Last updated: 2025-05-22

18 Mid Market Account Executive jobs in Chicago.

Hiring now: Midmarket Client Dir @ Ahead, Account Exec Mid Market @ Karbon, Account Exec Smb Sales @ Braze, Midmarket Account Exec @ Gong, Midmarket Account Exec Ho @ Eliseai, Sales Rep @ Samsara, Account Exec Gtsinvest @ Gartner, Account Exec @ Servicenow, Account Exec New Biz @ Stripe, Sr Account Mgr Midmarket @ Engine.Explore more at at kaamvaam.com

šŸ”„ Skills

sales (6) prospecting (5) SaaS (4) sales process (4) consultative sales (4) closing deals (3) negotiations (3) customer relationships (3) business development (2) customer experience (2)

šŸ“ Locations

Chicago (17) Elk Grove Village (1)
šŸ” Go to full job search

Ahead

Mid-Market Client Director Chicago
Skills & Focus: business development, customer experience, data center, cloud, infrastructure, sales targets, client expansion, leadership, CRM, communication
About the Company: AHEAD builds platforms for digital business, specializing in cloud infrastructure, automation, analytics, and software delivery.
Experience: 3+ years of direct selling enterprise infrastructure software, hardware and services
Salary: $175,000 - $225,000 a year
Type: Hybrid
Benefits: Medical, Dental, and Vision Insurance, 401(k), Paid company holidays, Paid time off, Paid parental and caregiver leave

Karbon

Account Executive - Mid Market Chicago
Skills & Focus: SaaS, sales process, prospecting, lead qualification, demand creation, closing new business, consultative sales, pipeline management, technical demonstrations, value proposition
About the Company: Karbon is the global leader in practice management software for growth-minded accounting firms. We provide an award-winning, highly collaborative cloud platforā€¦
Experience: 3+ years of experience selling SaaS to mid-market businesses
Salary: $65,000 - $75,000 USD
Type: Full-time
Benefits: Strong benefits package including medical, dental, vision, 401K, FSA, paid parental leave, work from home stipend and Fā€¦

Braze

Account Executive (SMB Sales) Chicago
Skills & Focus: sales, account executive, SaaS, full lifecycle, prospecting, closing deals, ROI, CRM, forecasting, startup
About the Company: Braze is the leading customer engagement platform that empowers brands to Be Absolutely Engaging.ā„¢ Braze allows any marketer to collect and take action on any ā€¦
Experience: At least 2 years of Full cycle SaaS Sales Experience from prospect to close, as an Account Executive
Salary: $68,100 - $75,000/year starting, plus OTE $136,200 - $150,000/year including bonus or commission
Type: Full-time
Benefits: Comprehensive benefits including medical, dental, vision, life, and disability coverage; retirement plans; Employee Stoā€¦

Gong

Mid-Market Account Executive Chicago
Skills & Focus: customer experience, sales process, prospecting, SaaS, enterprise software, sales goals, communication skills, sales leaders, high-growth startup, closing deals
About the Company: Gong transforms revenue organizations by harnessing customer interactions to increase business efficiency, improve decision-making and accelerate revenue growtā€¦
Experience: 3+ years of relevant closing experience, plus outbound SDR/BDR experience
Salary: $160,000 - $210,000 USD OTE
Type: Full-time
Benefits: Variety of medical, dental, and vision plans, Wellbeing Fund, mental health benefits, 401(k) program, education stipendā€¦

Eliseai

Mid-Market Account Executive - Housing Chicago
Skills & Focus: Mid-Market, Account Executive, sales cycle, prospecting, product demos, negotiations, C-Suite, Customer Success, SaaS, real estate
About the Company: EliseAI develops cutting-edge conversational AI technology for industries fundamental to our lives: housing and healthcare.
Experience: 3+ years quota carrying sales experience
Salary: $110,000 (OTE $295,000)
Type: Full-time
Benefits: Equity in the company, Medical, Dental and Vision premiums covered at 100%, Fully paid parental leave, Commuter benefitā€¦

Samsara

Sales Representative Chicago
Skills & Focus: Internet of Things, sales, prospecting, customer engagement, public sector, quota achievement, cold calling, sales role, new school, customer relationships
About the Company: Samsara (NYSE: IOT) is the pioneer of the Connected Operationsā„¢ Cloud, which is a platform that enables organizations that depend on physical operations to harā€¦
Experience: 2+ years of experience in a closing sales role; 1+ year of experience in sales focused on new school, government, and/or public sector accounts
Salary: $136,240 ā€” $170,300 USD
Type: Full-time
Benefits: Full time employees receive a competitive total compensation package along with employee-led remote and flexible workinā€¦

Gartner, Inc.

Account Executive, GTS/Invest Chicago
Skills & Focus: Account management, client retention, contract expansion, C-level executives, sales methodology, territory management, quota responsibility, competitive knowledge, client relationships, sales process
About the Company: At Gartner, Inc. (NYSE:IT), we guide the leaders who shape the world. Our mission relies on expert analysis and bold ideas to deliver actionable, objective insā€¦
Experience: 6-10 years
Salary: 101,000 - 148,000 USD
Type: Full-time
Benefits: Competitive salary, generous paid time off policy, charity match program, Medical, Dental & Vision Plans, Parental Leavā€¦

Servicenow

Account Executive Chicago
Skills & Focus: sales, strategy, pipeline, growth, territory, prospects, account, markets, customer, revenue

