Enterprise Account Executive (Estately by FreeWill)

FreeWill

4h•$125,000 - $250,000•Remote

About The Position

FreeWill is an award-winning, social-good startup that has partnered with 2,400+ nonprofits who support our mission while generating $13B in gift commitments for nonprofits since we were founded in 2017. We’ve been featured in the New York Times, Forbes, Oprah’s magazine, and our co-CEOs have even been named to Town & Country’s “Top 50 Philanthropists” list. All of this is because we’ve figured out how to make some powerful (but complicated!) ways to donate much easier and more accessible. Our products make things easier for the donors who want to change the world and for nonprofits doing heroic work around the planet. In the last 8 years, we’ve grown from 5 people to 200+ (all smart, tenacious, and kind), and continue to grow. We’d love to have you be a part of this adventure. We were named a "Most Loved Workplace" by both Newsweek and Best Practice Institute and in 2025, we were named as one of Forbes' Best Startup Employers and the 2025 Most Loved Workplaces® for Diversity; you can also check us out on Glassdoor! Curious about company culture and management at FreeWill? Check out the 2025 Best Manager Ever podcast featuring Anthony Sottile, FreeWill's VP of Partner Success on either Spotify or Apple. Full-time • Excellent Benefits • Work from Anywhere in the US (except AL, CO, or LA) Overview: Estately is FreeWill’s fast-growing B2B arm, driving estate planning via for-profit collaborations with financial advisory firms, legal firms, benefit providers, mortgage providers, and hospital systems. We have a strong Mid-Market and SMB practice, and recently signed several large enterprise deals with some of the largest names in the financial advisory space. We’re looking for a strategic, high-performing Enterprise Account Executive to join our team and lead our work driving enterprise deals across sectors. FreeWill has set compensation and a non-negotiation policy for fairness reasons (we don't think an individual's pay should be determined by how comfortable they are negotiating). As a result, we would like to be transparent and upfront about the compensation. The compensation for this role will be a base salary of $125,000 and variable compensation of $125,000 for a total OTE of $250,000.

Requirements

5+ years of enterprise SaaS sales experience
Strong written and verbal communication skills, strong analytical and creative problem solving abilities, and excellent interpersonal, organizational, operational, and negotiation skills
Entrepreneurial drive and ability to work autonomously in fast moving, quickly-changing environments
Ability to hold your own in meetings with senior executives from prospective partners
Proven success in achieving sales commits and accurately forecasting targets
Ability to travel 20% of the time to customer meetings, trade shows, and events as needed

Nice To Haves

History of continually exceeding sales quotas of $1M or more
A zero to one leader that loves building a business from the ground up, and thrives under opportunity
Experience selling into CHROs, financial advisory firms, mortgage providers, or hospital systems, and/or multi-sector expertise
History of speaking as a thought leader in high-level engagements across sectors
Candidates should be able to demonstrate actual performance against past quotas. We expect the responsibilities to sometimes shift and aim to hire an individual who is comfortable moving quickly in a fast-paced and/or start-up environment. The right candidate will be an energetic person with passion and an innate drive to excel at any task.

Responsibilities

Effectively prospect, develop, and close new enterprise sales opportunities; create strategic territory plan and drive revenue within that territory
Drive new business with net new logos
Meet and exceed all quarterly and annual sales quotas
Accurately forecast quarterly and monthly sales
Use in-depth knowledge of industry trends to consult and support prospective customers
Be the voice of Estately’s clients, sharing customer-driven insights across the organization, including product, engineering, business development, and legal

Benefits

Work from home
Flexible Paid Time Off policy. We trust staff to manage their own schedules and take the time off you need to be your best, as long as your work is on track. We recommend staff take a minimum of three weeks annually
Flexible hours
Competitive salary
Commuter benefits
Company stock options
401k
Medical/Dental/Vision (some single coverage medical plans are 100% employer paid, subsidized rates for spousal, parent-child, and family coverage)
Short-term and long-term disability insurance
Life and AD&D insurance
Free One Medical membership
Paid parental leave for all parents
Regular (virtual) team events
$250 monthly co-working budget which can be used for local co-working spaces and your home wifi bill
$300 annual budget to outfit your home office or cover utility bills
$1,000 referral bonuses for growing our FreeWill community
$1,000 annual professional development budget