High Stakes

Paige Soya

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.

  1. Fundraising from VCs: Game Changing Insider Tips | Basel Fakhoury

    第 1 集

    Fundraising from VCs: Game Changing Insider Tips | Basel Fakhoury

    What would you do if you spent two years working relentlessly on a startup idea only to realize no one wants it? That’s exactly what happened to Basel Fakhoury before he and his co-founders scrapped their first business and pivoted to User Interviews, a platform that has now raised $45 million in venture capital. In this episode of High Stakes, Paige Soya sits down with Basel to break down what it really takes to raise money from VCs, from navigating rejections to mastering the fundraising narrative. They cover the art of building investor relationships (spoiler alert: it’s a long game!), the must-have data points and deal terms that can make or break a pitch, why a strong financial story matters just as much as traction, and how User Interviews transitioned from a scrappy Craigslist hustle to a SaaS powerhouse. Plus, Basel shares the biggest mistake he made as a founder and the fundraising strategy that changed everything. Key Points From This Episode: • Focusing on things you can control: what it takes to raise venture capital. • What investors actually look for and how to make it easier for them to say yes. • The psychology behind a VC’s biggest fear (and how to leverage it). • Why warm introductions and investor networks are crucial. • Reasons that transparency and consistency are key in VC due diligence. • Red flags that make term sheets a dealbreaker for founders and funders. • One thing that VCs really want to know: can you do it again? Links Mentioned in Today’s Episode: User Interviews Basel Fakhoury on LinkedIn Basel Fakhoury on X Entrepreneurs Roundtable Accelerator (ERA) The Lean Startup Paige Soya K Street Capital K Street Capital on YouTube

    43 分钟
  2. How Government Policy Shapes VC-Backed Startups: Lessons from Softbank | Bruce Andrews

    第 2 集

    How Government Policy Shapes VC-Backed Startups: Lessons from Softbank | Bruce Andrews

    When choosing to invest in a company, there are a lot of elements for VCs to consider—and government policy is no exception. Today on High Stakes, we explore the role of government policy in venture capital and its impact on the industry. Joining Paige Soya to break it all down is Bruce Andrews, who has spent the last 30+ years at the intersection of business, public policy, and politics. Over his career, he’s occupied a range of consequential roles, both in government and commerce, from Deputy Secretary of the US Department of Commerce to Vice President for Global Public Policy at SoftBank. Bruce unpacks the ways government policies affect VCs, how a change in administration can impact startups, and what companies should do to prepare. He sheds light on his time at SoftBank and what it taught him about the VC industry before expanding on how the company helped startups by giving them access to government affairs experts. We also hear Bruce’s reflections on failure and success, his advice to listeners, and more. Join us for a fascinating exploration of government policy and its impact on the industry of venture capital! Key Points From This Episode: Bruce’s background in government and commerce and his time at SoftBank.How American policies compare with regulatory approaches in other countries, like China.Challenges SoftBank successfully navigated when working with the US government.Predictions for the new administration: potential regulatory changes and their effects.How SoftBank helped companies by giving them access to a government affairs team.What Bruce considers his biggest failure in the VC industry and what he learned from it.Final thoughts from Bruce and the best advice he has ever gotten: “Be nice to everyone.” Links Mentioned in Today’s Episode: Bruce Andrews on LinkedInSoftBank GroupGambling Man'Blackstone’s Byron Wien Discusses Lessons Learned in His First 80 Years'Stay at Risk and Live Forever: Lessons from a Life of Curiosity, Grit, and ReinventionPaige Soya on LinkedInK Street CapitalK Street Capital on Youtube

    35 分钟
  3. Breaking Into Venture—No Straight Paths, Just Bold Moves | Ethan Austin

    第 3 集

    Breaking Into Venture—No Straight Paths, Just Bold Moves | Ethan Austin

    How do you make it in venture capital when the path is anything but straightforward? In this episode of High Stakes, Ethan Austin, Founding Partner at Outside VC, shares his journey and the key lessons he's learned as a founder in the world of early-stage investing. From the importance of empathy and people skills over traditional finance experience to the power of networking and taking bold, unconventional actions to set yourself apart, Ethan breaks down what it takes to succeed in VC. He also reveals why storytelling, strategic name-dropping, and putting your own capital on the line can make all the difference in your career. Whether you're looking to break into the industry or refine your approach, Ethan's insights will help you navigate the highs and lows of venture capital success. Tune in to learn how to leverage relationships, embrace failure, and become a smarter, more resilient investor! Key Points From This Episode: • No straight path: a founder’s guide to a career in early-stage venture capital. • Why empathy and people skills matter more than traditional finance experience. • The power of networks: how relationships open doors. • How the best investors assess risk, luck, and opportunity. • Key traits of successful VCs, including dedication, creativity, and resilience. • Insight into what it really takes to break into the venture capital world. • Taking bold, unconventional action to stand out from the crowd. • The magic of winging it, embracing failure, and just making the leap.

    56 分钟
  4. Why Some VCs Lead and Others Don’t | Mark Volchek

    第 4 集

    Why Some VCs Lead and Others Don’t | Mark Volchek

    Why do some VCs lead while others follow? On this episode of High Stakes, host Paige Soya sits down with Mark Volchek, founding partner at Las Olas Venture Capital, to explore the dynamics of leading versus following in venture capital. With a focus on early-stage B2B software, Mark brings insights from his journey, from founding a FinTech company during the dot-com crash to launching and managing multiple successful funds since 2016. Together, they unpack the pros and cons of leading investment rounds, how firm size and resources influence strategy, and how to navigate key decisions like taking board seats, aligning with co-investors, and allocating resources. Mark also shares advice for founders on finding the right VC fit and explains why there is a firm out there for every type of startup. Tune in for a deep dive into how venture firms decide when to lead and when to follow, and what that means for investors and founders alike! Key Points From This Episode: • Mark’s journey from entrepreneurship to venture capitalism. • Lessons from being an angel investor and limited partner (LP). • The value of being on the board of companies you’ve invested in. • Key advantages and challenges of leading investments. • How to take the size and resources of your VC firm into account. • The difficulties of following on in oversubscribed rounds. • Unpacking the necessity of aligning with co-investors. • Mark’s advice to founders on how to find the right VC fit for your company.

    42 分钟
  5. The Cold, Hard Truth About Startup Shutdowns | Dori Yona

    第 6 集

    The Cold, Hard Truth About Startup Shutdowns | Dori Yona

    What really happens when a startup shuts down? In this revealing episode of High Stakes, host Paige Soya sits down with Dori Yona, founder of SimpleClosure and seasoned entrepreneur, to unpack the complex—and often hidden—realities of shutting down a startup. After navigating the painful process of closing his own VC-backed company, Dori realized just how broken and opaque the process was, and became determined to fix it. Now, after guiding over 500 shutdowns in 2024 alone, he brings clarity to a topic most founders and investors would rather avoid. From legal minefields and IP entanglements to payroll risks and emotional tolls, Dori shares what every stakeholder needs to know about ending a startup the right way.Key Points From This Episode: How Dori’s own shutdown journey inspired the creation of SimpleClosureHidden liabilities and risks founders and VCs often missWhat happens to intellectual property, equity, and employee obligationsData from 2023–2024: which startups are shutting down, where, and whyThe surprising prevalence of founder-led shutdownsVisa challenges for international founders during closuresHow SimpleClosure streamlines the wind-down processThe role of VCs in helping founders exit cleanly and move forwardWhether you’re a founder, operator, or investor, this episode is a must-listen for understanding the realities of startup shutdowns—and how to navigate them with integrity.

    42 分钟

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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.

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