlab is over $1 billion. 

Sanjay Dastoor: This Stanford Dropout Raised Over $100M To Reinvent How We Commute In Cities

Sanjay Dastoor is the co-founder and CEO of Skip which operates shared electric scooters for reliable last-mile transportation. The company has raised so far over $30 million from Accel, Y Combinator, SV Angels, Menlo Ventures, Initialized Capital, and Maven Ventures. Before Skip, Dastoor cofounded Boosted which builds and develops lightweight, wireless, remote-controlled motorized electric longboards. The company raised $70 million from top investors like Khosla Ventures, SV Angel, and iNovia Capital.

Sanjay Govil On Taking The $1,000 He Had Left In Savings To Build A $1.8B Business With 7,400 Employees

Sanjay Govil is the founder and Chairman of Infinite Computer Solutions which provides technology-based business process solutions, next-gen mobility solutions, and product engineering services. On its initial public offering, the company raised $1.8 billion. The company has over 7,000 employees and generates more than $700 million in annual revenue. Sanjay also founded Zyter(R) which is a cPaaS based platform that leverages the power of the connected enterprise.

Eyal Lifshitz On Investing $100M In Startups And Then Raising $500M For His Own Business

Eyal Lifshitz is the co-founder and CEO of BlueVine which provides small and medium-sized businesses with access to fast and simple financial products through an advanced, online platform. The company has raised $140 million in equity capital and over $400 million in debt financing. Its investors include the likes of M12 (Microsoft), Citi Ventures, Menlo Ventures, and Lightspeed Venture Partners – to name a few. Before BlueVine, Eyal was a principal at Greylock Partners’ where he invested over $100 million in capital in start-up companies. 

Mark Dankberg On Building A $5 Billion Business By Delivering Connectivity From Satellites In Space

Mark Dankberg is the co-founder and CEO of Viasat which produces satellite and other digital communication products that enable fast, secure, and efficient communications to any location. He took the company public in 1996. Viasat has a $5 billion market cap at the moment. Viasat has made more than 12 acquisitions. 

Rohit Arora On Funding 15,000 Companies With Over $2.2 Billion In Loans

Rohit Arora is the co-founder and CEO of Biz2Credit which is a hub connecting small business owners with lenders and service providers, and seek solutions based on their online profiles. The company has raised over $55 million from investors such as WestBridge Capital and Nexus Venture Partners. So far Biz2Credit has provided over 15,000 companies with $2.2 billion in loans.

Assaf Wand On Selling His Business And Then Raising $100M To Disrupt A $100B Industry

Assaf Wand is the CEO and co-founder of insurtech startup Hippo which offers intuitive and proactive home insurance by taking a smarter, tech-driven approach. The company has raised over $100 million from Lennar Corporation, GGV Capital, Felicis Ventures, Comcast Ventures, Munich Re Ventures, Aquiline Technology Growth, Abstract Ventures, Sinai Ventures, Fifth Wall and Propel Venture Partners. Prior to Hippo Assaf founded Foris Telecom and Sabi (acquired by Urbio Inc.). 

David Steinberg: The Chances of Building A $1B Business Are .00006% And He Has Done It Twice

David Steinberg is the co-founder and CEO of Zeta Global which offers technology and marketing services to help brands acquire, engage, and retain customers. The company has raised over $150 million at a valuation that is rumored to be over $1.3 billion. Prior to Zeta Global, Steinberg cofounded Sterling Celullar Inc., Inphonic Inc, CAIVIS Acquisition Corp, and XL Marketing Corp.

Kristo Käärmann: One Mistake Led This Entrepreneur To Build A $3.5 Billion Business

Kristo Käärmann is the co-founder and CEO of TransferWise which is a money transfer service allowing private individuals and businesses to send money abroad without hidden charges. The company has raised so far $689 million with a $3.5 billion valuation. Investors include SV Angel, Index Ventures, Andreessen Horowitz, Kima Ventures, IVP, Sapphire Ventures, IA Ventures, Valar Ventures, or Mosaic Ventures to name a few. Other individual investors include Richard Branson or Max Levchin.

