Transactions Counsel

New York, New York, United States

Ref#: POS-4413

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Sightway Capital, LP (“Sightway”), a Two Sigma company, is a private investment firm focused on middle market growth equity investing. The firm employs a principal mindset and flexible capital approach to try to build business platforms with experienced operators and strategic partners, largely in financial services (including, specialty lending) and real assets (including natural resources and transportation).  We focus on trying to build quality businesses over the long term with an emphasis on asset intensive industries where we can generate an attractive current yield as well as enterprise value creation over time.  We have a growing team of forty (40) professionals with significant institutional private investment experience that have made investments totaling in excess of $1 billion.

We are looking to add a Transactional Counsel to our Sightway legal team.  In this role, you will work closely with the Sightway investment team and external advisers in all aspects of the investment process (including deal sourcing, evaluation, structuring, negotiation and financing) and throughout the lifecycle of new and existing portfolio investments.  In addition to investment-related responsibilities, the Transactional Counsel will manage and support a variety of strategic transactions and corporate initiatives for Sightway.

Given our relatively small team of investment professionals and legal counsel and our emphasis on building business platforms jointly with management or strategic partners, the Transactional Counsel should expect to provide meaningful support to senior professionals internally within Sightway and Two Sigma, and externally with management teams.  This position is ideal for a talented transactional attorney who excels in managing, negotiating and executing complex investments and wants to work on a wide spectrum of investment and transaction types and structures in a collaborative, team-oriented environment.     

Your responsibilities will include:

  • Structuring, negotiating and executing complex investments involving both corporate and pass-through structures (e.g., C corp., LLC, LP, etc.).
  • Reviewing, analyzing and drafting a wide range of transaction agreements (including operating agreements, joint venture arrangements, strategic alliance agreements, revenue share agreements, purchase and sale contracts and debt facilities).
  • Supervising and managing outside counsel and other external advisers from evaluation through consummation of transactions.
  • Defining, developing and refining best-practices, negotiation guidelines and other documents, materials and tools to support the investment team.
  • Identifying, designing and implementing plans to fulfill evolving legal support requirements for investment counterparts.


Requirements Include:

  • At least 4 years as a corporate transactional associate at a reputable US law firm (a specialty in M&A, special situations and/or private equity transactions (including joint ventures) and experience with private equity firms and private equity strategies is a plus), and any significant in-house transactional experience is a plus.
  • Presence and self-confidence (i) to interface with the internal and external constituents, (ii) to lead investment professionals and management teams in and through a transaction or initiative and (iii) to effectively manage external counsel and advisers.
  • Extraordinarily strong analytical and written and oral communication skills.
  • Strong sense of ownership and personal responsibility, with drive to cover areas of responsibility deeply and broadly.
  • Ability to prioritize, multi-task, and manage expectations in a fast-paced environment.
  • Personality, mindset, and approach suitable for an entrepreneurial, growing firm with a collaborative, team dynamic that executes cutting-edge negotiated transactions and investment structures.

We are proud to be an equal opportunity workplace. We do not discriminate based upon race, religion, color, national origin, sex, sexual orientation, gender identity/expression, age, status as a protected veteran, status as an individual with a disability, or any other applicable legally protected characteristics.