Small Business Account Executive

Crisis Prevention Institute•Milwaukee, WI

2d•$50,000 - $50,000•Hybrid

About The Position

The 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.

Requirements

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

Nice To Haves

Experience working with K-12, youth services, behavioral health, or training programs
Familiarity within the public sector or non-profit buying (funding sources, co-ops/associations)
Experience selling Train-the-Trainer or cohort-based offerings
Experience using BANT, MEDDIC, SPICED, or Challenger sales methodologies

Responsibilities

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.