Because he is out of money “but very close to turning profitable”
I know nothing about how this particular business is funded or whether the fundamentals pencil out, but IIRC he launched in the last couple years. In the context of a tech-based startup, I don't think taking this long to get to profitability is in itself a red flag.
My (uneducated) impression of the tech startup world is that it's a world of high-risk, high-return investments. Many investments might fold and lose 100% of their value, but the occasional grand slam (if one is
zoche to it) can make up for all those losses many times over. Doesn't mean any founder is scamming anyone, it's just the nature of the sector. IIUC it's a world for experienced, well-capitalized, and highly-diversified investors, who aren't fazed by some losses, and are more focused on the big picture of their portfolio of investments in the sector. No idea where this particular company is headed, but hopefully those who invested here fit that bill.
/.02