Sales Executive Jobs in Connecticut
Sales Executive jobs in Connecticut are consistently active, with demand concentrated in insurance, financial services, healthcare technology, and defense contracting across one of the most commercially dense states in the Northeast. Hartford, Stamford, and Bridgeport are the largest hiring metros, anchored by employers such as The Hartford, Cigna, and Synchrony Financial, all of which maintain sizable sales organizations in the state. The most in-demand specialties include enterprise software sales, benefits and insurance sales, and B2B solutions for financial and healthcare clients. Scan the live roles below and apply to whichever ones fit.
Find Sales Executive JobsOverview
Showing 5 of 52+ Sales Executive jobs
Success Systems is seeking a high-performing, full-cycle SaaS Account Executive to drive new customer acquisition and expansion revenue for our cloud-based retail software solutions. The Account Executive will own opportunities from outbound prospecting and qualification through discovery, product demonstration, business-case development, commercial negotiation, and closed-won handoff.
This role is ideal for a consultative seller who can help retail and convenience-store operators modernize their business through software that improves visibility, execution, profitability, compliance, reporting, inventory management, promotions, labor efficiency, and multi-location control.
The successful candidate is highly accountable, comfortable creating pipeline from scratch, skilled at engaging senior business leaders, and disciplined in managing a structured sales process. This is a quota-carrying position with responsibility for both new-logo business and growth within assigned accounts or territories.
Key Responsibilities
- Own the end-to-end sales process for Success Systems SaaS solutions, including prospecting, qualification, discovery, demonstration, proposal development, negotiation, closing, and post-sale handoff.
- Generate new business through outbound prospecting, targeted account outreach, inbound lead follow-up, referrals, partner relationships, industry events, and account-based selling.
- Build relationships with retail owners, executives, operations leaders, finance leaders, IT stakeholders, merchandising teams, and other decision-makers.
- Conduct discovery to understand customer goals, business processes, technology environment, reporting needs, operational inefficiencies, compliance requirements, and growth priorities.
- Position Success Systems software as a business solution rather than a feature set, linking product capabilities to measurable operational, financial, and strategic outcomes.
- Deliver tailored demonstrations and executive presentations that align to each prospect’s use cases and decision criteria.
- Develop compelling ROI analyses, value hypotheses, mutual action plans, proposals, and commercial packages.
- Manage multiple opportunities simultaneously while maintaining a strong, predictable pipeline.
- Create and execute territory and account plans that identify high-value target accounts, expansion opportunities, key stakeholders, and competitive displacement strategies.
- Work closely with sales development, marketing, customer success, implementation, product, and leadership teams to accelerate revenue growth and improve customer outcomes.
- Navigate procurement, security, legal, finance, and executive approval processes as necessary.
- Maintain accurate CRM records, including contacts, account plans, discovery notes, opportunity stages, next steps, deal risks, close dates, forecasts, and competitive intelligence.
- Meet or exceed assigned targets for annual recurring revenue, bookings, new-logo acquisition, pipeline creation, conversion rates, and expansion revenue.
- Monitor industry trends, customer needs, competitor positioning, and product-market opportunities in convenience-store and retail technology.
Required Qualifications
- 3+ years of full-cycle B2B SaaS sales experience with demonstrated quota attainment.
- Proven ability to source pipeline independently through outbound prospecting and strategic account development.
- Experience selling to mid-market, multi-location, enterprise, or operationally complex organizations.
- Strong consultative selling skills, including discovery, stakeholder mapping, value articulation, product demonstration, negotiation, and closing.
- Track record of managing opportunities involving multiple decision-makers and longer or more complex sales cycles.
- Ability to translate software capabilities into financial and operational business outcomes.
- Strong written and verbal communication skills, including executive-level presentation skills.
- Experience using CRM and sales-engagement tools to manage activity, pipeline, forecasting, and account information.
- Data-driven approach to territory planning, pipeline management, conversion improvement, and forecast accuracy.
- Bachelor’s degree preferred, or equivalent relevant professional experience.
