Director of Sales

# Director of SalesFully Remote • 8891 BRIGHTON LANE - BONITA SPRINGS, FL 34135Education Level2 Year Degree## Description**Company Overview:** Crestwood Associates, founded in 1998, is a leading accounting and business management solutions provider. As an AI first ERP partner, we help organizations transform operations through innovative software and optimized business processes.**Our Values:** Work Smart. Have Fun. Deliver Results.**Company Culture:** At Crestwood Associates, we foster a collaborative, innovative, and growth-oriented environment. Our teams are encouraged to think creatively, share ideas openly, and take ownership of meaningful work. We value transparency, accountability, and continuous learning, and we approach challenges with curiosity and a solution-driven mindset. Most importantly, we prioritize a workplace where people feel respected, supported, and motivated to do their best work.**Primary Objective:** Lead Crestwood’s net-new revenue strategy driving sales across North America.**Key Responsibilities*** Drive new logo acquisition through core products (Acumatica, Microsoft Business Central) and complementary solutions (M365, Crestwood Cloud, Crestwood Products, ISV offerings).* Build and maintain strong relationships with prospects, demonstrating a deep understanding of their business objectives and needs.* Develop, coach, and motivate the Account Executive team to achieve sales goals.* Oversee onboarding, continuous learning, and performance review processes for the Account Executive sales team.* Manage pipeline performance and ensure accurate forecasting.* Optimize and document sales processes.* Design and execute effective sales plans.* Expand and scale referral partner channels.* Stay informed on industry trends and competitive landscapes, sharing insights that shape sales strategy and messaging.* Serve as a cross functional liaison between Sales, Marketing, Services, and Product teams to ensure alignment in messaging, proposals, feedback loops, and partner programs.## Qualifications**Required Education, Skills & Experience*** Bachelor’s or Associate’s degree preferred* Minimum 2 years in a supervisory role* Minimum 6 years as an Account Executive in an ERP/SaaS environment* Excellent written, verbal, presentation, and negotiation skills* Proven ability to manage the full sales cycle* Ability to articulate clear product and service value propositions* Demonstrated experience developing client focused, differentiated solutions* Strong understanding of competitive positioning**Supervisory Responsibility:** Oversees and leads a team of Account Executives.**Benefits & Perks*** Medical, Dental, and Vision Insurance* Short and Long-term Disability Insurance* Life Insurance* Simple IRA with company match* Flexible PTO* Paid Holidays* Career Enrichment Program*Crestwood Associates is an equal opportunity; an affirmative action employer committed to workplace diversity.*
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