David Gurle On Identifying The Gap Left By Bloomberg And Building A $1.4 Billion Business

David Gurle is the co-founder and CEO of Symphony which is a secure team collaboration platform. The company has raised so far $460 million at a $1.4 billion valuation from Mitsubishi UFJ Financial, Standard Chartered, Goldman Sachs, Morgan Stanley, JPMorgan, Deutsche Bank, Google, Bank of America, Merrill Lynch, Citi Group, HSBC, and Wells Fargo. David founded and sold Perzo before founding Symphony.

Don Brown On Selling His First Startup To GM, His Second One To IBM, And His Third One For $1.4B

Don Brown is a serial entrepreneur. The first company he co-founded was Dealership Programming which computed finance payments for customers of car dealers. The company was acquired by General Motors. Don then cofounded Software Artistry, a helpdesk software automation platform, which he sold to IBM for $200 million. He then launched Interactive Intelligence with the idea of providing software-based communications for customer service settings in large organizations. This company was acquired for $1.4 billion. His most recent company is LifeOmic which focuses on precision health where he has invested $20 million of his own capital to finance the operation. 

Andrew Dudum On Doing $1M In Sales In The First Week Of Business And Building A $1B Company

Andrew Dudum is the co-founder and CEO of Hims & Hers which offers a modern approach to health and wellness by eliminating stigmas and making it easier for people to access care as well as treatment for the conditions that impact their daily lives. The company has raised $200 million from Thrive Capital, Forerunner Ventures, SV Angel, Redpoint, Founders Fund, IVP, Cherubic Ventures, 8VC, Maverick Ventures, and Uphonest Capital. He also co-founded the venture builder Atomic which has raised $600 million from top tier investors such as Peter Thiel. Previously he co-founded Ledforpeace and

Vishal Garg: At 26 Years Old He Brought His First Company Public And Now Built A $550M Business

Vishal Garg is the co-founder and CEO of which is a direct lender that provides a fast, transparent digital mortgage experience backed by superior customer support. The company has raised so far $160 million from investors such as American Express Ventures, Citigroup, Ally Financial, Goldman Sachs, and Kleiner Perkins. Previously Vishal cofounded MyRichUncle (went public in 2006), Future Finance (raised $450 million), and Climb Credit (raised $100 million). 

Tim Chen On Being Laid Off And Taking $800 To Build A $500 Million Business

Tim Chen is the co-founder and CEO of NerdWallet which is a personal finance website and app, that provides unbiased advice. From finding the best credit card to buying a house to investing their next dollar, and more. The company has raised over $69 million from investors such as IVP, RRE, iGlobe Partners, Core Innovation Capital, or Silicon Valley Bank. 

Ian Siegel: The Business He Started At His Kitchen Table Is Now Worth Over $1 Billion

Ian Siegel is the co-founder and CEO of ZipRecruiter which is an online employment marketplace that connects millions of employers and job seekers through mobile and email services. The company has raised over $200 million from investors such as IVP, Industry Ventures, or Basepoint Ventures.m

Craig Walker Sold His First Startup To Yahoo, His Second To Google And Now His Third Is Worth $500M

Craig Walker is the co-founder and CEO of Dialpad which offers a cloud-based business phone solution simplified for every business. The company has raised $120 million from Andreessen Horowitz, Google Ventures, Felicis Ventures, SoftBank, and Iconiq Capital. Previously he led Dialpad Communications Inc., (acquired by Yahoo! for $50 million), a provider of VOIP services, and cofounded GrandCentral (acquired by Google for $100 million), communications services.

Brian Liu On Building A $2B Business With 1,000 Employees By Disrupting The Legal Industry

Brian Liu is the co-founder and founding CEO of LegalZoom which is a technology platform giving access to professional legal advice. The company has a $2B+ valuation today with over 1,000 employees. Brian is currently the co-founder and CEO of BizCounsel. Modeled as a Saas service, for a $69 monthly fee, BizCounsel members can get legal advice from its network of business attorneys, without paying by the hour as it is typically structured with lawyers.

