Listen to insights on how conversational messaging is changing the way businesses and their customers engage. Join Gupshup CEO Beerud Sheth with an array of guests for conversations about conversations
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B2B a CEO is the show about how to scale your enterprise startup and how to grow from founder to CEO. Hosted by Ashu Garg, general partner at Foundation Capital. Subscribe to the newsletter here: https://ashugarg.substack.com/
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Candid conversations with people building the future. We discuss breakthrough moments and hard-earned insights that shaped people, products and technologies. Hosted by Ashish Kundra and Zane Salim.
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1
How to Build a Company Around Cutting-Edge AI (Srinath Sridhar, Founder of Regie.ai)
32:44
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In this episode, I talk with Srinath Sridhar, CEO & Cofounder of Regie.ai, who has always been ahead of the AI curve. Sri and his co-founder Matt Millen started Regie.ai in 2019 with the idea that GPT-3 would transform how all of us write emails. Today, Regie uses AI to automate sales prospecting for the enterprise. The company's Auto-Pilot automat…
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1
How to Build a Multi-Billion-Dollar Software Business (Mohit Aron, Founder of Cohesity)
1:07:59
1:07:59
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In this episode, I'm excited to welcome Mohit Aron back to B2BaCEO for the second time. As the founder of Cohesity and co-founder of Nutanix, Mohit is a titan in the world of enterprise GTM and infrastructure software. With two wildly successful companies under his belt, he's a true expert when it comes to building enterprise software businesses fr…
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How to Grow from Ph.D. to Two-Time Startup CEO (Sanjit Biswas, Co-Founder & CEO of Samsara)
58:56
58:56
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My guest today is Sanjit Biswas, the co-founder and CEO of Samsara, a platform that helps companies digitize their physical operations. In 2023, Samsara reached $1 billion in ARR, making it one of the fastest startups in history to hit this milestone. But this wasn't Sanjit's first major success. Before starting Samsara, Sanjit left his Ph.D at MIT…
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1
How to Win Your First Enterprise Customer (Doug Winter, Founder and CEO at Seismic)
51:13
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My guest today is Doug Winter, the founder and CEO of Seismic, a leading enterprise sales enablement platform. Today, Seismic has a team of 1,500 people and nearly $400 million in recurring revenue.We start the conversation with Doug explaining what sales enablement actually means. From there, we turn to the early days of Seismic and unpack Doug’s …
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EP42: Evaluating and accelerating talent with Ali Partovi, Founder/CEO of Neo; and investor in Facebook, Airbnb, Uber, and more
52:47
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In this episode we talk with Ali Partovi about lessons learned identifying, evaluating and accelerating talent across a long and storied career in Silicon Valley. We talk about his founder experience, great investments he's made, and his new accelerator Neo (which is something like YC 2.0). You can learn more about Neo here, and follow Ali to on Tw…
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1
How to Shape the Future of AI (Naveen Rao, VP of Generative AI at Databricks)
1:03:17
1:03:17
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My guest this month is Naveen Rao, the co-founder of MosaicML and current head of Generative AI at Databricks.Naveen's journey is unique, as it echoes the evolution of AI itself. He’s best known for founding and selling two successful companies. The first, Nervana, an AI-focused chip company, was acquired by Intel for $400 million in 2016. The seco…
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How to Power the AI Boom (Robert Nishihara, Co-Founder & CEO of Anyscale)
45:36
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In this episode of B2BaCEO, I speak with Robert Nishihara, co-founder and CEO of Anyscale. Anyscale’s aspiration is to build the fastest, most cost-efficient infrastructure for running LLMs and AI workloads. When it is successful, Anyscale will be to the AI era what Microsoft was for the PC era: the underlying operating system on which all AI appli…
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How to Build, Scale, and Sell a Startup (Tracy Young, Co-Founder of TigerEye & PlanGrid)
48:18
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My guest this month is Tracy Young, the co-founder and former CEO of PlanGrid, a productivity tool for construction companies. From going through YC and losing a co-founder to cancer, to being acquired by Autodesk for $875 million, Tracy has picked up many valuable lessons that other founders and CEOs can learn from.Our conversation unpacks these l…
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EP41: Bootstrapping Boast.ai to $10M ARR with No Marketing Team with Lloyed Lobo
1:14:05
1:14:05
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By Ashish Kundra and Zane Salim
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EP40: AI as the next platform shift and investing in emerging technologies, with Elad Gil entrepreneur and investor
48:10
48:10
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By Ashish Kundra and Zane Salim
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EP39: Lessons learned bootstrapping SwagUp to $100M+ in revenue with founder and CEO Michael Martocci
