Small Business Account Executive

Small Business Account Executive drives rapid, full-cycle sales for small businesses, specializing in high-potential micro-segments such as K-12 districts and charters, youth-serving nonprofits, and residential treatment facilities. This role responds swiftly to qualified leads, executes targeted outbound campaigns, and delivers tailored solutions through structured discovery and solutions-oriented proposals. By closing short-cycle sales and maintaining accurate pipeline and forecast hygiene, the Small Business Account Executive ensures consistent revenue growth. | What You Get To Do Everyday: Respond to qualified inbound leads with urgency, executing a multi-touch approach within the first hour (call, email, and calendar link) to maximize conversion; Drive the entire sales process—from prospecting to contract execution—to achieve and exceed CPI’s sales and revenue targets; Serve as the principal representative of CPI for actual or potential customers; Strategically identify, engage, and convert new opportunities through targeted account-based approaches; Deliver compelling, solution-oriented presentations that address customer needs and showcase CPI’s unique value proposition; Build and manage a robust pipeline of qualified prospects, leveraging CRM and sales tools for accurate activity tracking and forecasting; Partner with cross-functional teams, including marketing, product management, and customer care, to ensure seamless customer experiences and successful solution implementations; Provide actionable insights to leadership on industry trends, competitive activity, and client feedback to support strategic planning; Report on sales performance, customer engagements, and pipeline progress to leadership; Stay ahead of industry trends, competitive offerings, and regulatory requirements to position CPI competitively; Serve as a team expert in a specialty area, delivering resources or professional development to peers and offering guidance and support; Perform other position-related duties as assigned. | You Need to Have: Bachelor’s degree in business, marketing, or related field; One year or more of work experience in business development, full-cycle sales, or sales development; Experience with inbound response and targeted prospecting; Knowledge of sales pipeline math and adjusts activities to hit sales targets; Demonstrated expertise in contract negotiation; Proficiency with Microsoft Office suite, CRM platforms, sequencing/engagement tools (SalesLoft), and virtual meeting platforms; High level of customer focus, with internal and external customers; Strong discovery, objection-handling, and closing skills; Intellectually curious with excellent problem-solving skills; Ability to work independently and be a member of a multi-function team; Strong attention to detail and accountability for results; Proven ability to multitask, prioritize, and organize in a dynamic work environment; Excellent verbal and written communication, negotiation, and presentation skills; High resilience and the ability to handle frequent rejection with a positive attitude. | We’d Love to See: Experience working with K-12, youth services, behavioral health, or training programs; Familiarity within the public sector or non-profit buying; Experience selling Train-the-Trainer or cohort-based offerings; Experience using BANT, MEDDIC, SPICED, or Challenger sales methodologies. | What We Offer: $50,000 annual base salary; On target earnings of $75,000/yr (base + uncapped commissions); Comprehensive benefits package; 401k; PTO; Health & Wellness Days; Paid Volunteer Time Off; Continuing education and training; Hybrid or remote work schedule; Paid Parental Leave; Equal Opportunity Employer policies and practice.