Senior Director, Digital at Cresco Labs

Chicago, Illinois, United States

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Not SpecifiedCompensation

Expert & Leadership (9+ years)Experience Level

Full TimeJob Type

UnknownVisa

CannabisIndustries

Requirements

Strategic and execution-oriented mindset with deep experience in building integrated digital strategies for customer acquisition, retention, and lifetime value
Retail-first and digital-first thinker with experience enhancing digital customer journeys and ensuring seamless online-to-offline integration
Proven track record leading performance-driven marketing organizations at the forefront of retail innovation
Ability to thrive in a dynamic, high-growth environment with ownership, follow-through, and operational excellence
Capability to define a compelling vision and lead with clarity, structure, and accountability
Experience managing multi-channel digital budgets, accountable for ROI, ROAS, and contribution margin
Expertise in driving digital innovation, including loyalty gamification, mobile app engagement, frictionless payments, and emerging tech integration
Strong partnership skills with P&L owners and cross-functional stakeholders to align strategies and educate on digital marketing impacts
Proficiency in implementing test-and-learn cultures using A/B testing, predictive analytics, and personalization
Experience owning CRM channels like personalized email and SMS, plus defining and executing digital product roadmaps in collaboration with product and engineering teams

Responsibilities

Own the full digital commerce ecosystem, including e-commerce, media, CRM, loyalty, and analytics, ensuring seamless integration between online and in-store experiences
Own digital revenue contribution, site conversion, and online-to-offline experiences
Manage and optimize multi-channel digital budgets, directly accountable for ROI, ROAS, and contribution margin
Drive digital innovation, from loyalty gamification and mobile app engagement to frictionless payments and emerging tech integration
Partner closely with P&L owners to align digital marketing strategy and spend, translating goals into clear business outcomes
Educate cross-functional stakeholders on the impact of digital marketing levers to drive understanding, trust, and shared accountability for results
Implement a test-and-learn culture leveraging A/B testing, predictive analytics, and personalization to improve conversion and retention
Define and execute the digital product roadmap for retail marketing, collaborating with product and engineering teams for seamless customer journeys
Own the development and performance of CRM channels, including personalized, high-conversion email and SMS

Skills

Key technologies and capabilities for this role

E-commerceDigital CommerceDigital Strategy

Questions & Answers

Common questions about this position

What is the salary or compensation for the Senior Director, Digital role?

This information is not specified in the job description.

Is this Senior Director, Digital position remote or does it require office presence?

This information is not specified in the job description.

What skills and experience are required for the Senior Director, Digital role?

The role requires deep experience in building integrated digital strategies for customer acquisition, retention, and lifetime value, expertise in e-commerce, media, CRM, loyalty, and analytics, and the ability to lead performance-driven marketing organizations with a retail-first and digital-first mindset.

What is the company culture like at Cresco Labs?

Cresco Labs fosters a passionate, professional environment focused on normalizing cannabis through integrity, regulatory compliance, product consistency, and customer satisfaction, with emphasis on social equity, educational development, and supporting communities.

What makes a strong candidate for the Senior Director, Digital position?

A strong candidate is strategic and execution-oriented, thrives in dynamic high-growth environments, demonstrates ownership, follow-through, operational excellence, and can define a compelling vision while leading with clarity, structure, and accountability.

Cresco Labs

Cultivates, processes, and sells cannabis products

About Cresco Labs

Cresco Labs is involved in the U.S. cannabis industry as a grower, processor, and retailer of cannabis products for both recreational and medical users. The company offers a range of trusted brands to meet diverse consumer needs and operates in eleven states with a focus on high-demand markets and strict regulations. Cresco Labs stands out by emphasizing responsible practices, community empowerment, and eco-friendly initiatives, aiming to create a reputable cannabis industry. Its goal is to ensure that its success benefits local communities and stakeholders while delivering high-quality cannabis products.

Chicago, IllinoisHeadquarters

2013Year Founded

$105.1MTotal Funding

IPOCompany Stage

Social Impact, Consumer GoodsIndustries

1,001-5,000Employees

Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

Health Savings Account/Flexible Spending Account

Unlimited Paid Time Off

Paid Vacation

Paid Holidays

401(k) Company Match

401(k) Retirement Plan

Performance Bonus

Stock Options

Employee Discounts

Risks

Increased competition in Ohio following the legalization of recreational cannabis.

Potential supply chain disruptions due to rapid expansion in Pennsylvania.

Regulatory challenges in maintaining compliance across multiple states.

Differentiation

Cresco Labs operates in eleven states, focusing on high-demand, regulated markets.

The company uses a consumer-packaged-goods approach to cannabis production and distribution.

Cresco Labs emphasizes eco-friendly practices and community empowerment initiatives.

Upsides

Cresco Labs reported a tenfold increase in operating cash flow in Q1 2024.

The company is expanding retail operations, with 72 locations nationally, including Ohio and Pennsylvania.

Cresco Labs' diverse brand portfolio caters to both recreational and medical cannabis users.

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