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High Stakes
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High Stakes

Author: Paige Soya

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Join seasoned investors and successful start-up founders as they weigh in on topics and trends currently dominating the venture capital space. Each episode brings together a founder and an investor to provoke a deepened understanding of the topic at hand. If you want to learn about how early-stage venture capital investing works, this show is for you.
62 Episodes
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This episode is about AI’s impacts on the travel industry as well as VC term sheet trends and how recent events/economic events (SVB, inflation, interest rates, public markets, etc.) have impacted terms. We’ll do some education on term sheets and various deal structures (SAFEs, convertible notes, and priced rounds), focusing on control terms, economic terms, and the expected future direction of valuation multiples. You’ll hear from one recently exited founder/CEO and one investor in the travel industry.
This episode is about what makes a great founder and how investors evaluate founders and founding teams. We will discuss early indicators of a strong founder, the personality traits, perspectives, and abilities of strong founders, as well as how to evaluate and diligence a founder, red flags, and anecdotes from times when we read the signs right and wrong.
This episode is about how VC investors evaluate cash flow & tips for when and how founders should make cuts in the current cash crunch environment. We will discuss burn, runway, RIFs, revenue reinvention and how to remain “default alive” from 2 founder/CEOs who have been through it and survived. We’ll also briefly discuss the impacts of SVB’s collapse on access to venture capital and debt.
This episode is a deeper dive into the latest developments of SVB & how they impact the VC ecosystem, access to capital, regulatory policy, and the future of how the banking world operates. We will also talk about how risk is getting repriced, the major transition away from easy money, why that’s a good thing, and what to watch out for from a fintech VC investor and a 2x founder/CEO.
This episode is about the venture-backed mediatech space: Upcoming trends, today’s most scalable business models, the impacts of changing advertising regulation, and how these companies are using AI. We’ll also talk about how to employ mediatech in your own businesses from 2 experienced early-stage investors and one venture-backed mediatech CEO/founder.
This episode is about trends in digital credentialing, cyber security, and Web3 that are making headways in public-private sector pilots, projects, and operational business models. We will discuss federal, state, and provincial government policy, standards, legislation, and initiatives. We will also discuss the public benefit component of venture-backed investment in interoperable digital credentialing through commercial open-source software and open standards communities. Learn from 2 investor/founder/CEOs who are currently living and breathing these topics as leaders of a startup that is a leading developer of trusted digital ecosystems.
This episode will cover the latest trends VCs need to know about how technology and regulatory changes will impact our ability to effectively communicate and influence. Think digital advertising, stakeholder decision making, company alignment, engagement, and productivity. We’ll dig in on two of the latest digital platforms taking advantage of these changes (AxiosHQ & Applecart) directly from their founder/CEOs.
This episode is about how, when, why, and who to raise VC money from in 2023. With the explosion and confusion around AI technology enhancements, and the devastation of VC bank failures like SVB, First Republic – Many investors are sitting on the sidelines and the fundraising environment has changed materially. We’ll talk about how investors are navigating this, how founders should approach their fundraises, and tips for breaking through with a successful deal. Hear from 2 founder/CEOs with recent exits under their belts who have sat on both sides of the table as an investor and a founder.
The vast capabilities of AI have changed the landscape of how technology is developed in behavioral science and edtech. We’ll discuss AI's influence on chatbots, and how this technology can improve outcomes for students. We’ll talk about how founders and investors in the edtech world are navigating this, how AI has changed in the recent past, and where it may be headed. Hear from 2 founder/CEOs with VC backed growth stage tech experience in behavioral science and edtech, one of whom has sat on both sides of the table as an investor and a founder.
This episode is about the US Economic Development Administration’srecent release of the new $10B regional tech hubs program, an initiative born out of the CHIPS and Science Act, to create 10 tech hubs in US cities over the next 5 years. We talk about what the program is, how it works, what this means for the existing US tech industry and venture capital, and how cities and companies can benefit from the program. The discussion will include Blake Hall, the CEO/Founder of our portfolio company, ID.me, and his take on a potential cybersecurity hub; George Hornedo, one of our investors, who has been heavily involved in educating states and cities across the country about the program; and David Yarkin, the CEO/founder of our portfolio company, Procurated.
This episode brings together founders and investors in climate fintech, a rising star in the venture capital ecosystem which operates at the intersection of climate, finance, and technology. Featured in this episode are guests Zach Axelrod, a K Street investorand founder/CEO at Redball Energy; and Ravi Mikkelsen, co-founder at Atmos, a K Street portfolio company. Zach and Ravi share their founder stories, explain the missions and visions that drive their ventures and investments, discuss exactly what climate fintech encompasses, get into some of the tailwinds of the Inflation Reduction Act of 2022 and discuss why the financial services sector cares about climate now, in 2023.
This episode dives into the topic of generative AI regulation. Featured in this episode are guests Jason Oxman, President and CEO of the Information Technology Industry Council (ITI) and K Street Capital investor; and AdamBoskovich, founder and CEO of WowYow, a K Street Capital portfolio company. Jason, Adam, and host Paige Soya discuss the impact of generative AI on VCs and startups, then go over the current landscape of generative AI policy initiatives, and also get into what investors and founders need to know when it comes to AI regulation.
This episode explores the groundbreaking technologies of NFTs, Blockchain, and Web3. Featured in this episode are our expert guests Chris Brummer, law professor at Georgetown University; Robby Greenfield, CEO at Umoja Labs, a K Street portfolio company; and Amanda Wick, CEO at the Association for Women In Cryptocurrency and KSC member. Listen in as Chris, Robby, Amanda, and host Paige Soya demystify complex concepts; highlight how NFTs, Blockchain, and Web3 are shaping investment avenues and pivoting business strategies; and provide key insights for both newcomers and enthusiasts.
This episode explores property technology (proptech) solutions for decarbonization in commercial real estate. Featured in this episode are three industry experts from the K Street ecosystem: Aaron Block, Founder and CEO of Allumia, a K Street Capitalportfolio company; Alan Cohn, a K Street Capital investor, and Rich Thometz, also a K Street Capital investor. Join us as we delve into the latest technology advancements and practices that can help reduce carbon emissions in the real estate sector. 
This episode focuses on future technologies for capturing attention and building relationships, with insights from two industry leaders from the K Street ecosystem: Sara Fagen, founder and CEO at Tunnl and K Street Capital investor; and Michael Barnett, CEO at InGo, a K Street Capital portfolio company. The conversation emphasizes the essential role of technology in capturing attention and creating authentic connections in today's digital world. This episode offers a comprehensive look at the event tech domain, bridging innovation and VC.
Are Startups Dying?