52:58
52:58
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Michael Martocci is the Founder and CEO of SwagUp, a platform that makes it easy to create, automate and distribute swag globally. In this episode we talk about: Lessons learned bootstrapping SwagUp to over $100M in revenue Advice on managing cash flow and how Michael approached forecasting Michael's vision and SwagUp's unique position to reimagine…
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How to Deploy AI in Your Company (Matei Zaharia, CTO & Co-Founder of Databricks)
39:47
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If you’re not hardcore about AI, then stop the podcast now — because this episode for real technology nerds. Ashu’s guest is Matei Zaharia, CTO and cofounder of Databricks, and a professor of computer science at Stanford University. Ashu and Matei cover a lot of ground — most of it technical, all of it very relevant for anyone who’s serious about b…
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How to Capture the AI Moment (Bobby Yerramilli-Rao, Chief Strategy Officer at Microsoft)
47:11
47:11
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As everyone listening to this podcast knows, the release of ChatGPT last November ushered in a new age of AI and catalyzed a wave of AI startups. For this episode of B2BaCEO, Ashu goes deep on AI with Bobby Yerramilli-Rao, former serial entrepreneur and investor, and current Chief Strategy Officer at Microsoft. Ashu picks Bobby’s brain on what sect…
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EP38: Michael Stoppelman, former SVP Engineering at Yelp and investor in 300+ companies, on building world class engineering teams and lessons learned scaling Yelp from 6 to 600 engineers
47:14
47:14
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Michael Stoppelman is the former SVP of Engineering at Yelp and profilic angel investor in 300+ startups. In early 2007, he left Google to join Yelp, and helped scale Yelp Engineering from 6 to 600 engineers. In this conversation we talked about Michael's lessons learnt building and scaling a world class engineering team- from hiring to motivating …
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EP37: Building and funding enduring fintech companies, with Cameron Peake, Partner at Restive (fintech VC) and founder of early SMB neobank Azlo (almost $1B deposits)
50:01
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Cameron Peake is a Partner at Restive Ventures, an early stage fintech focused VC fund. Previously Cameron was co-founder and CEO of Azlo, a company that provided online banking services for small businesses, entrepreneurs, and freelancers, and quickly grew to almost $1B in deposits. Cameron understands fintech from multiple vantage points: buildin…
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EP36: Semil Shah (founder Haystack, early investor in DoorDash, Instacart, Figma) on the current fundraising market and building intuition to pick winners early
38:41
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Semil is the founder and GP at Haystack, an early-stage VC firm with $450M+ AUM. He’s an investor in 200+ companies including DoorDash, Instacart, Hashicorp, Figma and more. In this conversation we discuss the current funding environment, Semil's approach to venture capital and making early investments, and his advice for founders starting a compan…
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EP35: Beerud Sheth, founder of Upwork ($1.5B public co) and Gupshup ($1.4B unicorn), on the resilience and grit needed to build two generational companies
56:09
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Beerud Sheth in a rare founder who’s started not one, but two unicorns — UpWork and Gupshup. He’s seen a lot of pivotal moments in SV history — having started Upwork in 1998 before the dot com bubble, and Gupshup in 2005, three years before the GFC. Today, Upwork is a publicly traded company valued at $1.5B and Gupshup is a unicorn, last valued at …
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EP34: Finding product-market fit and blitzscaling a healthcare marketplace 25x in 18 months, with Wei Deng, CEO/Founder Clipboard Health ($1.3B)
43:19
43:19
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Wei is the founder of Clipboard Health. Clipboard Health makes it really easy for nurses to search for jobs based on what they're qualified for and what they care about, and apply with one click. Over the last few years, Clipboard has have experienced rapid growth and become the leading marketplace for healthcare profesional to find on-demand shift…
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EP33: Building and scaling network-based enterprise businesses with James McGillicuddy, former Head of Strategy at Carta ($7.4B) and COO SourceGraph ($2.6B)
42:49
42:49
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In this conversation, we speak with James McGillicuddy. James was previously Head of Strategy at Carta ($7.4B valuation) where he brought products like CartaX to market, and before that was the COO and early team member of SourceGraph — a universal code search tool company valued at $2.6B. He was also early at RelateIQ (acquired by Salesforce for $…
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1
How to Grow in a Bear Market (Beerud Sheth, Co-Founder & CEO of Gupshup)
27:18
27:18
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Beerud Sheth is the Co-Founder and CEO of Gupshup, a leading platform for cloud messaging. Prior to that he was the cofounder of what is now Upwork, a pioneer of online freelancing and remote work. Beerud took the slow and steady pace to winning the race, building two unicorns over 25 years. On the show, he and Ashu draw from Beerud’s depth of expe…
