Ian MacKinnon, Co-founder of Later.com, shares his captivating journey from a hackathon project to a $40M ARR powerhouse, ultimately selling for over $100M with just $1.5M in funding. He discusses the challenges of transitioning from free to paid models and the significance of understanding user feedback. Ian emphasizes the power of content marketing and user experience as defining factors in a competitive market. He also provides insights into the emotional rollercoaster of the acquisition process and the strategic decisions that led to their extraordinary success.