Companies like Stripe are avoiding IPOs because the private markets now solve the two main historical drivers: access to capital and employee liquidity. With annual secondary tenders and vast private funding available, the traditional benefits of going public are no longer compelling for many late-stage startups.

Despite high market valuations, the current environment is a massive IPO drought, comparable to the 1930s or 1970s. Historically, equity market bubbles are defined by a huge wave of IPOs and secondary offerings. The absence of this issuance is a strong counterargument to bubble claims.

While first-time founders often optimize for the highest valuation, experienced entrepreneurs know this is a trap. They deliberately raise at a reasonable price, even if a higher one is available. This preserves strategic flexibility, makes future fundraising less perilous, and keeps options open—which is more valuable than a vanity valuation.

Contrary to the common fear that frequent capital raising indicates overvaluation, the current trend in India should be viewed as a positive forward-looking indicator. It suggests companies are proactively funding future expansion and growth projects, reflecting strong confidence in the economic recovery rather than just frothy market conditions.

Financing discussions should carry the same strategic weight as M&A talks. Philip Ross argues the cost of capital from selling stock is often theoretically higher than from selling the entire company. This reframes the decision to dilute ownership for funding as a pivotal choice that boards and management teams should not take lightly.

Profitable, self-funded public companies that consistently use surplus cash for share repurchases are effectively executing a slow-motion management buyout. This process systematically increases the ownership percentage for the remaining long-term shareholders who, alongside management, will eventually "own the whole company."

While a high IPO valuation seems like a victory, it can be destructive internally. When the stock inevitably corrects, employees experience the drop as a personal loss due to psychological loss aversion, leading to distraction and depression. CEOs should nudge markets toward sane, sustainable valuations.

A tender offer, where a company buys a large block of its stock in a set price range, signals higher conviction than a typical buyback program. It forces management to put a stake in the ground, indicating they believe the shares are significantly undervalued at a specific price.

Sam Altman holding no shares in OpenAI is unprecedented for a CEO of his stature. This seemingly disadvantageous position paradoxically grants him more power by making him immune to accusations of purely financial motives, separating his leadership from personal capitalist gain.