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EP32: Building and launching cross-chain crypto infrastructure, with Bryan Pellegrino, founder/CEO of Layer Zero ($140M Series A)
54:09
54:09
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Bryan is the founder of LayerZero Labs, which is an omnichain interoperability protocol that unites decentralized applications across disparate blockchains, enabling cross-chain applications. LayerZero Labs is building foundational crypto infrastructure. Since being founded in 2021, the company has raised over $140M from top investors including Seq…
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EP31: Kunal Shah on building breakout consumer internet products, founding Cred ($6.4B) and Freecharge ($450M exit), and angel investing in 200+ Indian startups
51:57
51:57
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Kunal Shah is a serial entrepreneur and founder of two iconic Indian companies -- CRED and Freecharge. CRED is an Indian consumer fintech that is valued at over $6.4B, and Freecharge was one of the earliest Indian fintechs that sold to Snapdeal in 2015 for $450M. Kunal has an unmatched track record not just as a founder, but also as an investor and…
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EP30: Building web3 email, drive and docs with a privacy-first and decentralized approach, with Andrew Milich, founder of Skiff ($10M Series A led by Sequoia)
43:53
43:53
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Andrew is the founder of Skiff, which is a privacy-first, end-to-end encrypted, wallet native workspace with email, file sharing, and collaboration. Skiff has hundreds of thousands of users and is part of a broader trend towards privacy-first and decentralization. Skiff is backed by Sequoia Capital who led their seed and Series A. In this conversat…
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How to Build a Hundred Billion Dollar Company (Jonathan Siddharth, Co-Founder & CEO of Turing)
42:00
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Jonathan Siddharth is cofounder and CEO of Turing, the platform that helps companies source, vet, match, and manage the world's best software developers remotely. Jonathan started Turing in Foundation Capital’s offices four years ago and he’s since grown it into a $4B company. On this episode of B2BaCEO, Ashu gets him to talk about how he did it: f…
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1
How to Build an Organization (Alex Bouaziz, Co-Founder & CEO of Deel)
29:14
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Alex Bouaziz is the guest for this edition of the show. He is the Co-founder and CEO of Deel, a global payroll solution that helps businesses hire anyone, anywhere. Founded in 2019, Alex and his team have grown the company into a unicorn with almost a thousand employees in just three short years!In this conversation, he opens up about the thrills a…
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EP29: Keith Rabois on navigating the downturn, developing good judgement, and building an iconic company
35:20
35:20
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Keith is a Silicon Valley legend— an accomplished operator, founder, and investor. He started his career as an early executive at PayPal, LinkedIn and Square, before going on to co-found companies like OpenDoor (which IPO’d in 2020) and OpenStore. He’s currently a General Partner at Founders Fund and Co-Founder/CEO of OpenStore. Along the way, he’s…
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1
How to Be a SaaS Wunderkind (Christian Owens, Founder & CEO of Paddle)
1:06:22
1:06:22
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On this episode, Ashu is coming to you from London, where he’s spending the summer. His guest is Christian Owens, founder and CEO of Paddle, a B2B payments infrastructure platform. Christian is a fascinating fellow. He dropped out of high school at 16 to run his first software company, which he scaled to $5 million in revenue — not a bad lemonade s…
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EP28: Building an open source powered product and company, with AppSmith Co-Founder/CEO Abhishek Nayak
41:04
41:04
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Abhishek is the co-founder and CEO of AppSmith, which is a low-code tool that helps developers build dashboards and admin panels very quickly. AppSmith has raised over $50M from investors like Accel, Bessemer, Insight and Prasanna Sankar (previously on the pod!). In this conversation we primarily explore how Abhishek is building AppSmith with the o…
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EP27: Building crypto products for mainstream users, with CoinList Co-Founder and Eco Co-Founder/CEO Andy Bromberg
49:48
49:48
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Andy is a serial entrepreneur and CEO of Eco a new kind of wallet to spend, send and save money. It combines traditional banking rails with crypto rails to deliver a new kind of experience that creates more value for customers in an easy to access way. Before Eco Andy was a co-founder at CoinList which is another very successful crypto project. In …
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How to Hire People Better Than Yourself (Ashutosh Garg, Founder & CEO of Eightfold)
26:26
26:26
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On this episode, it’s Ashu Garg vs. Ashu Garg. Our guest is his good friend Ashu Garg, who also goes by Ashutosh. Ashutosh is the founder and CEO of Eightfold, an AI-powered talent-acquisition and -management platform, where our Ashu is a board member and early investor in the company. In this conversation, the two Ashus trace Eightfold’s not-alway…