Stripe

Account Executive (New Business) Chicago
Skills & Focus: sales experience, technical product, API-first company, multi-party sales, consultative sales, negotiations, presentations, CRM hygiene, financial technology, payments experience
About the Company: Stripe is a financial infrastructure platform for businesses. Millions of companiesā€”from the worldā€™s largest enterprises to the most ambitious startupsā€”use Strā€¦
Experience: 8+ years of sales experience
Type: Full-time

Engine

Senior Account Manager, Mid-Market Chicago
Skills & Focus: account management, B2B, customer success, revenue opportunities, upselling, presentation, business plan, onboarding, cross-functional collaboration, sales technologies
About the Company: At Engine, weā€™re revolutionizing work travel. Our modern travel platform isnā€™t just about booking trips; itā€™s about transforming how businesses and their teamsā€¦
Experience: Minimum 2 years of account management experience in a B2B organization
Salary: $75,000 base with $35,000 variable
Type: Full-time
Benefits: Competitive base pay tied to role and experience, with opportunities for bonuses, commissions, and equity.

Gearset

Mid Market Account Executive Chicago
Skills & Focus: Sales, Account Executive, Mid Market, Sales Cycle, Customer Pains, Demo, Sales Targets, Sales Forecasting, Salesforce, DevOps
About the Company: Gearset is scaling fast in the Salesforce ecosystem, backed by a proven market, clear goals, and a culture built on collaboration, not competition.
Experience: Previous experience selling a product in an Account Executive capacity
Salary: $70k - $90k base with a realistic OTE of $140k - $180k depending on experience
Type: Full-time
Benefits: Opportunity to join Long Term Incentive scheme, generous personal development budget, 25 days vacation, healthcare planā€¦

Meta

Account Manager, Mid Market, Apps Chicago
Skills & Focus: account management, consultative sales, marketing consultation, client relationships, revenue growth, performance marketing, digital marketing, sales programs, cross-functional collaboration, apps industry
About the Company: Meta builds technologies that help people connect, find communities, and grow businesses.
Experience: 5+ years of experience in account management, brand/performance marketing, digital marketing, sales, or consulting
Salary: $85,000/year to $126,000/year + bonus + equity + benefits
Type: Full Time
Benefits: Meta offers benefits including bonuses and equity.

Stripe

Startup Account Executive Chicago
Skills & Focus: sales cycle, inbound leads, technical conversations, client facing, Saas, track record, custom solutions, analytical capabilities, communication skills, fast-paced environment
About the Company: Stripe is a financial infrastructure platform for businesses. Millions of companiesā€”from the worldā€™s largest enterprises to the most ambitious startupsā€”use Strā€¦
Experience: 2+ years of sales or client facing experience, preferably at a high-growth Saas company, bank, consultancy or venture capital firm, with a track record of top performance
Type: Full-time

Engine

Sales Manager, Account Management - Mid-Market Chicago
Skills & Focus: Sales Management, Account Management, Customer Retention, Team Leadership, Performance Management, Revenue Growth, Coaching, Salesforce, Data-driven Insights, Cross-functional Collaboration
About the Company: At Engine, weā€™re revolutionizing work travel. Our modern travel platform isnā€™t just about booking trips; itā€™s about transforming how businesses and their teamsā€¦
Experience: 6+ years management experience leading an Account Management/Sales team
Salary: $100,000-$125,000/year with an OTE potential of $160,000-$180,000/year
Type: Hybrid
Benefits: Competitive base pay tied to role and experience, with opportunities for bonuses, commissions, and equity.

Continental

Field Sales Position (Midwest Territory) Chicago
Skills & Focus: sales, business partnerships, territory management, accounts, market analysis, product development, training, growth, customer engagement, networking
About the Company: Manufacturer of tires and automotive products.

Samsara

Sales Executive Chicago
Skills & Focus: Internet of Things, sales, negotiations, customer relationships, closing deals, market space, cold calling, quota achievement, sensor data, business operations
About the Company: Samsara (NYSE: IOT) is the pioneer of the Connected Operationsā„¢ Cloud, which is a platform that enables organizations that depend on physical operations to harā€¦
Experience: 2+ years experience in a full-cycle, closing sales role
Salary: $119,340 ā€” $157,950 USD
Type: Full-time
Benefits: Full time employees receive a competitive total compensation package along with employee-led remote and flexible workinā€¦

Karbon

Manager - Account Executive Team (MidMarket) Chicago
Skills & Focus: Sales Team Manager, consultative sales, SaaS environment, sales performance, revenue targets, coaching, sales process, CRM software, pipeline opportunities, collaborative culture
About the Company: Karbon is the global leader in practice management software for growth-minded accounting firms. We provide an award-winning, highly collaborative cloud platforā€¦
Experience: 5+ years professional experience in sales, 2+ years experience leading either a team of Sales Executives, or BDRs/SDRs
Salary: $80,000 - $100,000 USD
Type: Full-time
Benefits: Strong benefits package including paid flexible time off, company paid medical, dental and vision for employees and eliā€¦

Adp

Account Executive ā€“ SMB Market Growth Elk Grove Village
Skills & Focus: sales, human resources, business development, customer relationships, quota-carrying, networking, business-to-business, cloud-based solutions, sales strategy, HCM
About the Company: ADP is a comprehensive global provider of cloud-based human capital management (HCM) solutions that unite HR, payroll, talent, time, tax and benefits administrā€¦
Experience: Two+ years of quota-carrying, outside business-to-business sales experience
Salary: $34,800.00 - $75,100.00 / Year
Type: Full-time
Benefits: Medical, Dental, Vision, Life Insurance, Matched Retirement Savings, Wellness Program, Short-and Long-Term Disability, ā€¦