Braden Dennis

Braden Dennis, co-founder of Fiscal.ai (formerly FinChat), shares his unique journey of bootstrapping and transitioning to a venture-backed model. He reveals the challenging decision to shut down a $1.5M product to focus on long-term growth. The conversation explores his company’s rebranding efforts, the emotional transition into a CEO role while scaling, and the importance of a strong founding team in navigating tough choices. Braden also discusses the strategic pivot toward AI and the implications that come with raising $10M in funding.

Braden Dennis, founder of Finchat.io, dives into software company investments, focusing on Constellation Software's growth and acquisition strategy. The discussion covers challenges in building a software business, misconceptions about software stocks, efficient operations, and opportunities in small-cap stocks and fintech. Discover insights on concentrated portfolios, successful acquisitions, and the importance of quality companies in investing.

Braden Dennis, co-founder and CEO of FinChat, shares insights from his journey of evolving a bootstrapped startup into a venture-backed company. He discusses the importance of starting with an existing audience and how they successfully launched a second product. Braden emphasizes the strategic decisions that shaped FinChat's growth, including navigating funding options and the benefits of having multiple co-founders. His experience highlights invaluable lessons in product development and the challenges of maintaining flexibility in a scaling business.

Braden Dennis, co-founder and CEO of FinChat.io, shares his investment philosophy focused on navigating market volatility. He discusses strategies for evaluating software stocks, emphasizing the significance of quality and durability in companies. The impact of AI on investment practices is a major topic, with insights on its role in automating tasks and enhancing productivity. Braden also covers the challenges of assessing brand durability amid market dynamics, making this a must-listen for any aspiring investor.

Braden Dennis, an entrepreneur with a background in engineering and stock investing, talks about the importance of quality investments, training AI to overcome mathematical limitations, the future of AI in finance, concentrating investments, and why Costco is an incredible business.