Daniel Saks: From Zero Customers To A $1B Business By Learning One Simple Lesson

Daniel Saks is the co-founder and co-CEO of AppDirect which provides an end-to-end cloud commerce platform for succeeding in the digital economy. The company has raised so far $300 million from investors such as Foundry Group, Inovia Capital, StarVest, Peter Thiel, and Mithril Capital.

Philippe Von Borries: Building A $500M Business By Seeing Women As More Than A ‘Niche’ Market

Philippe Von Borries is the co-founder and CEO of Refinery29 which is a leading digital media and entertainment company dedicated to inspiring young women to live an informed & well-rounded life. The company has raised so far $130 million from investors such as First Round, Lerer, Floodgate, Stripes Group, and even Hearst Communications.

Christopher Ahlberg On Selling His First Business For $190M And His Second One For $780M

Christopher Ahlberg is the co-founder and CEO of Recorded Future which is a technology company specializing in threat intelligence powered by machine learning. He raised $58 million from top tier investors such as Google Ventures, Insight Partners, and Balderton Capital. The company was recently acquired for $780 million by Insight Partners. Prior to Recorded Future, Christopher cofounded Spotfire which he sold to TIBCO for $190 million.

Al Goldstein On Raising $600 Million To Disrupt A $13 Trillion Industry

Al is the co-founder and CEO of Avant which is an online lending platform that offers alternatives to its clients with safer, faster, better financial products. The company has raised over $600 million from top tier investors such as RRE, QED, DFJ, KKR, Tiger Global, August Capital, General Atlantic, Hyde Park Venture Partners, and Origin Ventures to name a few. Prior to Avant, Al co-founded Pangea Properties and Enova International which he sold for $250 million.

David Hauser: Building His First Startup At 17 And Selling His Next Bootstrapped Business For $176M

David Hauser is a serial entrepreneur. He is best known for being the co-founder and CEO of Grasshopper, a virtual telephone service that was acquired by Citrix for $176 million that he bootstrapped without outside investors. The first company he co-founded at 17 was Return Path which raised $120 million and was acquired by Validity for an undisclosed amount. David has also co-founded a number of other startups including Chargify, Spreadable, PopSurvey, or Deck Foundry.

Emil Eifrem: From Having $2,000 Left In The Bank To Building A Billion Dollar Business

Emil Eifrem is the CEO and Co-Founder of Neo4j which provides a graph platform that helps organizations make sense of their data by revealing how people, processes, and digital systems are interrelated. They’ve raised $160 million to date, including an $80 million round in 2018. Some of its investors include Eight Road Ventures, Heartcore Capital, Dawn Capital, or Conor Venture Partners to name a few. The company is rumored to be valued at over $1 billion.

Lori Torres On Selling Her Startup For $100 Million Just 5 Years After Quitting Corporate America

Lori Torres is the founder and CEO of Parcel Pending which provides innovative package management solutions. The company raised over $15 million from investors such as Tech Coast Angels. Parcel Pending was acquired in January 2019 by Neopost for a reported $100 million.

Derek Wall: This High School Dropout Went From $0 To $200 Million In Revenue In 12 Months

Derek Wall is the cofounder of HUBX which is a marketplace platform democratizing and disrupting the trillion dollar secondary distribution industry by empowering manufacturers, brands and distributors to sell anonymously direct to worldwide B2B customers. Within 12 months the company has achieved over $200 million of revenue with no outside investment. Prior to HUBX, Derek was involved with the founding teams of Ezequiel Clothing, Dita Eyewear, Techstore,, PriceGrabber, and VAULT.

Dave Girouard On Raising $160 Million After Pivoting His Business Model

Dave Girouard is the co-founder and CEO of Upstart which leverages machine learning to price credit and automate the borrowing process. The company has raised $160 million from investors such as Kleiner Perkins, NEA, Google Ventures, Mark Cuban, CrunchFund, Eric Schmidt, Marc Benioff, Khosla Ventures, or Founders Fund.

Lidia Yan On Raising $125 Million To Take On The $800 Billion Trucking Industry

Lidia Yan is the CEO and Co-Founder of NEXT which is the world’s first trucker-centric, tech-enabled marketplace that efficiently matches freight with available truck capacity- easing the logistics bottleneck. The company has raised to date $125 million from investors like China Equity Group, Sequoia, or Brookfield.

