The Restricted Stock / 10b5-1 Specialist (VP/ED) is a subject-matter expert responsible for advising Wealth Management teams and clients on U.S. regulatory considerations and execution strategy for restricted/control securities and Rule 10b5-1 plans. The role leads diligence and documentation, partners directly with issuer counsel and internal legal/compliance partners, and drives end-to-end execution across selling, pledging, hedging, gifting, and wealth transfer strategies—while ensuring adherence to all applicable regulations and firm policies.

Job Responsibilities

• Advisory coverage
  • Serve as the point of contact for advisors and stakeholders on requirements, approvals, and best practices for transactions involving restricted/control securities and insiders.
  • Provide judgment on complex or sensitive situations (e.g., concentration risk, liquidity constraints, issuer restrictions, lockups, heightened scrutiny names) and escalate appropriately.
• 10b5-1 plan structuring and governance
  • Lead client/advisor discussions to define objectives and translate them into clear, executable selling parameters appropriate for the securitys trading characteristics.
  • Draft and refine trading terms to ensure they accurately reflect client intent and are operationally executable, with minimal ambiguity.
  • Coordinate and drive alignment across internal counsel, issuer General Counsel, client counsel, and other involved advisors through final execution readiness.
  • Oversee post-launch administration, including trade-report communications and ongoing plan support in accordance with established procedures.
• Restricted/control securities diligence and Rule 144 execution
  • Own the due diligence process with issuer counsel for sales, margin loans/credit, derivatives/hedging structures, gifting, wealth transfer strategies, and executive equity activity (including option exercises).
  • Ensure Rule 144 compliance, including Form 144 preparation/filing workflow (as applicable) and monitoring volume limitations and other conditions of sale.
  • Provide guidance on legend/restriction removal pathways and lead coordination among issuer counsel, transfer agents (where applicable), and internal Operations/Settlements.
• Execution oversight and cross-functional coordination
  • Drive seamless execution by partnering with trading/execution, legal, compliance/risk, operations/settlements, and advisor teams.
  • Anticipate bottlenecks (documentation, issuer turnaround, operational lead times) and actively manage timelines for time-sensitive transactions.
• Controls, policy adherence, and risk management
  • Ensure strict adherence to internal policies regarding securities transactions, information barriers, recordkeeping, and code of conduct.
  • Identify process/control gaps, recommend enhancements, and support risk/compliance initiatives impacting restricted stock and 10b5-1 activity.
• Teamwork and capability building
  • Support training and internal education for advisors and partners.
  • Contribute to strategic initiatives and ad hoc projects related to market trends, insider activity, product development, and operational efficiency.

Required Qualifications, Capabilities, and Skills

• Relevant experience (typically 3+ years) in restricted stock, Rule 144, 10b5-1 plan execution/administration, equity markets, or a related role supporting concentrated equity positions
• Demonstrated ability to lead complex, multi-stakeholder processes involving issuer counsel and internal control functions
• Strong judgment, execution discipline, and the ability to manage confidential, high-sensitivity matters
• Excellent written/verbal communication skills; ability to translate regulatory requirements into practical guidance
• Strong organization and prioritization skills in a deadline-driven environment
• FINRA Series 7 and Series 63 (required)
• Bachelors degree

Preferred Qualifications, Capabilities, and Skills

• Deep expertise in Rule 144, control stock, affiliate/non-affiliate analysis, lockups, and insider-related trading constraints
• Experience with equity compensation / stock plan administration and executive transaction workflows
• Familiarity with concentrated position strategies and instruments (e.g., 10b5-1 plans, block trades, OTC derivatives/hedging, exchange funds, bespoke liquidity solutions)
• Prior experience partnering with private wealth advisors, private banking, or corporate issuer stakeholders