Account Executive - SMB (United States)

FreeWill is an award-winning, social-good startup that has partnered with 2,200+ nonprofits who support our mission while generating $12B 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. In 2024, 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.

Please note: We are hiring for the AE role in the US and Canada. Compensation offered for the role may differ based on location and cost of living. We conduct extensive research to ensure compensation is aligned with the experience level of the role, cost of living, and job market. Information shared about compensation in the respective job posting is the compensation being offered for that specific role/location. If you proceed in the interview process and have any questions, you can discuss with the Recruiter.

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 Development Reps to prospect for new business
• Illustrate the value of products and services to create growth opportunities; compile and analyze data to identify trends
• Become an expert in the FreeWill platform and the broader nonprofit fundraising landscape
• Stay current with changes and developments in the nonprofit industry. This includes gathering competitive information on products and services, and sharing this information with the product development, marketing, customer service, and executive teams
• Manage complex contract negotiations and work with legal counsel as required
• Meet quarterly sales objectives
• Act with FreeWill’s values of focus, joy, kindness, and courage

Qualifications

• 1+ years of successful Account Executive experience in a startup SaaS company with multiple products
• Experience selling to nonprofits is a plus
• Experience leading your own product demos
• Experience handling negotiations and contract signing
• Experience managing your own prospecting
• Ability to make a strategic decision and run with it
• Ability to understand data and make data-driven decisions 
• Smart, tenacious, and kind, with a growth mindset

FreeWill is an equal opportunity employer and we value diversity. We are committed to finding talent that is not determined on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or any other characteristic protected by law.

We are a remote-first company that’s able to hire in 47 states and D.C. Unfortunately, we are unable to hire in Colorado, Alabama, or Louisiana at this time. We also can’t sponsor working visas, so all applicants will need to have work authorization in the US.

Don’t check off every box in the requirements listed above? Please apply anyway! Studies have shown that marginalized communities - such as women, LGBTQ+ and people of color - are less likely to apply to jobs unless they meet every single qualification. FreeWill is dedicated to building an inclusive, diverse, equitable, and accessible workplace that fosters a sense of belonging – so if you’re excited about this role but your past experience doesn’t align perfectly with every qualification in the job description, we encourage you to still consider submitting an application. You may be just the right candidate for this role or another one of our openings!

Ai Policy

We are excited to engage with candidates who can demonstrate their experience and skills through their own words and work, not through AI-generated content. We want to understand your genuine interest in the company and your unique perspectives, not simply AI-driven responses. We ask that you refrain from use of AI-generated content during the hiring process which includes phone screens, video interviews, tech screens, or other assessment stages except as otherwise indicated to you by the Recruiter.

For example: Using ChatGPT to generate scripted answers to application questions or during phone screens and video interviews is strongly discouraged and will result in not moving forward in the hiring process. However, the use of an AI design tool to enhance the design of a presentation deck is permitted.

The Recruiter will be able to provide additional guidance during the hiring process if needed. If hired at FreeWill, we do encourage the use of AI in your role to build upon or enhance your skill set.