The old VC mindset of "let your winners run" and waiting for an IPO is gone. Today's GPs must act as fiduciaries by creating liquidity plans, proactively orchestrating secondary sales, and navigating complex buyout deals with partial rollovers to generate returns for LPs.

Eric Byunn of Centana Growth states that despite legal mechanisms, achieving a good outcome is nearly impossible without management team alignment. His firm's core principle is to never proceed with a secondary sale or exit if the founders are opposed, treating their partnership with management as paramount.

Contrary to the VC fear that early liquidity demotivates founders, Amanda Kahlow argues it does the opposite. Taking money off the table provides comfort and security, allowing founders to put more energy into the company and take bigger risks for a larger outcome.

Secondary transactions can be a tool for growth-stage companies to optimize their capitalization table. They can provide liquidity to early-stage investors who need an exit while clearing space for new, larger institutional investors (like sovereign wealth funds) better aligned with the company's long-term future.

Taking a small amount of money off the table via a secondary sale de-risks a founder's personal finances. This financial security empowers them to reject large acquisition offers and pursue a long-term, independent vision without the pressure of life-changing personal wealth decisions.

Instead of raising a traditional venture round for the company, Matt O'Hayer's first major transaction was a secondary sale of his personal stock to impact-focused private equity firms. This strategy allowed him to gain personal financial security without burdening the profitable company with unnecessary capital or diluting its mission-driven focus.

Vested works directly with employees because startups find small, one-off secondary transactions burdensome due to legal fees and cap table complexity. However, this dynamic inverts at scale. Once Vested facilitates millions in transactions for a single company's stock, the startup has a strong incentive to partner on a formal liquidity program.

Rather than making emotional decisions, top VCs now use a formulaic approach to secondaries (e.g., "sell 15% of a position to return 0.5x of the fund"). This codification makes the process transparent to both LPs, who want to see distributions, and founders, removing guesswork.

When a startup's valuation is less than capital raised, later investors with liquidation preferences can block exits. The solution is often a negotiation to give a slice of the proceeds to employees and early investors, incentivizing everyone to find a graceful exit rather than letting the company die.