Two Chicks With A Side Hustle

Help financial advisors deliver better experiences with the nation’s leading digital estate planning platform. If you’re relationship-driven and passionate about helping partners succeed, this role gives you the chance to guide adoption, growth, and retention at scale.

About Trust & Will
Founded in 2017, Trust & Will has helped over one million families create modern, attorney-approved estate planning documents online. As a certified B Corporation, the company is committed to making legacy planning more accessible, affordable, and inclusive—partnering with advisors, institutions, and individuals to protect what matters most.

Schedule

  • Remote-first role, U.S. based
  • Travel required for top advisor partners
  • Flexible work schedule and family-friendly environment

What You’ll Do

  • Serve as the main point of contact for a portfolio of advisor partners, driving engagement and retention
  • Manage onboarding, training, and adoption for new advisors and firms
  • Collaborate with internal teams to improve resources, campaigns, and product experience
  • Track account health, identify upsell or referral opportunities, and advocate for product enhancements
  • Maintain CRM records and support scalable operations to grow advisor impact

What You Need

  • 2–4 years in customer success, account management, or partnerships
  • Excellent client-facing communication and relationship skills
  • Strong organizational and multitasking ability
  • Experience with CRM platforms (HubSpot preferred)
  • Background supporting financial advisors or B2B2C tools a plus
  • Passion for financial wellness and making estate planning accessible

Benefits

  • Compensation range $75k–$95k OTE + equity package
  • Medical, dental, vision, life insurance, and generous parental leave
  • Employer-sponsored 401k with match, equity & tax advisory, financial coaching
  • PTO, flexible holidays, monthly “friends & family” day, volunteer time off
  • $500 home office stipend + Apple accessories
  • Learning reimbursements, guest speakers, and optional company events

Applications are open now—don’t miss the chance to join a mission-driven team at the forefront of estate planning innovation.

Help families protect their legacies while growing your career in a high-impact role.

Happy Hunting,
~Two Chicks…

APPLY HERE