top of page
All Posts
AI Part II: When AI Gets Legal Questions Wrong and Why “Mostly Accurate” Can Still Create Risk
AI tools are increasingly used to answer day-to-day legal questions: Is this clause enforceable? Do we need to notify customers? What are the penalties? Are we exposed? They can be genuinely useful for getting oriented quickly. But there is a consistent failure mode that creates real risk. The answer can be technically correct and still wrong for your situation. Part I of this series focused on contract drafting risks. This Part II focuses on how AI is used to guide legal and

Jackie Piscitello
May 35 min read
Do You Need a General Counsel Yet? How to Decide Between Hiring In-House and Using a Fractional GC
As companies grow, legal needs become more frequent and more complex. At some point, most leadership teams ask the same question: do we need a General Counsel? The answer depends less on whether legal work exists and more on how consistent and integrated that work needs to be. Hiring a full-time, in-house General Counsel is a significant investment, and for many companies, it happens earlier than necessary. When Companies Start Thinking About a General Counsel This question t

Jackie Piscitello
May 33 min read


Hidden Legal Risks of Using AI for Legal Work (Part I: Contract Drafting)
AI tools are increasingly used to draft contracts and to revise contract language. They can be useful for first drafts and summaries, but they can also introduce issues that create real legal and commercial exposure that companies need to be aware of, especially when their teams are moving fast. This is Part I of a two-part series on the legal risks of using AI for legal work: Part I focuses on contract drafting risks, and Part II will focus on the risks of using AI for lega

Jackie Piscitello
Apr 24 min read


Offer Letter Clauses Are Now a Class Action Risk: What California Employers Must Fix Immediately
Effective January 1, 2026, California’s AB 692 bans most “stay-or-pay” clauses in employment and offer letters. Employers can no longer include repayment obligations for discretionary upfront payments - including sign-on bonuses, relocation reimbursements, visa-related fees, and training costs - in standard offer letters or employment agreements. With the law now in effect, outdated templates put employers at immediate risk of litigation, including class action lawsuits and r

Jackie Piscitello
Jan 132 min read


The Hidden Legal Traps in Sales Commission Plans: What to Fix Now for 2026
Sales commissions are a powerful growth tool, and one of the most common areas where compensation plans run into trouble under state wage laws. Many commission conflicts don’t arise because a company intended to underpay its sales team. They arise because the commission plan does not clearly define when a commission is actually earned, or because payment timing, chargeback, and termination provisions are not carefully aligned with that definition. As companies finalize their

Jackie Piscitello
Jan 64 min read


CIPA Risk Alert: Why Every Website with California Visitors Needs to Act Now
If your company operates a website that can be accessed by California residents, you are at risk of being targeted by lawsuits under California’s Invasion of Privacy Act (CIPA)—regardless of where your business is located. With courts divided and legislative reform stalled, companies face ongoing legal risks and need to act now to protect themselves. Understanding California’s Invasion of Privacy Act (CIPA) California’s Invasion of Privacy Act (CIPA) was enacted in 1967—decad

Jackie Piscitello
Nov 7, 20254 min read


When to Engage Your Fractional General Counsel Instead of Big Law
Growing companies often find themselves caught between two legal needs: the heavyweight expertise of a big law firm and the day-to-day, practical advice of a general counsel. Knowing when to call each resource can save you both time and money — and reduce unnecessary legal risk. As a company scales past Series A or Series B, legal issues become more frequent, more complex, and more expensive if handled inefficiently. Here’s a framework to help you decide which situations call

Jackie Piscitello
Sep 26, 20253 min read
bottom of page