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EP26: Reimagining healthcare from first principles, with Forward Founder/CEO Adrian Aoun
44:55
44:55
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Adrian is a serial entrepreneur and currently Founder/CEO of Forward. Forward is a healthcare startup that provides a membership-based healthcare system. Forward is redesigning the way healthcare is delivered using cutting edge technology that has long been neglected such as sensors, mobile, and AI. Before Forward Adrian founded AI startup Wavii wh…
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1
Episode 021: Create relationships and conversations with customers, through compassion
19:31
19:31
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In today’s episode of the Conversational Messaging Podcast, we spoke to Nidhi S Mittal, who is the head of marketing at JioSaavn, and Srinivas Vijayaraghavan, who’s the VP of marketing at Gupshup. In this insightful conversation, Nidhi spoke about what drives her love for marketing, and how she approaches communication with consumers. She walked us…
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EP25: Founding and scaling a logistics unicorn, with ShipBob Co-Founder/CEO Dhruv Saxena
40:26
40:26
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Dhruv is the Co-Founder/CEO of ShipBob, the leading global omni-fulfillment platform designed to provide small and medium-sized businesses access to best-in-class supply chain and fulfillment capabilities. Dhruv started ShipBob in his Chicago apartment in 2014, and has scaled it today to over 7,000 e-commerce brands, with fulfillment centers around…
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EP24: Market landscape and opportunities in the Indian software ecosystem, with Nikhil Sachdev, Managing Director at Insight Partners focused on software, fintech and crypto
32:42
32:42
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Nikhil is a managing director at Insight Partners, where he invests in software, fintech, and crypto companies. In this conversation we talk about the recent market corrections, investment landscape in the Indian startup ecosystem, and some of the opportunity areas Nikhil is most excited about across software/SaaS, fintech and crypto. In this episo…
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Episode 020: How FloCareer mastered the art of customer experience at scale
18:09
18:09
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In today’s episode of the Conversational Messaging Podcast, we spoke to Mehul Bhatt, who’s the CEO and cofounder of FloCareer, and Srinivas Vijayaraghavan, who’s the VP of marketing at Gupshup. In this insightful conversation, Mehul walks us through how FloCareer helps businesses secure top-tier talents by working with several stakeholders like the…
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EP23: Building in public and the future of AI powered creative tools, with Paul Yacoubian, founder/CEO of Copy.AI
40:01
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Paul Yacoubian is the founder/CEO of Copy.AI. CopyAI is building AI-powered tools that help users automatically generate marketing copy in seconds, and has over 1M registered users. Paul is an extremely positive and inspiring presence on twitter and has mastered the art of building in public. In this conversation we talk about Copy.AI, Paul’s appro…
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EP22: Lessons from building world class teams at Carta and DoorDash, with Nolan Church, founder/CEO of Continuum, ex-Chief People Officer at Carta, ex-Head of Talent at DoorDash
1:06:55
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Nolan is one of the best HR leaders in the world for high growth startups. He’s currently the Founder/CEO at Continuum, which is a talent marketplace that helps startups hire the best people for key functional needs, and helps executives work with multiple companies at once. Before that he was the Chief People Officer at Carta helping it grow to a …
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EP21: Building and growing a community of over 15M Indian women, with Sairee Chahal, founder/CEO of Sheroes and Mahila Money
32:02
32:02
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Sairee is a serial entrepreneur and Founder/CEO or Sheroes. Sheroes is a social network with over 15M women. It helps empower them with a broad set of tools, community, jobs, entrepreneurial opportunities and financial services. It’s profitable and has quickly grown to several million in top line revenue. Sairee is also the founder of Mahila Money …
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Episode 019: How CredR integrates the offline and online user experience seamlessly
28:57
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In today’s episode of the Conversational Messaging Podcast, we spoke to Vitasta Kaul, who’s the director of brand marketing at CredR, and Srinivas Vijayaraghavan, who’s the VP of Marketing at Gupshup. In this insightful conversation, Vitasta walked us through the various ways in which CredR seamlessly integrates their offline shopping experience to…
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How to Sell Software (Yamini Rangan, CEO of HubSpot)
36:55
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On this episode, Ashu’s guest is Yamini Rangan, the CEO of HubSpot. The tagline of the B2BaCEO podcast is “from engineer to CEO,” and that’s exactly the path that Yamini took. She started out as an engineer, then moved to sales, and then eventually to running go-to-market operations as an executive. Less than a year ago, Yamini became the CEO of Hu…
