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Account Executive - SMB

FreeWill
Remote- USA, United StatesRemotefull_timeVerifiedPosted 2 Feb 2026
💰 $500,000/yr($55,000/yr$500,000/yr)

About the role

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)

About the Role

FreeWill is seeking an SMB Account Executive (internally known as a Grassroots Account Executive) to be a leading force that fuels our mission to provide the FreeWill platform to nonprofits to raise $1T. 

The Account Executive position is responsible for revenue generation through strategic relationships with nonprofits. You will identify net-new opportunities within an assigned territory of accounts. We are a customer-centric sales team where your daily responsibilities will include:

  • Prospecting and booking new meetings
  • Conducting discovery with new prospects 
  • Communicating via phone, email, and teleconference
  • Demonstrating thought leadership and platform solutions to advance sales
  • Negotiating contract terms and customer pricing during the sale
  • Preparing proposals, presentations, and contracts resulting in closed-won deals
  • Developing strategic plans to drive sales within your territory

We are looking for proven experience with prospecting that results in 3-5 new meetings per week.  Experience with managing $500K pipeline at all times and closing $100K ARR quarterly while navigating a buying process where C-Suite decisions are the norm.  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 innate drive to excel at any task.  We are also looking for someone who is able to learn different customer profiles/personas through team collaboration and self-started learning.

FreeWill has set compensation and a non-negotiation policy for fairness reasons (we don't think that an individual's pay should be determined by how comfortable they are negotiating).

As a result, we like to be transparent and up front about the compensation. The offer for this role will be a base salary of $80,000 and potential variable compensation of $55,000 for a total OTE of $135,000.

Responsibilities

  • Execute a sales process through discovery, solution, pricing, negotiation, and close
  • Participate in brainstorming, team meetings and client meetings, researching and assisting with program development for new prospects
  • Collaborate with Sales

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Company

FreeWill

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