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Remote Enterprise Strategy Lead — Shape Growth Playbook

Ascend Wellness Holdings (CSE: AAWH.U / OTCQX:AAWH), Morristown, TN, United States


Who We Are

Ascend Wellness Holdings (AWH) is a vertically integrated cannabis cultivator, processor, and retailer with assets in Illinois, Maryland, Massachusetts, Michigan, New Jersey, Ohio, and Pennsylvania. Our mission is to shape the future of cannabis as a leading healthcare solution while delivering a premium, customer-focused retail experience. We are committed to building a high-performing team that is passionate about our products, our communities, and creating operational excellence across our growing footprint. Who We Are

Ascend Wellness Holdings (AWH) is a vertically integrated cannabis cultivator, processor, and retailer with assets in Illinois, Maryland, Massachusetts, Michigan, New Jersey, Ohio, and Pennsylvania. Our mission is to shape the future of cannabis as a leading healthcare solution while delivering a premium, customer-focused retail experience. We are committed to building a high-performing team that is passionate about our products, our communities, and creating operational excellence across our growing footprint.

Why This Role & Why Now

This is a role for someone who wants to leave their fingerprints on an organization.

The

Senior Director of Strategy

will help write the operational playbook Ascend will follow for years to come, defining how we plan, execute, measure, and continuously improve across the enterprise. This role is designed for a leader who wants to apply the full breadth of their experience while testing their analytical rigor, judgment, and leadership skills in new ways.

This opportunity is for someone who feels they haven't yet tested their full potential-someone who knows they could do more if given the chance and wants to be rewarded for the results they create. You will have the authority and latitude to solve unstructured, high-impact problems, shape executive decision-making, and translate strategy into durable business outcomes.

Ascend is a lean, flat, fast-paced, and goal-oriented organization, and this role sits at the center of that momentum. You'll partner closely with senior leaders who value clarity, speed, and accountability-and play a meaningful role in helping Ascend remain on the winning side of cannabis history.

Role Overview

The Senior Director of Strategy is a senior enterprise leader responsible for shaping, driving, and embedding operational strategy across Ascend's vertically integrated platform. This role serves as a strategic extension of executive leadership and owns initiatives that materially improve performance, scalability, and profitability.

The ideal candidate is equally comfortable setting direction, building frameworks from scratch, diving deep into data, and leading cross-functional teams through changes.

Key Responsibilities

Enterprise Strategy & Operating Model Design

Lead development of enterprise-wide operational strategies aligned with Ascend's long-term growth objectives Design and evolve operating models, planning processes, and execution frameworks Translate strategy into clear priorities, roadmaps, and measurable outcomes

Performance Management & Analytics

Build and oversee KPI frameworks, dashboards, and management reporting used by executive leadership Identify performance gaps and improvement opportunities across cultivation, manufacturing, retail, supply chain, and corporate operations Use data-driven insights to inform decision-making and resource allocation

Strategic Analytics & Value Creation

Build analytical frameworks, including decision trees and routing matrices, to support complex operational and commercial decision-making Lead key strategic initiatives, including COGs reduction efforts and supply chain continuity initiatives Bridge Operations and Commercial teams, including partnership on new product development and stage-gate processes to ensure disciplined execution and value realization

Cross-Functional Leadership

Serve as a trusted thought partner to senior and executive leadership Lead large-scale, cross-functional initiatives without direct authority Drive alignment across teams around shared goals, metrics, and execution rhythms

Operational Excellence & Special Projects

Lead initiatives focused on efficiency, scalability, cost structure, and consistency Own ambiguous, high-impact problems that lack predefined solutions Drive initiatives such as process standardization, organizational design, footprint optimization, and readiness for new capabilities or markets

What Success Looks Like

A clearly defined, scalable operational playbook adopted across the enterprise Improved visibility into performance and faster, higher-quality decision-making Measurable improvements in execution consistency, efficiency, and profitability Strong alignment between strategy, planning, and day-to-day operations Tangible business results directly tied to initiatives you lead

Qualifications & Experience

MBA required from a top-tier, nationally or globally recognized business school 4-6+ years of progressive experience in operations strategy, management consulting, or senior operational leadership roles Experience in top-tier or well-regarded strategy consulting firms (e.g., MBB or Tier-2) or equivalent internal strategy roles strongly preferred Proven track record of leading complex, cross-functional, enterprise-level initiatives with measurable results Understanding of P&L management, including methods for controlling and reducing COGs Exceptional analytical rigor and ability to translate complexity into clear, actionable recommendations Strong presentation development skills, including analyzing data and presenting insights in a way that drives executive decision-making Strong executive presence, communication, and influence skills Proven ability to operate effectively in ambiguity and build structure where none exists Comfort and proficiency using AI in daily tasks to enhance analysis, efficiency, and decision quality Experience in highly regulated, multi-site, or consumer-facing businesses strongly preferred Cannabis industry experience a plus, but not required

Work Environment

This position primarily performs duties in a remote office setting when not onsite in a dispensary or manufacturing facility environment.

Physical Requirements

While performing the duties of this job, this position is regularlyrequiredto sit andregularly usehand(s) to handle, grasp, feel, and or touch. This position is occasionallyrequiredto stand, walk and reach with hands and arms. This positionis requiredto speakandlistenregularly.

EEO Statement

Ascend Wellness Holdings,INC., ("AWH")and its subsidiaries is an equal opportunity employer and celebrate the population of differences and does not discriminate in its hiring / hiring practices, regardless of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other characteristic protected by law.

Nothing in this job specification restricts management's right to assign or reassign duties and responsibilities to this job at any time. Critical features of this job are described under various headings above. They may be subject to change at any time due to reasonable accommodation or other reasons. The above statements are strictly intended to describe the general nature and level of the work being performed. They are not intended to be construed as a complete list of all responsibilities, duties, and skillsrequired ofemployees in this position.

This job description in no way states or implies that these are the only duties to be performed by the employee(s) incumbent in this position. Employees willbe requiredto follow any other job-related instructions and to perform any other job-related duties requested by any person authorized to give instructions or assignments. All duties and responsibilities are essential functions and requirements and are subject topossible modificationtoreasonably accommodateindividuals with disabilities.

To perform this job successfully, the incumbents willpossessthe skills, aptitudes, and abilities to perform each duty proficiently. Some requirements may exclude individuals who pose a direct threat or significant risk to the health or safety of themselves or others. The requirements listed in this document are the minimum levels of knowledge, skills, or abilities. This document does not create an employment contract, implied or otherwise, other than an "at will" relationship.

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