In this episode of The Backchannel, we explore why making in-person connections can be a game-changer for founders. Recorded on location in Austin, Texas, Jason shares insights sparked by his own travel experiences, focusing on why meeting face-to-face can have a major impact on relationship-building, especially when it comes to securing investments.

In this episode of The Backchannel, we're dropping a quick but essential take on balancing brilliance and likability and how both play into the fundraising game. We revisit a core concept from a past episode: time given – time to interest. If your brilliance gets investors hooked fast, you don’t need as much relationship-building. But if it takes longer to spark that interest, likability becomes your best tool for buying more time. We also talk about how being difficult, even if you’re brilliant, can close doors.

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In this episode of The Backchannel, we're diving into the role anxiety plays in fundraising, especially when it comes to warm introductions with investors. If you’ve ever hesitated to reach out to old contacts or second-guessed your follow-ups, this one's for you.

Jason unpacks the three stages where anxiety can creep in: identifying who to contact, crafting outreach messages, and handling follow-ups.

He offers practical tips to overcome these mental blocks and replace hesitation with confidence, making your outreach more effective and less stressful.

Tune in to learn how to reframe your mindset and make those vital connections without second-guessing yourself.

In this episode of The Backchannel, we’re talking about how VCs need to raise money too, not just startups.

We break down what it’s like for venture capitalists to get funding from limited partners (LPs) and why it’s not always easy, especially for smaller funds.

We also touch on how some VCs don’t put as much effort into fundraising as they expect from founders.

This episode serves as a way to remind everyone that, just like startups, VCs need to always be building relationships and raising money.

In this episode, we dive into the concept of awareness for founders, focusing on how to effectively create it.

We discuss different strategies to build visibility that feels genuine and impactful, rather than forced or overly targeted.

This episode serves as a reminder that it's all about positioning ourselves in a way that naturally draws in interest and makes us stand out for the right reasons.

This kind of awareness ultimately makes all the difference in how others perceive our business, especially when it matters most.

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In this episode of The Backchannel, we talk about handling the pressure of investor pitches.

Many founders feel anxious about facing tough questions from investors, but it’s important to understand that these questions often come from genuine interest, not an attempt to catch you off guard.

We explore why investors ask challenging questions and how to reframe them as opportunities.

We also touch on how your existing knowledge and experience can help you confidently navigate these conversations, even when you don’t have every answer.

The key takeaway: it’s a conversation, not an interrogation.

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In this episode of The Backchannel, we explore the different types of angel investors you’re likely to encounter early on in your startup journey.

We dive into the factors that define these investors—ranging from their wealth to their level of sophistication—and how their motivations shape their involvement.

Whether you’re seeking strategic support or just looking to raise capital, understanding these dynamics can help you navigate which angels to bring on board and which ones to avoid.

Listen in to learn how to approach angel investors and align with their expectations.

In this episode of The Backchannel, we explore the ins and outs of valuation caps and uncapped SAFEs.

Many founders toss around terms like valuation caps without fully understanding their impact, and we’re here to break it down.

We’ll dive into why some investors and founders are drawn to uncapped SAFEs, the potential risks involved, and when this type of funding structure might actually make sense.

Tune in to learn why this approach can be tricky for both sides and how to navigate these waters with more confidence.

In this episode of The Back Channel, Jason tackles the often misunderstood concept of valuation caps in fundraising.

He walks through what a valuation cap is, how it works, and its role in SAFE agreements and convertible notes.

Jason explains how these caps affect the conversion of investments into equity during future funding rounds, and covers the difference between pre-money and post-money valuation caps.

The goal is to help founders better grasp the math behind the numbers, so they can navigate their fundraising with more clarity and confidence.