Top Mid-Market Account Executive Jobs in Chicago, IL

Sell AssetWatch solutions to new and existing mid-market customers by diagnosing customer pain points, delivering targeted demonstrations and proposals, managing CRM records, attending trade shows, prospecting leads, and collaborating with post-sale teams to transition closed deals.

The Account Executive will manage full-cycle sales for new clients, focusing on SMB and Mid-Market haulers, conducting demos, and building sales pipelines.

The Mid-Market Account Executive is responsible for software sales to new clients, managing the sales cycle, and ensuring customer satisfaction with Agiloft's CLM solutions.

As a Mid-Market Account Executive, manage sales from pipeline development to closing deals, focusing on new business acquisition within mid-sized clients. Engage in high-volume prospecting and conduct customer needs analysis to position solutions effectively.

As a Growth Specialist, you'll engage in consultative selling to close deals with medium-sized businesses, manage a pipeline of leads, and collaborate across departments to achieve sales goals.

The Account Executive will sell GiveCampus solutions to educational institutions, manage complex sales processes, and build relationships with stakeholders while achieving sales quotas.

The Mid-Market Account Executive will identify and close opportunities with mid-market companies, develop client relationships, manage a pipeline of leads, and achieve revenue targets in a field sales role.

Own full sales cycle to win new mid-market customers: prospecting, discovery, demos, negotiation, and close. Build territory strategies, manage pipeline and forecasts in CRM, collaborate with cross-functional teams, and use AI and sales tools to drive revenue and displace legacy competitors.

Sell Weave's AI-powered regulatory content and workflow platform to pharmaceutical companies, biotechs, and CROs. Generate leads, qualify prospects, manage pipeline to close, collaborate with product and marketing, represent the company at events, and meet monthly/quarterly bookings and conversion targets.

Sell an AI-powered regulatory content and workflow SaaS to pharmaceutical, biotech and CRO customers. Generate leads, qualify opportunities, manage pipeline, draft contracts, collaborate on onboarding, represent the company at events, and meet bookings and conversion targets while using CRM and reporting tools.

Drive mid-market software sales through outbound prospecting, opportunity creation, territory planning, and complex sales cycle management. Maintain pipeline in HubSpot, meet revenue targets, and build executive-level relationships to expand and retain customers.

Quota-carrying Mid Market Account Executive responsible for full sales cycle: prospecting, cold calling, in-person meetings, attending industry events, closing deals, and keeping CRM data current while collaborating with marketing, product, and customer success teams.

Quota-carrying mid-market account executive responsible for acquiring new enterprise logos through solution selling, multi-channel outreach, and complex negotiations. Manage large, multi-stakeholder deals, maintain CRM pipeline and forecasts, meet revenue targets, collaborate cross-functionally, and mentor junior reps. Leverage AI tools to improve efficiency and tailor enterprise database solutions.

As a Mid Market Account Executive, you will manage relationships with clients, drive sales of AI solutions, and collaborate cross-functionally to enhance product offerings.

The Mid-Market Account Executive will drive sales within the manufacturing sector, focusing on client engagement, prospecting, and strategy execution.

As an Account Executive for Mid-Market Non-Profit Clients, you'll align Salesforce capabilities with client needs, generate revenue, and enhance social impact through strategic partnerships.

Drive new customer acquisition for Peek's activity-operator network using consultative SaaS sales. Manage territory strategy, deliver product demos, meet monthly/quarterly targets, maintain forecasts in Salesforce, and provide market insights to senior management. Role requires travel as needed and deep travel-industry knowledge.

Drive consultative mid-market sales across the Central region, advising executive HR and finance stakeholders on group health solutions. Manage full sales cycle, build broker partnerships, influence product positioning, analyze competitive landscape, maintain pipeline and forecasting, and travel regionally to support brokers and clients.

Lead consultative Mid-Market sales across the East Coast, managing broker relationships and executive stakeholders at 100+ employee companies. Drive discovery, build business cases, influence product positioning, maintain pipeline and forecasts, analyze competitive landscape, and travel regionally to support partners.

Owner of West Coast mid-market territory selling group health insurance solutions. Lead consultative sales with executives and HR, manage brokers, drive forecasting and pipeline health, inform product and GTM strategy, and travel regionally to build relationships.

Drive new business for Fleetio by prospecting and closing mid-market customers via consultative sales, web demos, strategic outreach, negotiation, and cross-functional collaboration to grow ARR.

Own retention, expansion, and net revenue growth for a portfolio of mid-market Fleetio customers. Develop and execute strategic account plans, map stakeholders, drive upsell/cross-sell and renewals, partner with Customer Success to maximize adoption, present to executives, and achieve NRR targets. Travel ~25%.

Drive full sales cycle for mid-market accounts: generate pipeline, qualify opportunities, demo, negotiate, and close deals. Partner with Customer Success, Sales Engineers, and others to drive value realization and expansions. Maintain accurate forecasts and CRM data, use MEDDPICC to qualify deals, and consistently meet or exceed ARR quota while building multi-threaded relationships across accounts.

Sell Champify to mid-market accounts: qualify inbound, create outbound pipeline, run discovery, demos, POCs, build champions, and close $20–100K SaaS deals while partnering with GTM teams.

Manage a mid-market sales territory end-to-end: run discovery, negotiate and close enterprise SaaS deals (often six-figure) with value-based selling, coordinate internal engineering/resources, shorten sales cycles, and relay customer feedback to product.