Back to jobs

Director, Revenue Operations

Remote

About LeafLink

LeafLink is the largest unified B2B cannabis platform, providing licensed cannabis businesses a suite of tools to manage their business more effectively, sell or order from their favorite brands and accelerate growth. We are one platform, one solution and we’re defining the way thousands of cannabis brands, distributors, and retailers streamline their operations. With thousands of brands and retailers across 30+ markets in North America, we are setting the industry standard for how cannabis businesses grow together. LeafLink processes more than $5 billion in wholesale cannabis orders annually.

Our team, backed by funding from leading VC's, including Founders Fund, Thrive Capital, Nosara Capital, and Lerer Hippeau is poised to define the cannabis supply chain through technology.  LeafLink was named one of Inc. 5000’s ‘Top 5000 Fastest-Growing Private Companies’; one of Fast Company's 'Top 10 Most Innovative Companies in Enterprise for 2020', joining the ranks of Amazon, Slack, and VMWare; one of Built In NYC's 'Best Places to Work in 2021'; 2024 Fast Company’s Best WorkPlaces for Innovators for Banking, Finance, and Fintech category; 2024 Green Market Report Award for Best Fintech in cannabis - and we're just getting started!

The Role

LeafLink is hiring a Director of Revenue Operations to own and scale the foundational architecture that powers our sales and customer success teams. As LeafLink continues to grow, this person will play a critical hands-on role in designing and implementing scalable GTM processes, systems, and data infrastructure. This includes commissions, billing, forecasting, and tooling needed to drive operational excellence across the revenue organization.

This is an individual contributor role with high visibility and impact across the company. The ideal candidate brings strong RevOps expertise and thrives in both strategic and executional work. This role has a clear path to leadership (Sr Director / VP+) over time for a candidate who successfully builds a high-performing RevOps foundation.

What You'll Do

  • Partner closely with Sales, Finance, Operations, and Marketing leaders as the RevOps subject matter expert, tracking and optimizing the end-to-end revenue funnel—from lead to renewal.
  • Define and direct operational priorities across new business, customer acquisition, growth, and retention to help achieve revenue goals.
  • Build and optimize core RevOps processes, metrics, and playbooks. Identify gaps early and drive timely interventions.
  • Design and improve reporting frameworks to monitor sales and post-sales performance, and propose improvements to enhance productivity and efficiency.
  • Own quota setting and compensation planning while supporting revenue forecasting — especially for usage-based variable revenue.
  • Collaborate with Finance to strengthen revenue forecasting accuracy and align GTM performance with company-wide planning cycles.
  • Identify and prioritize investments in tooling and automation, including AI-enabled solutions that boost GTM team productivity.

What We're Looking For

  • Experience: 8-14 years of experience in Revenue Operations or Sales Strategy roles, ideally in fast-paced, high-growth B2B environments. Experience supporting multi-channel sales and post-sales motions is a plus.
  • Strategic + Executional: Proven ability to guide strategic direction while acting as a hands-on individual contributor. You thrive when rolling up your sleeves to implement systems, processes, and dashboards.
  • Analytical: Comfortable diving deep into sales and customer data. Strong operational modeling and forecasting experience required.
  • Tooling: Proficiency with CRM (e.g., Salesforce), and strong familiarity with data visualization and BI tools such as Sigma, Tableau, or Power BI.
  • Communication: Executive presence with the ability to translate technical or analytical insights into clear, actionable narratives for multiple stakeholders.
  • Empathy & EQ: Uses insights and emotional intelligence to navigate sensitive topics like compensation and performance management.
  • Adaptability: Thrives in ambiguity and can confidently make decisions and guide cross-functional alignment in rapidly evolving environments.
  • Collaboration: Works cross-functionally and influences without authority, across all levels of the organization.
  • Growth Mindset: Sees this as a career-defining opportunity to build the RevOps function with increasing ownership and scope over time.

LeafLink Perks & Benefits

  • Flexible PTO - you’re going to be working hard so enjoy time off with no cap!
  • A robust stock option plan to give our employees a direct stake in LeafLink’s success
  • 5 Days of Volunteer Time Off (VTO) - giving back is important to us and we want our employees to prioritize cultivating a better community
  • Competitive compensation and 401k match
  • Comprehensive health coverage (medical, dental, vision)
  • Commuter Benefits through our Flexible Spending Account

LeafLink’s employee-centric culture has earned us a coveted spot on Fast Company’s Best Places for Innovators in 2024 list.

Base salary range

$200,000 - $220,000 USD

Apply for this job

*

indicates a required field

Resume/CV*

Accepted file types: pdf, doc, docx, txt, rtf

Cover Letter

Accepted file types: pdf, doc, docx, txt, rtf

Select...
Select...
Please take a moment to self identify. It is entirely voluntary to answer the question below. By choosing “prefer not to disclose”, your candidacy will not be impacted *
Please take a moment to self identify your gender, It is entirely voluntary to answer the question below. By choosing “prefer not to disclose”, your candidacy will not be impacted *

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.

As set forth in LeafLink’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.

Select...
Select...
Race & Ethnicity Definitions

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.

Select...

Voluntary Self-Identification of Disability

Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 04/30/2026

Why are you being asked to complete this form?

We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.

Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.

How do you know if you have a disability?

A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:

  • Alcohol or other substance use disorder (not currently using drugs illegally)
  • Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
  • Blind or low vision
  • Cancer (past or present)
  • Cardiovascular or heart disease
  • Celiac disease
  • Cerebral palsy
  • Deaf or serious difficulty hearing
  • Diabetes
  • Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
  • Epilepsy or other seizure disorder
  • Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
  • Intellectual or developmental disability
  • Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
  • Missing limbs or partially missing limbs
  • Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
  • Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
  • Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
  • Partial or complete paralysis (any cause)
  • Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
  • Short stature (dwarfism)
  • Traumatic brain injury
Select...

PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.