Ajeet Singh On Building A $7B Business And Raising $300M For His Next Startup Valued Now At $1B

Ajeet Singh has built two multibillion-dollar technology companies from the ground up – ThoughtSpot and Nutanix. ThoughtSpot is a company revolutionizing analytics with search and AI. He has raised over $300M for ThoughtSpot from the likes of Lightspeed Venture Partners, Khosla Ventures, or General Catalyst. Prior to starting ThoughtSpot, he was co-founder and Chief Products Officer at Nutanix, the leader in the enterprise cloud industry and largest tech IPO of 2016.

Frida Polli: Single Mom Scientist That Raised $58M To Make Hiring Less Biased Despite Rejection

Frida Polli is the co-founder and CEO of pymetrics which improves the efficiency and diversity of hiring through neuroscience games and AI. The company has raised $58 million from Khosla Ventures, General Atlantic, Salesforce Ventures, Workday Ventures, and Jazz Venture Partners to name a few. They have their U.S. headquarters in New York, as well as offices in London, Singapore, and Sydney.

Max Rhodes: Building In 24 Months A $500M Business By Addressing The Gap Left By Amazon

Max Rhodes is the co-founder and CEO of Faire which helps retailers find and buy wholesale merchandise for their stores. The company has raised to date $115 million from investors such as Sequoia Capital, SV Angel, Lightspeed Venture Partners, Khosla Ventures, Founders Fund, or DST Global to name a few.

Stefan Heck On Building A $1 Billion Business By Saving Lives With AI

Stefan Heck is the cofounder and CEO of Nauto which is an AI technology company on a mission to make driving safer and smarter. Today, the company has raised over $174 million with partners and investors including General Motors, Toyota AI Ventures, BMW iVentures, SoftBank Vision Fund, Greylock Partners, and DNX Ventures at a valuation rumored to be over $1 billion.

Jamie Hodari On Raising $150 Million To Take On WeWork

Jamie Hodari is the Co-Founder and CEO of Industrious which is a premium workplace platform, blending five-star service and stunning design to provide an unparalleled workplace experience. The company has raised so far $150 million from investors such as Riverwood Capital or Fifth Wall. Prior to Industrious, Jamie was the CEO and Co-Founder of Kepler, a rapidly growing experimental university.

Doug Winter On Selling His First Startup For $90 Million And Then Building A Billion Dollar Business

Doug Winter is the co-founder and CEO at Seismic which offers a global sales and marketing enablement solution for improving close rates and delivering larger deals for sales. The company has raised $179 million at a valuation that is rumored to be $1 billion from investors like JMI Equity, General Atlantic, Jackson Square Ventures, Lightspeed, and T. Rowe Price. Prior to that, he co-founded Objectiva Software Solutions, a software outsourcing company that provides projects and products to help ISV’s and enterprise companies. The company was sold to EMC for $90 million.

Ray Reddy On Selling His Business To Google And Raising $120 Million For His Next Startup

Ray Reddy founded PushLife which was a mobile commerce platform for mobile operators. He sold the company to Google and after spending 4 years there he went on to launch his next company, Ritual. The company is a social ordering app that taps into networks of co-workers and colleagues for fast and easy pick up and pay at a wide variety of local restaurants and coffee shops. So far Ritual has raised $120 million from investors such as Greylock, Insight Partners, or Golden Ventures.

Henry Ward: 300 Investor Rejections And 1 Failed Startup Led To Build A $1 Billion Business

Henry Ward is the CEO and co-founder of Carta, which is a global ownership management platform that helps companies, investors, and employees manage their equity. The company has raised close to $150 million from investors like Meritech, Tribe Capital, Union Square Ventures, Spark Capital, and Menlo Ventures. Carta has a valuation that is rumored to be over $1 billion. 

Nick Green: From 50 Investor Rejections To $200 Million In Sales

Nick is the co-founder and CEO of Thrive Market, which is an online retailer with over 2,500 high-quality healthy foods, vitamins, home goods, and beauty supplies. Thrive Market is doing $200 million in sales and also raised $200 million from celebrity investors. Some of those investors are Demi Moore, John Legend, Deepak Chopra or Tony Robbins. On the VC side, they have investors like Greycroft,, and Kapor Capital.