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EP20: DeFi and Yield Farming deep dive, with Kedric Van de Carr, serial entrepreneur, DeFi investor and co-founder of DeFi Masterclass
43:52
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Kedric is a serial entrepreneur who co-founded and teaches the DeFi Masterclass, a hands-on workshop that has helped 100s onboard into the world of DeFi, learn how to research crypto opportunities, and make a passive income. Before DeFi masterclass Kedric was co-founder of Unblockable which builds crypto and NFT/sports prediction games. He also co-…
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Episode 018: How Tata 1MG uses chatbots to optimize their customer experience
32:27
32:27
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In today’s episode of the Conversational Messaging Podcast, we spoke to Priyang Agarwal, who’s the director of brand marketing at Tata 1MG, and Srinivas Vijayaraghavan, who’s the VP of Marketing at Gupshup. In this insightful conversation, Priyang walked us through the various touchpoints in which Tata 1mg connects with their customers, and walks u…
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EP19: Building and scaling nationwide virtual primary care, with Sean Mehra, founder and CEO of HealthTap
50:59
50:59
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Sean is founder and CEO of HealthTap which makes primary care affordable and easy to access for all Americans. In this episode we discuss: HealthTap’s virtual primary care clinic Affordable solution for all Americans regardless of whether they have insurance How it works from user experience to business model Types of conditions and issues that can…
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How to Be a One-Man C-Suite (Nikesh Arora, CEO of Palo Alto Networks)
48:34
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Nikesh Arora began his career at Fidelity Technologies, where he served as VP Finance. He then went onto T-Mobile, where he was CMO and then in 2004 joined Google, initially running Europe and was ultimately the Chief Business Officer of the company before he left in 2014. He was then president and COO of Softbank Corp before becoming CEO of Palo A…
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Episode 017: How to Create and Manage Complex Chatbot Scenarios
27:33
27:33
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In today’s episode of the Conversational Messaging Podcast, we spoke to Ashish Bajaj, who’s the Head of Marketing at Medibuddy, and Srinivas Vijayaraghavan, who’s the VP of Marketing at Gupshup. In this insightful conversation, Ashish walked us through the comprehensive chatbot flows that his team have to manage at Medibuddy. Medibuddy is India’s l…
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EP18: Building customer obsessed products and culture, with Mari Baker, Silicon Valley veteran who was one of the first 30 employees and SVP at Intuit
1:19:29
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Mari has held a variety of incredible roles in Silicon Valley as a product veteran, company builder, and now board member. Mari started her career in startups. She was one of the first 30 people at Intuit and helped grow the company grow over 10 years into a public company with thousands of employees. At Intuit, Mari went from being a Product Manag…
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EP17: Building remote controlled mobile vending machines, with Dmitry Shevelenko, who was early FB, Linkedin and Uber, before founding Tortoise
51:46
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Dmitry is the founder of Tortoise ($11m raised), which is building remote-controlled mobile vending machines, which are the world’s first “smart stores”. It takes less than 15 seconds to complete a transaction with frictionless tap-to-pay user experience and Tortoise is piloting these robots in at least a dozen cities around the world. In this epis…
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Episode 016: How to humanize and personalize your chatbot interactions
22:10
22:10
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In today’s episode of the Conversational Messaging Podcast, we spoke to Rumi Ambastha, who’s the Director of brand marketing at The Man Company, and Srinivas Vijayaraghavan, who’s the VP of Marketing at Gupshup. In this insightful conversation, Rumi walked us through how her and her team at The Man Company humanize, personalize and optimize their c…
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Episode 015: How to build and scale a great story
27:16
27:16
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27:16
In today’s episode of the Conversational Messaging Podcast, we spoke to Rapti Gupta, who’s the director of brand marketing at Instamojo, and Srinivas Vijayaraghavan, who’s the VP of Marketing at Gupshup. The conversation centered around two major points. The first was how to build messaging campaigns and stories that resonate with audiences, and th…
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How to Lead With Gusto (Josh Reeves, Co-Founder & CEO of Gusto)
48:24
48:24
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48:24
On this episode, Ashu interviews Josh Reeves, founder and CEO of Gusto, which is reimagining payroll, benefits, and HR for modern companies. Josh joins Ashu to celebrate Gusto’s 10th anniversary.Josh explains Gusto’s atypical focus on building for “durability and accountability,” as against the usual Silicon Valley dogma of grow fast or die. He wal…
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