Wealth management Boston

Stock Option and IPO Planning

Stock Option and IPO Planning

Darrow Wealth Management specializes in stock options and equity compensation. If your employer is going public, merging, or getting bought out, work with an advisor experienced with strategic stock option planning, tax implications, and strategies to best manage sudden wealth.

Clients include executives and founders who have a variety of equity compensation, including:

  • Incentive stock options (ISOs)
  • Nonqualified stock options (NQSOs)
  • Restricted stock awards (RSAs)
  • Restricted stock units (RSUs)
  • Founders shares
  • Profits interests
  • Employee stock purchase plans (ESPPs)

Many clients have a combination of long shares and equity subject to ongoing vesting. Through our ongoing advisory relationship, we’re able to help clients with the entire equity compensation lifecycle from even before a grant to long after the sale. 

Financial advisor for IPO stock options

Nationally Recognized Wealth Advisor in Stock Compensation

Selection of media appearances by Kristin McKenna CFP®, President of Darrow Wealth Management and a nationally recognized specialist in employee stock options and equity compensation. 

Publications above reflect media organizations that have quoted and/or published articles authored by Kristin McKenna and should not be misconstrued as a current or past endorsement of Kristin McKenna, Darrow Wealth Management, or any of its advisors. Please refer to the media page for more information and links to published works.

Financial Advisor for Employee Stock Options

Especially for founders and early employees, stock options can create a major liquidity event that transforms your financial life. To maximize the opportunity, it’s critical to get the right team of advisors in place before making irreversible decisions with your shares.

Our team of stock option advisors can work to help you:

  • Plan for an IPO or acquisition
  • Develop an exercise strategy to balance potential tax benefits with risks of holding a concentrated stock position
  • Assist with identifying and tracking shares likely to qualify for the tax-free sale of qualified small business stock
  • Plan a tax-conscious liquidation strategy, considering different grants, holding periods, and outside cash needs
  • Plan and execute a trading strategy including price targets, market vs limit orders, using options for long shares, considering liquidity constraints due to trading volume, liquidation order, and so on
  • Assess ways to hedge the risks of a concentrated holding, such as the use of options on long shares, if permitted 
  • Assist in the drafting of 10b5-1 plan provisions
  • Decide on a strategy to best use the proceeds, including funding multiple goals and investment management services to help you diversify sudden wealth
  • Understand how vested and unvested stock options may be treated if you leave the company or retire
  • Explore cashless or sell-to-cover exercises of stock options
  • Approach employment negotiations around stock options and equity compensation 
  • Implement a multi-year diversification strategy through an ongoing wealth management advisory relationship
  • Consider ways to further your charitable or legacy goals through different investment or trust vehicles
  • Coordinate the approach with your tax advisor and estate planning attorney

Wealth Management Services

Darrow Wealth Management is a fee-only financial advisory firm and full-time fiduciary. 

The Darrow Private Wealth Management Program offers clients a complete solution to their asset management and comprehensive financial planning needs.

Stock Option and IPO Planning Related Articles

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What Happens to Stock Options After a Failed IPO?

What Happens to Stock Options After a Failed IPO? WeWork (now called The We Company) was just steps from a historic initial public offering when mounting concerns over the company’s rampant spending, erratic behavior by then-CEO Adam Neumann, and sloppy IPO filings effectively forced the startup to shelve its highly-anticipated

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Stock options SPAC Merger IPO

What Happens to Stock Options in a SPAC Merger?

Although the most common way for a company to go public is through the traditional initial public offering (IPO) process, it’s not the only method. Although SPACs (special purpose acquisition companies) were first created in 1993, they’ve recently became a very popular way for a company to go public. This

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