Reggie Aggarwal: From $400,000 In Credit Card Debt To Selling His Business For $1.65 Billion

Reggie Aggarwal is the founder and CEO of Cvent which is an event management platform enabling planners to manage all aspects of an event. Reggie raised over $130 million for Cvent from investors like NEA or Insight Partners before doing an IPO in 2013. He ended up selling his business to Vista Equity Partners for $1.65 billion. 

Frank Poore On Selling His Billion Dollar Business 3 Times

Frank Poore is the founder and CEO of CommerceHub which is a cloud-based e-commerce merchandising, demand generation and order fulfillment platform for retailers and brands. Frank successfully built an industry-leading company that created 3 liquidity events for shareholders and employees – first through a sale to Liberty Media/QVC in 2006, second via public offering in 2016 (Nasdaq:CHUBK), and through a take-private sale of the company to GTCR and Sycamore Partners for $1.1 billion in 2018.

Jonah Goodhart: Selling To Oracle For $850 Million And Investing In Over 100 Startups

Jonah Goodhart is the CEO and co-founder of Moat, a New York–based analytics company focused on driving success for brand marketers and premium publishers. Moat raised $70 million from investors like First Round Capital, Founders Fund, Lerer Hippeau, Insight Partners, or Founder Collective to name a few. Moat was ultimately acquired by Oracle for a reported $850 million. Jonah was the founding investor and board member of Right Media (acquired by Yahoo for a reported $680 million), founding partner of WGI Group and co-founder of Jonah was also a member of Mayor Bloomberg’s Council on Technology and Innovation.

Jeff Raider On Founding Not One But Two Billion Dollar Companies With Warby Parker And Harry‘s

Jeff Raider is a serial entrepreneur. The first company he cofounded was Warby Parker which is a lifestyle brand that offers designer eyewear at a revolutionary price. With over 2,000 employees, the company has raised $300 million from top tier investors at what is rumored to be a valuation of almost $2 billion. Jeff is currently the cofounder and CEO at Harry‘s which allows users to buy razors, German engineered blades and shaving creams. The company employs over 1,000 people and has raised $375 million with a valuation of over $1 billion.

Ben Uretsky And Moisey Uretsky: From Humble Beginnings, These Two Russian Brothers Built A Billion Dollar Business In America

Ben and Moisey Uretsky are the cofounders of DigitalOcean which is the third largest hosting company in the world. They have today more than 500 employees and over $200 million in annual revenues. They have raised for their business $123 million at a valuation rumored to be over $1 billion. Some of the investors include Andreessen Horowitz, IA Ventures, or Trinity Capital to name a few.

Duke Rohlen On Selling 4 Companies For Over $1 Billion Following These 3 Steps

Duke Rohlen is a serial entrepreneur. He is the cofounder of FoxHollow Technologies (acquired by Ev3 for $780 million), CV Ingenuity (acquired by Covidien for $300 million), Spirox, Inc. (acquired by Entellus Medical for over $200 million), and EPIX Therapeutics (acquired by Medtronic for $350 million). His most recent company is Ajax Health which will source and provide operational and financial capabilities to a diversified portfolio of emerging medical device companies. The company has raised over $120 million from investors such as KKR.

Mohit Aron On Building A $6 Billion Business And Raising $400 Million For His Next Company

Mohit Aron was an early employee at Google. He is a serial entrepreneur and previously co-founder of Nutanix which is worth more than $6 billion today. Nutanix is a virtualized data center platform that provides disruptive datacenter infrastructure solutions for implementing enterprise-class. He is currently the co-founder and CEO of Cohesity which delivers the industry’s first hyperconverged secondary storage for backup, test/dev, file services, and analytic datasets. He has raised for Cohesity over $400 million from investors like Sequoia, Accel, Battery, Google Ventures, Foundation Capital, Trinity Ventures, Qualcomm, or SoftBank to name a few.

