Venture Capital as a Service · Marketplace / Fashion Tech

Saving a marketplace startup from bankruptcy: cap table restructuring and investor negotiations

The challenge

Two-sided marketplace with >$100k GMV had raised a convertible note (~$6.1M incl. accrued interest). Business had not taken off as hoped, resulting in a capital structure that was not viable to incentivize founder, employees or new investors. Lead investor was initially not open to negotiations.

The solution

  • Defined and modeled options for repairing the cap table, including debt restructuring, issuing new shares and liquidation
  • Made key introductions to top VC investors for feedback on proposal to the lead investor
  • Supported negotiations with lead investor

The impact

  • Agreement reached with lead investor to convert debt into preferred equity
  • Company saved from bankruptcy; resumed growth and continued hiring

In their words

Ben is a whip smart investor who was able to add real value within the first week that we worked together. He helped me through a successful restructuring of my business.
Peter Fitzpatrick, CEO of SwipeCast

Client: Swipecast. Named with permission.

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