[All remote jobs](https://jobicy.com/jobs.md)[![Dutchie logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2022/02/305a6ae1871314b06b00082374e7ba74.jpeg)](https://jobicy.com/company/dutchie.md)[Dutchie](https://jobicy.com/company/dutchie.md) # Account Executive, Illinois Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/dutchie.md)ShareRemote from[USA](https://jobicy.com/job-region/usa.md)SalaryUSD 144k–188k / yrDepartment[Sales](https://jobicy.com/categories/seller.md)EmploymentFull TimeExperienceDirectorPublished26 Oct 2026Apply before25 Nov 2026Listing views41Application actions1Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. AI Summary ## The role, at a glance. Dutchie is hiring a full-time Account Executive to own the end-to-end sales cycle for its cannabis-industry SaaS platform in Illinois. The role focuses on pipeline development, virtual and in-person product demos, territory planning, CRM hygiene, and meeting monthly through annual revenue targets. The successful candidate will bring a consistent B2B sales record, consultative selling ability, business acumen, and strong cross-functional collaboration skills. This is a remote, Illinois-based territory role with up to 50% travel across Illinois and the surrounding Midwest. Cannabis or fintech experience is a preferred bonus, while resilience, coachability, and emotional intelligence are central to the role. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 4/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a demanding quota-carrying territory sales role requiring ownership of the full sales process, strategic account planning, and frequent travel. Success depends on independently creating pipeline and navigating consultative B2B conversations in a dynamic regulated market. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job median (per year)Highly competitive$166,000US market range (per year)$120k–$190k0$209.00k AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. Dutchie discloses a starting salary range of $144,000–$188,000 USD. The posting does not explicitly state a pay cadence, but the amount and full-time US Account Executive context support an inferred annual salary period. The midpoint is $166,000 per year; the estimated US market range for a comparable SaaS Account Executive is approximately $120,000–$190,000 annually, excluding variable commission and equity. ## Core skills Skills and capabilities most closely associated with this opportunity. [B2B sales](https://jobicy.com/jobs?search_keywords=B2B%20sales.md)[Consultative selling](https://jobicy.com/jobs?search_keywords=Consultative%20selling.md)[Full-cycle sales](https://jobicy.com/jobs?search_keywords=Full-cycle%20sales.md)[Pipeline management](https://jobicy.com/jobs?search_keywords=Pipeline%20management.md)[Territory planning](https://jobicy.com/jobs?search_keywords=Territory%20planning.md)[Salesforce](https://jobicy.com/jobs?search_keywords=Salesforce.md)[Product demonstrations](https://jobicy.com/jobs?search_keywords=Product%20demonstrations.md)[SaaS sales](https://jobicy.com/jobs?search_keywords=SaaS%20sales.md)[Revenue forecasting](https://jobicy.com/jobs?search_keywords=Revenue%20forecasting.md)[Account management](https://jobicy.com/jobs?search_keywords=Account%20management.md)[Cross-functional collaboration](https://jobicy.com/jobs?search_keywords=Cross-functional%20collaboration.md)[Business acumen](https://jobicy.com/jobs?search_keywords=Business%20acumen.md)[Negotiation](https://jobicy.com/jobs?search_keywords=Negotiation.md)[Cannabis industry knowledge](https://jobicy.com/jobs?search_keywords=Cannabis%20industry%20knowledge.md) Sample interview questionsHow do you build and prioritize a sales pipeline for a new territory?I segment the territory by ideal customer profile, market potential, urgency, and likelihood to close. I create targeted outreach plans for priority accounts, maintain clear stage definitions in Salesforce, and review conversion metrics weekly to reallocate effort toward the highest-impact opportunities. Describe how you run a consultative product demo for a prospective customer. I begin with discovery to understand the customer’s operational challenges, goals, and decision criteria. During the demo, I connect relevant platform capabilities to those needs, validate value throughout the conversation, address concerns directly, and conclude with mutually agreed next steps. How would you approach selling to cannabis dispensaries in Illinois? I would first develop a detailed view of the Illinois cannabis market, including dispensary operating models, competitive landscape, and regulatory considerations. I would then tailor outreach around measurable operational, e-commerce, payment, and customer-engagement outcomes that Dutchie can help improve. Tell us about a time you collaborated with internal teams to help close or launch an account. In a previous role, I coordinated with implementation, product, and customer success teams during a complex sales cycle. I documented customer requirements early, aligned stakeholders on ownership and timing, and maintained transparent