Gil Elbaz On Google Acquiring His Company And Turning It Into A $15 Billion Business

Gil Elbaz cofounded Applied Semantics which he sold to Google for over $100 Million. Applied Semantics was the creator of Adsense which Google turned into a $15 billion business representing 23% of its total revenue. Elbaz most recently founded Factual which provides accurate and comprehensive data on places and people worldwide. The company has raised over $100 million from investors like Andreessen Horowitz, Index Ventures, Felicis, Founder Collective, or Data Collective. 

Ned Tozun On Raising $100 Million To Provide Access To Power To 2.3 Billion People

Ned Tozun is the cofounder of D.light which is looking to serve the 2.3 billion people that doesn‘t have access to reliable electricity. The company has raised over $100 million from investors such as Omydiar Network, DFJ, or Garage Technology Ventures. The social enterprise has 1,000 employees and 3,000-5,000 commissioned agents, is generating about $100 million of revenue a year, and experiencing 40-50% growth annually.

Jyoti Bansal On Waiting 7 Years For His Green Card Before Selling His Business For $3.7 Billion

Jyoti Bansal is the cofounder and founding CEO of AppDynamics which develops application performance management (APM) solutions that deliver problem resolution for highly distributed applications.. He raised over $220 million from top tier investors such as Kleiner Perkins, Greylock, Battery Ventures, or Lightspeed. AppDynamics got acquired by Cisco for $3.7 billion. Jyoti went on to launch his own fund, Unusual Ventures, and his most recent company, Harness, which is a Continuous Delivery as-a-Service platform for engineering and DevOps teams to release applications into production.

Eswar Priyadarshan On Selling His Business To Steve Jobs For $275 Million And Learning One Critical Lesson About Success

Eswar Priyadarshan is a serial entrepreneur. He sold his first company, m-Qube, to Verisign for $275 million. His next company was Quattro Wireless which he sold to Steve Jobs himself also for $275 million. His most recent company is BotCentral which was recently acquired by LivePerson for an undisclosed amount. 

Cameron Chell On Being Once Homeless And Building A $100 Million Business

Cameron Chell has been an entrepreneur since age 14 and is currently the CEO of Business Instincts Group, a Venture Creation Firm with a focus on building high-tech startups. Cameron is the cofounder of Urthecast, Cold Bore Technologies, Slyce, Raptor Rig, Trace and Trax. Most recently, Cameron has served as an advisor to KodakCoin, one of the first compliant cryptocurrencies. 

Alexei Agratchev On Raising $200 Million To Address The Collapse Of Retail

Alexei Agratchev is the cofounder and CEO at RetailNext which enables retailers and manufacturers to collect, analyze, and visualize data about in-store customer engagement. The company has raised to date $200 million from investors such as Qualcomm Ventures, August Capital, American Express Ventures, or NGP Capital.

Daniel Ramot On Finding The Gap Left By Uber And Raising Over $450 Million

Daniel Ramot is the cofounder of Via which provides on-demand transit on a mass scale. The company has raised so far over $450 million from investors such as Pitango Venture Capital, Daimler, Kapor Capital, Hearst Ventures, or RiverPark Ventures. Daniel has a Ph.D in neuroscience from Stanford. Prior to Via, Ramot built supercomputers designed to discover new pharmaceutical drugs and developed avionic systems for F-15s and F-16s for the Israeli Air Force.

Rick Stollmeyer On Selling For $1.9 Billion The Company That He Created Out Of His Own Garage

Rick Stollmeyer co-founded MINDBODY in his garage in 2001. He raised over $100 million before leading the IPO for the company. Some or his investors include Bessemer Venture Partners, Institutional Venture Partners, or Catalyst Investors. The company was recently acquired by Vista Equity Partners in a $1.9 billion deal. 

Matt Salzberg On Creating A Billion Dollar Business By Selling Meal Kits

Matt Salzberg founded Blue Apron in 2011 and served as President & CEO for its first six years. After raising $200 million from the likes of Bessemer, First Round, or Stripes Group, Matt led Blue Apron’s $1.9 billion IPO and served as CEO until the company had approximately $910 million of trailing revenue and 5,000 employees. Matt is currently Blue Apron’s Executive Chairman, and serves on the company’s Board of Directors.

