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Enterprise Account Executive (Estately by FreeWill) image - Rise Careers
Job details

Enterprise Account Executive (Estately by FreeWill)

Estately, FreeWill’s fast-growing B2B arm, builds partnerships with financial advisors, legal firms, benefit providers, mortgage providers, and hospital systems to drive estate planning solutions. We’re seeking a strategic, high-performing Enterprise Account Executive to prospect, develop, and close enterprise SaaS deals, represent client needs internally, and help scale enterprise revenue across sectors.

Skills

  • 5+ years enterprise SaaS sales experience
  • Proven quota attainment and reliable forecasting
  • Executive-level verbal and written communication
  • Strong negotiation and presentation skills
  • Analytical and creative problem-solving
  • CRM proficiency (e.g., Salesforce) and pipeline management
  • Ability to work autonomously in fast-changing environments
  • Willingness to travel (~20%)

Responsibilities

  • Prospect, develop, and close new enterprise sales opportunities and net-new logos
  • Create and execute a strategic territory plan to drive revenue and meet quotas
  • Accurately forecast monthly and quarterly sales and manage pipeline
  • Serve as a consultative advisor using industry knowledge to support prospects
  • Communicate customer-driven insights across product, engineering, BD, and legal
  • Prepare and deliver presentations, demos, and mock presentations for stakeholders
  • Negotiate commercial terms and close contracts with enterprise customers
  • Travel up to 20% for customer meetings, trade shows, and events

Education

  • Bachelor’s degree preferred or equivalent practical experience
  • Continuous professional development welcomed (e.g., sales training, certifications)

Benefits

  • Remote-first work from anywhere in the US (except AL, CO, or LA)
  • Competitive base salary + commission (OTE $250,000)
  • Unlimited PTO and flexible hours
  • Company stock options and 401(k)
  • Medical, dental, and vision (some single plans employer-paid)
  • Short- and long-term disability; life and AD&D insurance
  • Free One Medical membership
  • Paid parental leave for all parents
  • $250 monthly co-working stipend
  • $300 annual home office/utility stipend
  • $1,000 referral bonus and $1,000 professional development budget
  • Regular virtual team events
To read the complete job description, please click on the ‘Apply’ button
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Average salary estimate

$187500 / YEARLY (est.)
min
max
$125000K
$250000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

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FreeWill makes estate planning warm, intuitive, and totally free.So you can more easily care for the people and causes you love.FreeWill's goal is to raise $1 trillion for charity.

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SENIORITY LEVEL REQUIREMENT
TEAM SIZE
SALARY RANGE
$125,000/yr - $250,000/yr
EMPLOYMENT TYPE
Full-time, remote
DATE POSTED
October 18, 2025
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