Preferred Qualifications
- Experience selling SaaS solutions into convenience stores, retail, fuel retail, hospitality, restaurants, distribution, consumer goods, or multi-location operators.
- Familiarity with retail operations, back-office systems, POS ecosystems, inventory management, tobacco rebate programs, lottery, promotions, loyalty, reporting, or store analytics.
- Experience selling operational software with measurable ROI tied to margin improvement, time savings, labor efficiency, reduction in shrink, or improved compliance.
- Knowledge of modern SaaS selling methodologies, including MEDDICC, Challenger, Command of the Message, Sandler, or similar approaches.
- Experience selling through strategic partnerships, referral networks, technology alliances, resellers, or channel relationships.
- Familiarity with SaaS commercial structures, including subscription agreements, annual recurring revenue, multi-year contracts, expansion motions, and renewal economics.
- Ability to work from Norwalk, CT office 3 days a week for initial 6 month training
Success Measures
- Annual recurring revenue and total contract value closed
- New-logo acquisition
- Pipeline creation, coverage, and progression
- Opportunity conversion rates and sales-cycle efficiency
- Average contract value and multi-year agreement penetration
- Expansion and cross-sell revenue within assigned accounts
- Forecast accuracy and CRM data quality
- Consistent attainment of monthly, quarterly, and annual quota targets
- Quality of closed-won handoff to implementation and customer success
What Success Systems Offers
- The opportunity to sell SaaS solutions that help retailers operate smarter, improve execution, and make better business decisions.
- A high-accountability environment where sellers have meaningful ownership of territory strategy and revenue outcomes.
- Competitive base salary, uncapped commission opportunity, and performance incentives.
- Access to a team with deep industry expertise in convenience-store and retail technology.
- Career development opportunities in enterprise sales, strategic accounts, partnerships, sales leadership, and go-to-market strategy.
Optional Short Posting Version
Success Systems is hiring full-cycle Account Executives to drive new business across retail technology solutions. We are seeking consultative, quota-carrying sellers who can prospect, run discovery, demonstrate solutions, build business cases, negotiate contracts, and close business with convenience-store, fuel, tobacco, lottery, and multi-location retail operators.
We have opportunities focused on:
Role
Primary Sale
Ideal Background
Account Executive – POS & Kiosk
POS systems, self-service kiosks, hardware-enabled retail technology, integrations, and services
Retail POS, kiosks, payments, fuel technology, convenience retail, or complex operational technology
Pay: $100,000.00 - $300,000.00 per year
Benefits:
- Health insurance
- Health savings account
- Paid time off
- Tuition reimbursement
Work Location: Hybrid remote in Norwalk, CT 06851
Success Systems is seeking a high-performing, full-cycle SaaS Account Executive to drive new customer acquisition and expansion revenue for our cloud-based retail software solutions. The Account Executive will own opportunities from outbound prospecting and qualification through discovery, product demonstration, business-case development, commercial negotiation, and closed-won handoff.
This role is ideal for a consultative seller who can help retail and convenience-store operators modernize their business through software that improves visibility, execution, profitability, compliance, reporting, inventory management, promotions, labor efficiency, and multi-location control.
The successful candidate is highly accountable, comfortable creating pipeline from scratch, skilled at engaging senior business leaders, and disciplined in managing a structured sales process. This is a quota-carrying position with responsibility for both new-logo business and growth within assigned accounts or territories.
Key Responsibilities
- Own the end-to-end sales process for Success Systems SaaS solutions, including prospecting, qualification, discovery, demonstration, proposal development, negotiation, closing, and post-sale handoff.
- Generate new business through outbound prospecting, targeted account outreach, inbound lead follow-up, referrals, partner relationships, industry events, and account-based selling.
- Build relationships with retail owners, executives, operations leaders, finance leaders, IT stakeholders, merchandising teams, and other decision-makers.
- Conduct discovery to understand customer goals, business processes, technology environment, reporting needs, operational inefficiencies, compliance requirements, and growth priorities.
- Position Success Systems software as a business solution rather than a feature set, linking product capabilities to measurable operational, financial, and strategic outcomes.
- Deliver tailored demonstrations and executive presentations that align to each prospect’s use cases and decision criteria.