Alex Mashinsky On Achieving $3 Billion In Exits And Being One Of The Most Feared By Banks

Alex Mashinsky is on his eighth startup company, Celsius Network, which has already raised $50 million via an Initial Coin Offering (ICO). He’s also made around 120 VC investments himself, holds 34 patents, raised over a billion dollars for his companies, and has achieved at least over $3 billion in exits.

Henrique Dubugras On Creating A $1.1 Billion Company At 22 Years Old

Henrique Dubugras is the founder and CEO of Brex. The company is valued at over $1.1 billion and has raised over $220 million. Current investors include Peter Thiel, Max Levchin, DST Global, Ribbit Capital, Global Founders Capital, or Institutional Venture Partners to name a few. Prior to Brex, he cofounded The company got acquired in 2016. Before this he built an educational platform and a gaming company at age 12.

Robbie Cape: What This Former Microsoft Employee Is Doing With $86 Million To Change Lives

Robbie Cape is the cofounder of 98point6 which combines deep technology with the expertise of board-certified physicians to provide text-based primary care anytime, anywhere. The company has raised over $86 million. Prior to this Robbie founded Cozi (acquired by Time Inc.) which provided mobile and internet-based applications to help families stay organized. Robbie started initially at Microsoft where he worked for 12 years.

Guy Kawasaki: 3 Counter Intuitive Principles Learned From Working With Steve Jobs

Guy Kawasaki is the co-founder of, an online magazine that offers articles about popular topics. He is also a founding partner at Garage Technology Ventures and the chief evangelist of Canva, an online graphic design tool. Prior to that, he was the chief evangelist of Apple and an advisor to the Motorola business unit of Google. Kawasaki is the author of ten books, including Enchantment, Reality Check, The Art of the Start, Rules for Revolutionaries, How to Drive Your Competition Crazy, Selling the Dream, and The Macintosh Way.

Todd Olson On Raising $100 Million And Hiring 600 Employees Outside Of Major Tech Hubs

Todd Olson is the founder and CEO of Pendo, which is a product cloud creator for digital products and data-driven product teams with headquarters in Raleigh, North Carolina. The company has raised $108 million from top tier investors such as Battery Ventures, Spark Capital, Meritech Capital Partners, or Sapphire Ventures. Prior to Pendo, Todd started 6th Sense (acquired by Rally) and Cerebellum which raised $17 million in institutional capital only to shut down during the dotcom era.

David Klein: From Living In His Office For Years To Landing $4 Billion In Funding

David Klein is the CEO and CoFounder of CommonBond, a leading marketplace lender that lowers the cost of student loans for borrowers and provides financial returns to investors. The company has raised $4 billion to date. That is $130 million in equity and the rest in debt capital or lending capital. Investors include Social Capital, August Capital, Tribeca Venture Partners, Nyca Partners, etc. and also Vikram Pandit, the former CEO of Citigroup.

Jon Carder: From Running A Hot Dog Stand To Becoming A Millionaire At Age 27

Jon Carder is the founder of Mogl – a frictionless online to offline rewards program & Empyr – an online to offline ad platform. Mogl/Empyr has raised $50M from investors like Sigma Partners or Aequitas Capital. In college Jon founded eHeaven, an online e-commerce superstore that was purchased by BabyUniverse in 2002. Jon Carder then founded Client Shop, a website dedicated to finding consumers the lowest rates on home loans. ClientShop was sold to Internet Brands in 2006. Prior to Mogl, Jon Carder founded, an online local search engine which received $5M (series A) from Austin Ventures and operates out of La Jolla, CA.

Sam Yagan: From Startup Failure To Leading A $400M IPO That Transformed Online Dating

Sam Yagan is currently the CEO of ShopRunner which has raised over $100M from the likes of Alibaba Group or August Capital. Previously, he served as CEO of The Match Group and led it through a period of growth culminating in its initial $400M public offering. Yagan cofounded OkCupid in 2003 and it was acquired by Match Inc. for $90 million in 2011. Earlier, he founded SparkNotes, which he sold to Barnes & Noble Inc. SparkNotes transaction was reported to be $30M. Yagan cofounded Excelerate Labs (now TechStars Chicago), a startup accelerator, and founded Corazon Capital, an early stage fund.

