About the Role

The Director of Sales Development will lead a remote based team of high-performing Sales Development Representatives and front line Managers in growing an innovative, productive, and sustainable sales pipeline. This is a high-profile sales strategy and operations role that has second-line management responsibility and will sit on the sales leadership team. It requires someone that wants to inspire and develop young talent and is excited to build a long-lasting Sales Development Program.

The Director of Sales Development is responsible for co-creating and maintaining a program that develops FreeWill’s next generation of Account Executives. You will collaborate with Enablement, Revenue Operations, Marketing and Sales to create and maintain the Sales Development Representative Onboarding, Training and Coaching Program. This program will train them to identify, prospect, develop and qualify sales opportunities, and prepare them to graduate into roles in our Account Executive organization within 18- 24 months.

The right candidate is someone that has worked in both GTM strategy and operating roles, ideally with experience in management, data analysis and functional leadership.

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. When we make an offer, we provide multiple options so that employees can choose between compensation packages that prioritize salary or stock options. The offers for this role will be between $125,000 and $145,000. This position also qualifies for commission. We also have historically offered competitive annual raises.

What You’ll Do

Run day to day lead generation operations for the sales organization through strong partnerships with our cross-functional GTM teams to optimize, measure and predict our Top of Funnel lead metrics
Manage and lead a team of 4+ first-line managers and 20+ Sales Development Reps
Guide the hiring, training and ongoing coaching for the SDRs
Sustain and grow the SDR program over time
Managing an effective and scalable sales development process that generates leads while providing a career development ground for SDRs
​​Work closely with cross-functional partners to develop and execute on lead generation campaigns and other tactics to drive pipeline growth across Marketing & Sales


Engaging closely with internal partners, you will develop, deploy and maintain a robust lead generation process
Managing, building and encouraging sales or sales development teams to achieve weekly, monthly, and quarterly targets
Scaling an inbound sales development team and processes to complement our existing outbound sales development teams
Work closely with cross-functional partners to develop and execute on lead generations campaigns and other tactics to drive pipeline growth across Marketing & Sales
Through analyzing our data, bringing innovative ways for continuous process improvement, contributing to the team’s growth and success of the broader Sales team
Meet regularly with key senior stakeholders, reporting on team results and leading conversations about business direction, what we need to do to ensure success and how we successfully deliver
Provide feedback and recommendations on marketing efforts from real-world interactions with prospects and customers
Retain a culture of agility and speed while growing the focus on metrics, measurement, and building for scale
Provide ongoing mentoring and development of the front-line managers – this includes recruiting, onboarding and training new Managers, team events and culture building
Work with our enablement teams to ensure the appropriate onboarding,  training and coaching  needs are flagged and executed on
Consistently monitor productivity by working w/RevOps to CRM dashboards and reports


5+ years of professional experience
Previously managed SDR teams of at least 20 people
Previously managed a team of 2+ SDR managers
Experience working with Marketing and inbound lead generation teams
Sales Development Representative experience
Account Executive/ Quota carrying sales role experience is helpful but not required
Outstanding communication, presentation, organizational, and time management skills
Experience in a fast-paced, growth environment
Analytical and metrics-driven approach
Experience with Salesforce, Hubspot & Salesloft is strongly preferred but not required

In addition to the immense personal and professional satisfaction you’ll gain from helping to raise $1T for high impact nonprofits in a kind and joyful work environment, full time employees at FreeWill are eligible for the following benefits:

Work from home
Unlimited PTO
Flexible hours
Competitive salary
Commuter benefits
Company stock options
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

Option to work from our new, beautiful NYC office, located in the Financial District
Fully paid trips, such as an annual work retreat in a relaxing location
Staff holidays and FreeDays (periodic one day office closures to rest and refresh)
Regular (virtual) team events
$250 monthly co-working budget which can be used for local co-working spaces (for team members located outside of the NYC metro only).
$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
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.

About FreeWill

FreeWill is an award-winning, social-good startup that has raised more than $4 billion for high impact 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 5 years, we’ve grown from 5 people to 100+ (all smart, tenacious, and kind), and continue to grow quickly. We’d love to have you be a part of this adventure.