- Develop compelling ROI analyses, value hypotheses, mutual action plans, proposals, and commercial packages.
- Manage multiple opportunities simultaneously while maintaining a strong, predictable pipeline.
- Create and execute territory and account plans that identify high-value target accounts, expansion opportunities, key stakeholders, and competitive displacement strategies.
- Work closely with sales development, marketing, customer success, implementation, product, and leadership teams to accelerate revenue growth and improve customer outcomes.
- Navigate procurement, security, legal, finance, and executive approval processes as necessary.
- Maintain accurate CRM records, including contacts, account plans, discovery notes, opportunity stages, next steps, deal risks, close dates, forecasts, and competitive intelligence.
- Meet or exceed assigned targets for annual recurring revenue, bookings, new-logo acquisition, pipeline creation, conversion rates, and expansion revenue.
- Monitor industry trends, customer needs, competitor positioning, and product-market opportunities in convenience-store and retail technology.
Required Qualifications
- 3+ years of full-cycle B2B SaaS sales experience with demonstrated quota attainment.
- Proven ability to source pipeline independently through outbound prospecting and strategic account development.
- Experience selling to mid-market, multi-location, enterprise, or operationally complex organizations.
- Strong consultative selling skills, including discovery, stakeholder mapping, value articulation, product demonstration, negotiation, and closing.
- Track record of managing opportunities involving multiple decision-makers and longer or more complex sales cycles.
- Ability to translate software capabilities into financial and operational business outcomes.
- Strong written and verbal communication skills, including executive-level presentation skills.
- Experience using CRM and sales-engagement tools to manage activity, pipeline, forecasting, and account information.
- Data-driven approach to territory planning, pipeline management, conversion improvement, and forecast accuracy.
- Bachelor’s degree preferred, or equivalent relevant professional experience.
Preferred Qualifications
- Experience selling SaaS solutions into convenience stores, retail, fuel retail, hospitality, restaurants, distribution, consumer goods, or multi-location operators.
- Familiarity with retail operations, back-office systems, POS ecosystems, inventory management, tobacco rebate programs, lottery, promotions, loyalty, reporting, or store analytics.
- Experience selling operational software with measurable ROI tied to margin improvement, time savings, labor efficiency, reduction in shrink, or improved compliance.
- Knowledge of modern SaaS selling methodologies, including MEDDICC, Challenger, Command of the Message, Sandler, or similar approaches.
- Experience selling through strategic partnerships, referral networks, technology alliances, resellers, or channel relationships.
- Familiarity with SaaS commercial structures, including subscription agreements, annual recurring revenue, multi-year contracts, expansion motions, and renewal economics.
- Ability to work from Norwalk, CT office 3 days a week for initial 6 month training
Success Measures
- Annual recurring revenue and total contract value closed
- New-logo acquisition
- Pipeline creation, coverage, and progression
- Opportunity conversion rates and sales-cycle efficiency
- Average contract value and multi-year agreement penetration
- Expansion and cross-sell revenue within assigned accounts
- Forecast accuracy and CRM data quality
- Consistent attainment of monthly, quarterly, and annual quota targets
- Quality of closed-won handoff to implementation and customer success
What Success Systems Offers
- The opportunity to sell SaaS solutions that help retailers operate smarter, improve execution, and make better business decisions.
- A high-accountability environment where sellers have meaningful ownership of territory strategy and revenue outcomes.
- Competitive base salary, uncapped commission opportunity, and performance incentives.
- Access to a team with deep industry expertise in convenience-store and retail technology.
- Career development opportunities in enterprise sales, strategic accounts, partnerships, sales leadership, and go-to-market strategy.
Optional Short Posting Version
Success Systems is hiring full-cycle Account Executives to drive new business across retail technology solutions. We are seeking consultative, quota-carrying sellers who can prospect, run discovery, demonstrate solutions, build business cases, negotiate contracts, and close business with convenience-store, fuel, tobacco, lottery, and multi-location retail operators.