Josh Abramson: Declining A $9 Million Acquisition At Age 18 And Building One Of The Most Trafficked Sites

Josh Abramson is the cofounder of Connected Ventures which was the parent company under which he cofounded CollegeHumor, Vimeo, and BustedTees. IAC purchased a majority stake in Connected Ventures for over $20 million. Josh Abramson is also the cofounder of the crowdsourced T-shirt design company TeePublic. TeePublic was acquired by RedBubble for over $41million cash.

Jon Stein: From Launching In An Economic Downturn To Managing $15 Billion

Jon Stein is the cofounder of online investment advisor Betterment. One of the first FinTech companies, and a startup that launched in the pit of the 2008 financial crisis. Betterment has landed $275 million in funding. Investors include Fabrice Grinda, FJ Labs, Andy Dunn, Menlo Ventures, and Bessemer, as well as large family offices with patient capital.

Eric Ryan: From Zero To $100 Million A Year In Sales Within 24 Months Of Launching

Eric Ryan has launched two very successful ventures. These are Method Products and Olly. Together they’ve already raised more than $34 million in funding. Method Products sold to SC Johnson. Olly has attracted some very high profile investors, and effectively went from zero to $100 million a year in sales within 24 months of launching.

Roger Dickey: From A Facebook Job Rejection To Raising $32 Million From Celebrity Investors

Roger Dickey is the founder of Gigster, a venture-backed start-up that gives clients a way to systematically outsource software development to a large network of freelance coders. Gigster has raised over $32 Million from high profile investors including Redpoint Ventures, Andreessen Horowtiz, Salesforce CEO Marc Benioff, former basketball player Michael Jordan, actor Ashton Kutcher, and “Super Angel” Ron Conway. The company has quickly become a Silicon Valley darling.

Eugenio Pace: Bouncing Back From Failed Startup To Raising $110 Million From Top VCs

Eugenio Pace is the cofounder of Auth0, a technology company that builds a suite of modern platforms for developers. The company has raised to date $110 Million from the likes of Bessemer Venture Partners,Trinity Ventures, Meritech Capital Partners, Sapphire Ventures, or K9 Ventures amongst other VC firms.

Anthemos Georgiades: One Lesson That Led To Raise $90 Million From The Top Venture Capital Firms

Anthemos Georgiades is the co-founder and CEO of Zumper, the largest startup in the rental industry. The company has raised $90 million from investors such as Andreessen Horowitz, Greylock, Kleiner Perkins, NEA, Blackstone, and now Marcus & Millichap and Axel Springer.

Martin Rawls-Meehan On Bootstrapping His Startup From Zero To Over $100 Million In Revenue

Martin Rawls-Meehan is the cofounder and CEO at Reverie. He has taken a different route to generating $100 million in revenue a year with over 150 employees. He has proven that building a profitable company can still lead to becoming a sizable enterprise without the need of taking outside capital. One which can give you even more control over your startup and its ability to live out your vision. In our exclusive conversation he revealed some of his own startup bootstrapping hacks, hurdles you can face, and when it might be better to take that VC money, or not.

Heini Zachariassen On Raising Over $55 Million To Disrupt A 6,000 Year Old Industry

Heini Zachariassen is the founder behind Vivino. He has raised for the company over $55 million to date. The app now has 33 million users, looking up around 2 million wines every single day, and is attracting 20,000 new users per day. On a recent episode of the DealMakers Podcast, Heini graced us with his presence, told us what he is drinking now, and had fun debating some of the big questions startup founders are juggling today

Julie Clark On Investing $15,000 In Her Startup And Selling It For $25 Million

Julie Clark is the founder of the Baby Einstein brand. A company she built from scratch, to being bought by Disney for $25M, and becoming a $300M a year phenomenon. In our exclusive interview on the DealMakers Podcast Julie also revealed some unconventional beginnings of this household brand in the eyes of many of today’s founders. Yet, which are clearly recognizable common threads that are shared with some of the biggest tech companies, like Facebook and Microsoft.