QSBS Spotlight: Sleeping QSBS Giants? Featuring Netskope & ShipBob

A weekly series where we cover recent acquisitions, capital raises, and pending IPOs that may be Qualified Small Business Stock (QSBS) tax exemption eligible, granting investors and planners insight into real world planning opportunities using QSBS rollovers.

We dug deeper on two companies that have discussions swirling about possible 2025 public market debuts. From a QSBS perspective both of these companies are intriguing in that they were founded more than 5 years ago, with a likely large portion of their early-investor stock already meeting QSBS exclusion requirements. Something that we always like to explore with pending IPOs (regardless of holding period) is the amount of total gain that could be had at exit. With $1B+ IPOs, as each of these will comfortably be, we start to think about the power of QSBS rollovers for expanding the $10M 1202 exclusion cap. In this case, founders and early investors could easily exit with 8 or 9-figure outcomes, putting them in square position for QSBS expansion via rollovers.

Public offerings and QSBS rollovers also go hand in hand given that ongoing sales of tranches of publicly traded stock can find a tax-deferred or tax-sheltered home via rollovers, even if the $10M per-issuer exclusion cap has already been depleted. For more information on QSBS rollovers and how they can help to bridge the 5-year hold period gap, or multiply the exclusion limit on sold shares, read more below, contact our team at QSBS@vint.co, or take our eligibility quiz, here.

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You could benefit from a QSBS rollover if:

  • You recently sold QSBS before the 5 year minimum hold period

  • You recently sold QSBS that you held for 5 years, but your gain exceeds $10M

  • You’re considering an exit in the next 1-4 years and want to think ahead about tax planning

  • Are an angel investor seeking flexible QSBS opportunities to help defer gains

The Vint Retail Partnership Program can be a solution for QSBS gain holders in need of a flexible, low-risk, and relatively liquid QSBS opportunity. Get in touch with our team today to learn how to partner with us and potentially save millions in gains tax from a stock sale.

Here are some of the questions we typically ask when having a first meeting with potential partners:

  • Did you recently sell or are you holding Qualified Small Business Stock?

  • When did you sell your stock?

  • Was this your first liquidity event?

  • Are you a founder, early employee, outside investor/angel, etc?

  • Are you certain that your stock met the Active Trade/Business and other requirements under Section 1202? (Outside of holding period requirements)

  • What is your intended rollover amount?

  • How long did you hold your initial stock?

(Read more about QSBS planning and see some example situations)

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AICPA Requests Qualified Small Business Stock (QSBS, Sec 1202) Clarity

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QSBS Spotlight: Kate Therapeutics acquired by Novartis