We have opportunities focused on:
Role
Primary Sale
Ideal Background
Account Executive – POS & Kiosk
POS systems, self-service kiosks, hardware-enabled retail technology, integrations, and services
Retail POS, kiosks, payments, fuel technology, convenience retail, or complex operational technology
Pay: $100,000.00 - $300,000.00 per year
Benefits:
- Health insurance
- Health savings account
- Paid time off
- Tuition reimbursement
Work Location: Hybrid remote in Norwalk, CT 06851
See All 52 Sales Executive Jobs in Connecticut
Find roles in Connecticut that match your experience and apply in just a few clicks.
Find Sales Executive JobsSales Executive Jobs by City in Connecticut
Where Connecticut roles are concentrated, by current openings.
Sales Executive Job Market in Connecticut
A snapshot from current Connecticut openings, updated as new roles post.
Who's Hiring
Top Industries Hiring
- Insurance
- Telecommunications
What Connecticut Employers Look For
The qualifications that appear most often in sales executive jobs across Connecticut.
- Bachelor's degree in business, marketing, or a related field required
- Proven experience managing a full sales cycle from prospecting to close
- Strong familiarity with CRM platforms such as Salesforce or HubSpot
- Demonstrated ability to meet or exceed assigned revenue and quota targets
- Experience selling into financial services, insurance, or healthcare verticals preferred
- Excellent communication and presentation skills for executive-level client engagement
Sales Executive Jobs in Connecticut: Frequently Asked Questions
How do you become a sales executive in Connecticut?
Most sales executive roles in Connecticut require a bachelor's degree in business, marketing, or a related discipline, though candidates with strong performance records in sales development or account management roles are regularly considered. Connecticut does not require a state-issued license for most sales executive positions, but roles in insurance sales require a Connecticut Insurance Producer License issued through the Connecticut Insurance Department. Building a record of quota attainment and moving up through account executive or regional sales roles is the standard path into senior sales leadership here.
How much do sales executives make in Connecticut?
Sales executives in Connecticut earn a median of about $162,110 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $92,530 for the lowest 10% to over $281,490 for the top 10%. Pay rises with experience, specialty, and employer.
Which companies hire sales executives in Connecticut?
Companies currently hiring sales executives in Connecticut include RX, RELX, and Target, per current listings on Migrate Mate as of November 2026. Connecticut's concentration of insurance carriers, financial services firms, and healthcare technology companies in the Hartford and Stamford corridors makes it one of the more consistently active markets for senior sales talent in the Northeast.
Which Connecticut cities have the most sales executive jobs?
Norwalk, Hartford, and Stamford are the Connecticut cities with the most sales executive openings. Hartford drives volume through its dense cluster of insurance and financial services headquarters, while Stamford attracts enterprise technology and media sales roles tied to its position as a major corporate hub in Fairfield County, and Bridgeport captures overflow demand from nearby suburban employer campuses and regional distribution operations.
Are there remote sales executive jobs in Connecticut?
Yes, and more than most fields. About 75% of sales executive openings tied to Connecticut are remote or hybrid as of November 2026, reflecting how readily relationship-driven, phone-and-email sales work translates to distributed settings. Strategic account management, enterprise software sales, and benefits consulting roles are the sub-areas most likely to be posted as fully remote or hybrid in Connecticut listings.
How can I get hired as a sales executive in Connecticut with little or no experience?
The most realistic entry path is starting in a sales development representative or inside sales role at one of Connecticut's large insurance or financial services employers, where structured onboarding and mentorship programs are common. Companies such as The Hartford and Cigna run formal rotational and new-associate programs that move candidates into account executive roles once they demonstrate pipeline-building ability. A Connecticut Insurance Producer License gives candidates a concrete credential that signals readiness and removes a step for hiring managers, even in non-insurance sales roles.
Where can I find and apply to sales executive jobs in Connecticut?
You can find and apply to sales executive jobs in Connecticut on Migrate Mate, which lists current openings tied to the state. Search the roles available, find the ones that match your background and target industry, and apply directly through each listing without any additional steps required.
See All 52 Sales Executive Jobs in Connecticut
Find roles in Connecticut that match your experience and apply in just a few clicks.
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