Full-Time

Sales Development Representative

Multiple Teams

Posted on 8/26/2025

FreeWill

FreeWill

201-500 employees

Free online wills and charitable giving

Compensation Overview

CA$61k - CA$76k/yr

+ Commission

Remote in Canada

Remote

Work from anywhere in Canada.

Category
Sales & Account Management (1)
Required Skills
Sales
Salesforce
Requirements
  • Ability to work independently and consistently achieve or exceed goals.
  • Excellent verbal and written communication skills with the ability to engage, persuade, and build rapport with prospects.
  • Strong organizational and time management skills to handle multiple priorities with attention to detail.
  • Some experience with, or strong willingness to learn, sales databases and tools (such as Outreach and Salesforce).
  • Ability to thrive in a fast-paced, dynamic environment and adapt quickly to changing priorities and ever-growing sales team.
  • Collaborative mindset with a willingness to work closely with the sales team members & consistently engage with potential partners.
Responsibilities
  • Build your own non-profit prospect lists from an assigned account territory (i.e. universities, animal shelters, environmental based organizations, etc.) based on our ideal customer profiles.
  • Initiate contacts with prospects through cold calls (50+ per day) and email campaigns to educate them about FreeWill, generate interest, and identify new sales opportunities.
  • Qualify leads and schedule discovery meetings for the sales team with interested prospects, ensuring a smooth handover of information.
  • Maintain accurate and up-to-date records of all interactions and prospect information in the customer relationship management (CRM) system.
  • Clearly articulate products and solutions with prospective partners to successfully manage and overcome objections.
  • Collaborate closely with account executives to align on target accounts and optimize the sales process.
  • Meet or exceed assigned targets for lead generation.
Desired Qualifications
  • Previous experience in sales, lead generation, or customer-facing roles is advantageous but not mandatory. Those with a passion for sales and a strong desire to learn are also encouraged to apply.

FreeWill provides a platform for individuals to create legally valid wills and estate planning documents for free while helping nonprofits secure charitable donations. Users generate documents through a simple online interface, and the company earns revenue by charging nonprofit partners for tools that track and facilitate gifts like stocks, cryptocurrency, and bequests. Unlike traditional legal services, FreeWill integrates philanthropy directly into the estate planning process to make giving easier for donors and more accessible for organizations. The company's goal is to democratize access to essential legal documents while generating billions of dollars in new commitments for charitable causes.

Company Size

201-500

Company Stage

Series B

Total Funding

$30M

Headquarters

New York City, New York

Founded

2017

Simplify Jobs

Simplify's Take

What believers are saying

  • Estately acquisition expands enterprise reach into financial advisor and wealth management markets.
  • Series B funding from Bain Capital accelerates product development and nonprofit partner scaling.
  • One-in-six users include charities in wills, creating recurring planned giving pipeline.

What critics are saying

  • Ethos and mobile competitors undercut free model with $4–$44/month subscription alternatives.
  • Complex estates require professional attorneys, limiting addressable market to simple wills.
  • Nonprofit funding collapses if recession slashes donations and partner subscriptions decline.

What makes FreeWill unique

  • Free B2B2C model democratizes estate planning while generating nonprofit subscription revenue.
  • Integrated non-cash giving tools enable crypto, stock, and IRA charitable donations instantly.
  • 2,400+ nonprofit partnerships create network effects and $13.8B in bequests committed.

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Benefits

Work from home

Unlimited Paid Time Off

Flexible Work Hours

Competitive salary

Commuter Benefits

Stock Options

401(k) Retirement Plan

Health Insurance

Dental Insurance

Vision Insurance

Short-term and long-term disability insurance

Life and AD&D insurance

Free One Medical membership

Paid parental leave for all parents

Growth & Insights and Company News

Headcount

6 month growth

-1%

1 year growth

-4%

2 year growth

-1%
Kansas City Hospice & Palliative Care
Oct 22nd, 2025
National Estate Planning Awareness Week: Sharpen Your Axe

National Estate Planning Awareness Week: sharpen your axe. By: Bill Riek, KCH Associate Director of Gift Planning This week marks the annual observance of National Estate Planning Awareness Week, an initiative devoted to educating individuals about the importance of preparing for the future. Kansas City Hospice & Palliative Care (KCH) is proud to support this national campaign and invites you to consider how thoughtful estate planning can leave a lasting impact on both your family and also on the important work done by the nonprofits you care about. Estate planning is akin to the wise saying by Abraham Lincoln, "Give me six hours to chop down a tree and I will spend the first four sharpening the axe." Lincoln was referring to preparing for an upcoming debate with Stephen Douglas. He knew if he wasn't ready, Douglas could win the presidency and further expand slavery out west. His belief was that the delivery of the message was not nearly as important as crafting it. Just as Lincoln emphasized the importance of preparation, planning your estate is a crucial step, ensuring your intentions are honored, and your loved ones are protected. Taking the time to be fully prepared with a solid estate plan means your family doesn't have to chop through probate court with a dull blade. Many people delay estate planning, finding it daunting - or - presuming it's only for people with significant assets. However, it's a tool for everyone, regardless of estate size, to express your personal values and priorities. More importantly, having these plans in place can relieve stress on family members and can serve as an enduring testament to your life and legacy. If you don't have a will or a trust in place, Kansas City Hospice, Inc. is here to help! KCH partnered with FreeWill to help you create your plan at no cost. It generally takes about 20 minutes to complete your plan, but can give years of comfort and security. Whether you choose to make a gift to KCH, another nonprofit, or make no charitable gift at all, the process is always free to you! Visit KCHospice.org/Legacy for more information. During National Estate Planning Awareness Week, Kansas City Hospice, Inc. encourage you to reflect on how your personal legacy can be extended through charitable contributions. By including a gift to Kansas City Hospice in your estate plans, you're making an investment in quality end-of-life care for individuals and their families who rely on its services during vulnerable times. Your estate plan is an opportunity to support organizations like Kansas City Hospice that resonate with your life's values and experiences. Making a planned gift empowers you to continue making a difference long into the future. Kansas City Hospice provides comprehensive and compassionate hospice care to those facing life-limiting illnesses, helping them live each moment to its fullest with dignity and peace. Gifts from its generous donors ensure everyone in its community has access to high-quality, compassionate care, regardless of their financial situation. For more information on supporting Kansas City Hospice through a planned gift or to schedule a conversation about estate planning, please contact Bill Riek at [email protected]. Let's make this National Estate Planning Awareness Week a turning point for creating impactful, lasting legacies supporting family and community alike. Sharpen your axe today at KCHospice.org/Legacy.

Givens Communities
Sep 16th, 2025
Estate Planning is a Crucial Step for Continuing Your Legacy

Givens Philanthropy has partnered with FreeWill, a free online estate planning tool.

South Yuba River Citizens League • SYRCL
Aug 20th, 2025
August is National Make-A-Will Month

To support you, Yubariver is partnering with FreeWill, a free, secure online tool that walks you through the process of making or updating your will or trust in about 20 minutes.

Sustainable Action Now
Aug 17th, 2025
Securing the Future for Pets: Planning, Rescue Networks, and Compassion in Action

To address this, Hope For Paws has partnered with FreeWill, enabling you to create a legally valid Will or Living Trust completely free of charge.

Children's Home Society of Florida
Aug 14th, 2025
Making a Will Means More Than You Think: Casey's Story and How You Can Protect What Matters Most

"But CHS has partnered with FreeWill to make writing a will, along with other planning documents fast and simple, I realized it's really just about making decisions in advance, so your family doesn't have to make them in a hurry or in the midst of grief."

INACTIVE