Sales Jobs in Pittsburgh, PA
Sales jobs in Pittsburgh are in strong demand, with openings concentrated in the Strip District, Downtown, and Shadyside across technology, healthcare, financial services, and manufacturing. Employers hiring right now include Foxen, Macy's, and PacSun. Find a role that fits below and apply directly.
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Summary
Join Curana Health and play a key role in improving access to care for older adults living in senior living communities. As a Territory Sales Representative, you’ll work directly with Medicare beneficiaries, helping them understand their healthcare options and enroll in Curana Health’s Medicare Special Needs Plans (ISNP, IESNP, MAPD) that best support their needs.
In this field-based role, you’ll spend time in senior living communities educating and enrolling residents, building trusted relationships, and delivering a high-quality, consultative experience. You will independently manage your Virginia territory, develop community relationships, and drive enrollment through consultative selling, education, and exceptional customer service. Internally, this role is titled Medicare Benefit Consultant (MBC).
This role is ideal for a motivated, relationship-driven professional who thrives in a field-based environment and is passionate about supporting seniors. This position supports a territory in Western Pennsylvania, primarily focused on Allegheny and Washington counties, with expansion expected as the market grows. Candidates based in or near the Pittsburgh area are strongly preferred. Curana Health reimburses travel-related expenses associated with this role, in accordance with company policy. The role requires frequent local travel and reports to a Regional Sales Director.
Essential Duties & Responsibilities
- Manage assigned territory and conduct in-person and virtual sales appointments with Medicare beneficiaries.
- Educate prospective members about plan options, benefits, and eligibility requirements in a clear, compliant, and customer-friendly manner.
- Prospect, develop, and grow the territory to drive enrollment, retention, and market penetration.
- Build, maintain, and expand relationships with senior living staff, agencies, and community organizations serving Medicare beneficiaries.
- Identify customer needs and use consultative selling techniques to present plan options and clearly explain their features and benefits.
- Deliver plan education sessions and training to partner staff to increase awareness and support enrollment efforts.
- Generate enrollments aligned with territory targets and consistently meet or exceed individual sales goals.
- Provide an exceptional member experience throughout the enrollment lifecycle, including responding to questions about benefits and eligibility.
- Conduct all activities in accordance with Medicare Marketing Guidelines and other applicable regulatory requirements.
- Accurately document sales activities, customer interactions, and enrollments in company CRM systems.
- Independently plan travel, schedule appointments, and manage day-to-day territory activity to meet performance expectations.
- Maintain a goal-oriented, self-motivated approach to achieving sales objectives.
Qualifications
- Associate degree preferred; equivalent experience in a customer-facing, sales, or healthcare-related role will be considered. Bachelor’s degree is a plus.
- Three to five years of experience in sales or customer-facing roles, with demonstrated success understanding customer needs and meeting sales or service goals.
- Experience in senior living, admissions, healthcare, community outreach, or another customer-facing environment serving older adults.
- Ability and willingness to travel up to 80% throughout the designated local territory.
- Valid driver’s license and reliable transportation.
- Ability to obtain the appropriate Pennsylvania health insurance license within 30 days of hire, including passing the required state licensing examination and completing AHIP certification.
- Ability to maintain required licensure and product certifications in accordance with company policies and procedures.
- Strong relationship-building, written, verbal, and public-speaking skills, including the ability to explain information clearly and overcome objections.
- Demonstrated organizational, problem-solving, and self-management skills, including the ability to prioritize work and independently manage appointments, travel, territory activity, and CRM documentation.
- Comfort initiating outreach, making cold calls, and developing new community relationships.
- Basic proficiency with computers and CRM or documentation tools.
- Ability to lift up to 25 pounds of collateral materials.
Preferred Qualifications
- Experience working directly with older adults or in a healthcare setting, such as senior living, home health, hospice, care coordination, or social work.
- Background in sales, admissions, business development, account management, community outreach, case management, medical sales, or senior guardianship.
- Experience in a customer-facing business-to-consumer or business-to-business environment.
- Familiarity with Medicare or health insurance products.
- The company is unable to provide sponsorship for a visa at this time (H1B or otherwise).
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Sales Jobs in Pittsburgh: Frequently Asked Questions
How do I get a sales job in Pittsburgh?
Focus your search on Pittsburgh's strongest hiring sectors: healthcare systems, industrial and manufacturing suppliers, financial services firms, and B2B technology companies based Downtown and in the East End. Candidates who can demonstrate territory management experience or a background in a technical field stand out. Networking through Pittsburgh-area industry events and professional groups gives a real edge in this relationship-driven market.
Which companies hire saless in Pittsburgh?
Employers hiring saless in Pittsburgh right now include Foxen, Macy's, and PacSun, based on current listings on Migrate Mate as of November 2026. Pittsburgh's hiring base includes a mix of large regional health systems, legacy industrial firms, and a growing cluster of software and fintech companies that have expanded their sales teams locally.
Are there remote sales jobs in Pittsburgh?
Yes, though availability depends on the role. Field and territory sales positions require in-person work, while inside sales and account management roles are far more remote-friendly. About 60% of sales openings tied to Pittsburgh are remote or hybrid as of November 2026, with the highest remote share concentrated in software, SaaS, and financial services companies headquartered in or near Downtown Pittsburgh.
How can I get a sales job in Pittsburgh with little or no experience?
The most realistic entry path in Pittsburgh is through inside sales or sales development representative roles at technology and healthcare IT companies in the East End and Downtown corridors. Pittsburgh-area employers in insurance, staffing, and logistics also hire entry-level candidates and provide structured training. Familiarity with Pittsburgh's dominant industries, even from internships or part-time work, helps candidates convert those first conversations into offers.
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