communication with the buyer, which reduced risk and supported a smooth launch. How do you stay resilient when facing rejection or missed sales targets? I treat setbacks as data rather than personal failures. I review activity, messaging, qualification, and conversion trends to identify the specific issue, seek coaching where useful, test an improved approach, and maintain consistent prospecting discipline while rebuilding momentum. Opportunity details ## About this role. About Dutchie Founded in 2017, Dutchie is an all-in-one technology platform powering the cannabis industry with [Point of Sale](https://dutchie.com/business/pos), [E-commerce](https://dutchie.com/business/ecommerce), [Payments](https://dutchie.com/business/payments), and [Loyalty & Marketing](https://dutchie.com/business/loyalty-marketing). Through our technology, we’re helping cannabis businesses start, operate, and grow with confidence. With software that simplifies their operations, our customers can focus on what matters most—bringing the benefits of cannabis safely to consumers. Dutchie aims to further support the positive societal change the cannabis industry brings to the world through wellness benefits, social justice, and empowering local communities through tax revenue. Powering thousands of dispensaries across 40+ markets throughout the United States and Canada, Dutchie is the leading technology company in the cannabis space and was named in Fast Company’s 10 Most Innovative Companies in North America and listed two years in a row on LinkedIn’s Top 50 Startups. Dutchie has raised over $600M in funding to date, backed by D1 Capital Partners, Tiger Global, Dragoneer, DFJ Growth, Thrive Capital, Howard Schultz, Snoop Dogg’s Casa Verde Capital, Gron Ventures, members of the founding team at DoorDash, Kevin Durant’s Thirty Five Ventures, and other notable angel investors. ### About This Role Join us in our pursuit to provide dispensaries and their customers the absolute best online and in store experiences. We’re seeking an Account Executive to join our dynamic sales team and contribute to our position as an industry leader. In this role, you will have ownership of the entire sales process from beginning to end. We’re seeking someone who’s driven to win and embodies a consultative sales approach. You are process-oriented, emotionally intelligent, and have a concrete grasp of the SaaS industry. This is a work-from-home role based in the US (Illinois) with up to 50% travel within the state, and surrounding Mid-Western market. ### What You’ll Do… * Build and nurture a strong sales pipeline. * Conduct compelling online and in-person demos. * Develop and execute a strategic plan for your territory to meet monthly, quarterly, and annual revenue targets. Maintain up-to-date and accurate customer and deal information in Salesforce for precise territory management and reporting. * Collaborate with various teams to ensure seamless transitions and timely launches. * Embody Dutchie’s values: It’s All About The Customer, “We” Not “I”, Focus On Outcomes, Get There Fast, Embrace Different Perspectives, Get Shit Done, and Be Direct, with Empathy, Utilize First Principles. Become an expert on the Illinois Cannabis market ### What You Bring * Location: You must live in Illinois. * Exceptional Sales Background: Proven track record of consistent success in B2B sales. * Strong Business Acumen: Robust understanding of business principles and the ability to align Dutchie’s solutions with clients’ strategic objectives. * Cross-functional Collaboration: Experience working collaboratively with various teams to drive successful customer outcomes. * Strategic Thinker: Ability to think strategically and identify opportunities for revenue growth. * Adaptability: Thrives in a fast-paced, dynamic environment and can adapt to evolving market conditions. Growth Mindset: Demonstrates resilience, grit, curiosity, coachability, and emotional intelligence, fostering ### It’s a Bonus if You… * Have experience in cannabis or fintech ### You’ll Get… We are targeting a starting salary of $144,000 – 188,000 based on the intended level for this role. In addition to cash compensation, our total rewards package includes: * Full medical benefits including dental and vision plans to ensure you always have the best care. * Equity packages in the form of stock options to all employees. * Technology (hardware, software, reading materials, etc..) allowance * Flexible vacation and sick days At Dutchie, we’re committed to providing an environment of mutual respect where equal employment opportunities are available to all applicants and teammates without regard to race, color, religion, sex, sexual orientation, gender identity or expression, pregnancy, age, national origin, disability status, genetic information, protected veteran status, or any other characteristic protected by law. Dutchie believes that diversity and inclusion among our teammates is critical to our success, and we seek to recruit, develop and retain the most talented people from a diverse candidate pool. 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