As you talk to your advisor about the tax implications of selling investments versus borrowing against them to meet short-term liquidity or cash-flow requirements, consider expanding that conversation to include your illiquid assets.
Ask about how a line of credit can potentially be used to purchase other types of investments (marketable securities, commercial real estate, etc.) to diversify your investment portfolio.
Any significant illiquid asset you own should be part of your estate, tax, and succession planning strategies. There are many strategies to consider, and your planning advisors can help you develop a strategy for your specific situation.
Finally, consider whether you want to gift any of your illiquid assets, while you’re still alive. Talk to your advisors about any tax benefits that may accrue as a result. Additionally, think of what you want your legacy to be.