Are Startups Dying?

2023-09-2220:36

This episode addresses a question that we’ve seen come up in popular media lately: Are startups dying and VCs backing away? To help answer this question are two members of the K Street Capital team, Nick Duafala, Principal, and James Culver, Associate. In their conversation, Paige, Nick, and James reflect on K Street Capital's unique investment philosophies and share insights from their firsthand experiences. Listeners will gain insights into whether startups are in fact facing challenges and if VC firms are becoming more cautious in their investments. 
In this episode of High Stakes, seasoned investors Ed Ingle and Jonah Seiger join Selena Strandberg, founder of "The Know", to delve deep into the realm of real-time employee sentiment analysis. As they weave through the intricate tapestry of venture capital, they shed light on the pivotal role such tools play for C-Suites, VCs, and startups. The discussion offers invaluable insights for both budding founders and astute investors. A must-listen for those eager to grasp the pulse of modern VC trends and the tech shaping them.
In this episode of High Stakes, Paige Soya sits with Climate Tech pioneers Logan Soya and Kiran Bhatraju of Arcadia. Dive into an enlightening discussion about the confluence of Climate Tech and VC. Explore the intricacies of atoms vs bits investing and the burgeoning world of Climate Fintech. Discover the concept of transforming buildings into power plants and dissect the rise of SPACs in the sector. As both seasoned investors and groundbreaking founders, Kiran and Logan offer a unique dual-perspective on the challenges and opportunities of the current exit landscape. Tune in for a conversation packed with insights, trends, and expert advice.
In this episode, we dive into the do's and dont's founders should know while fundraising. To help dig into this topic are two members of the K Street Capital team, Nick Duafala, Principal, and James Culver, Associate. Tune in to gain the knowledge and strategies that can make a real difference in your startup's fundraising efforts. Whether you're a seasoned entrepreneur or just starting your journey, this episode provides essential guidance from the experts at K Street Capital.
Join us in the final episode of Season 1 of High Stakes as we delve into the vibrant world of Consumer Marketing and GTM strategies. Hear firsthand insights from Shizu Okusa, the visionary behind Apothekary's wellness journey; and Sahil Rahman, the co-founder of Rasa, who's charting new territories in the restaurant industry. Together with host, Paige Soya, they'll shed light on the challenges, innovations, and foresights of today's dynamic venture landscape. 
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