Top Remote Sales Jobs in Milwaukee, WI

YesterdaySaved
Remote or Hybrid
Remote Milwaukee, WI
45K-85K Annually
Junior
45K-85K Annually
Junior
Artificial Intelligence • Fintech • Insurance • Marketing Tech • Software • Analytics
Handle inbound calls and warm leads, consult customers on insurance needs, recommend appropriate Property and Casualty coverage, and convert prospects into policyholders. The role includes paid licensing and training, commission opportunities, benefits, and remote work. Employees must work a weekday and weekend schedule, maintain a dedicated home office with high-speed wired internet, and obtain a Property and Casualty insurance license after hire.
Top Skills: Cable InternetDsl InternetFiber InternetPc
2 Days AgoSaved
Remote or Hybrid
Remote Milwaukee, WI
45K-85K Annually
Junior
45K-85K Annually
Junior
Artificial Intelligence • Fintech • Insurance • Marketing Tech • Software • Analytics
Handle inbound calls and warm leads, consult customers on insurance needs, recommend appropriate property and casualty coverage, and convert prospects into policyholders. The role includes paid licensing and training, customer communication, sales closing, and representing the Liberty Mutual brand. Employees work remotely on assigned weekday and weekend schedules and must maintain a dedicated workspace with wired high-speed internet.
Top Skills: CableDslFiberPcWired High-Speed Internet
6 Days AgoSaved
Remote or Hybrid
Remote Milwaukee, WI
45K-85K Annually
Junior
45K-85K Annually
Junior
Artificial Intelligence • Fintech • Insurance • Marketing Tech • Software • Analytics
Handle inbound calls and warm leads, advise customers on insurance coverage, match products to their needs, and convert prospects into policyholders. The role includes paid training and Property & Casualty licensing, customer communication, sales closing, and remote work using company-provided equipment. Employees must work four weekdays and one weekend day and maintain a compliant home office with high-speed wired internet.
Top Skills: Pc ProficiencyProperty & Casualty Insurance LicenseWired High-Speed Internet
YesterdaySaved
Remote or Hybrid
Remote Milwaukee, WI
90K-114K Annually
Entry level
90K-114K Annually
Entry level
HR Tech • Information Technology • Professional Services • Sales • Software
Supports Account Executives by leading consultative discovery, delivering tailored technical demonstrations, explaining API integrations and security concepts, and recommending customer-focused SaaS solutions. Collaborates with Product, Customer Success, and Professional Services teams, identifies technical blockers, incorporates customer feedback, and uses data and emerging technologies to improve sales effectiveness. The role requires strong communication, teamwork, curiosity, and comfort engaging both HR and IT stakeholders.
Top Skills: Api IntegrationsChatgptGenerative AiSaaSSecurity Protocols
YesterdaySaved
In-Office or Remote
Remote Milwaukee, WI
100K-145K Annually
Senior level
100K-145K Annually
Senior level
Software • Hospitality
Leads group sales for Hilton Aruba and The Westerly, soliciting and negotiating complex group accommodations, contracts, pricing, and agency agreements. Directs sales staff, oversees performance, training, forecasts, budgets, reporting, trade shows, client presentations, and market research. Builds customer relationships, develops sales strategies, monitors departmental performance, and travels domestically and internationally up to 30% of the time.
Top Skills: Delphi.Fdc
2 Days AgoSaved
Easy Apply
Remote
Remote Milwaukee, WI
Easy Apply
325K-385K Annually
Senior level
325K-385K Annually
Senior level
Big Data • Healthtech • HR Tech • Machine Learning • Software • Telehealth • Big Data Analytics
Leads Garner’s provider sales growth by developing distribution models, closing strategic partnerships with healthcare providers, expanding brand presence, refining provider strategy, and achieving annual revenue goals. The role requires managed care or provider organization experience, expertise in value-based care and healthcare economics, strategic account planning, executive partnership, and regional travel across East Coast and Central clients.
2 Days AgoSaved
Easy Apply
Remote or Hybrid
Remote Milwaukee, WI
Easy Apply
383K-473K Annually
Expert/Leader
383K-473K Annually
Expert/Leader
Greentech • Hardware • Healthtech • Internet of Things
Leads Bevi’s indirect sales strategy, national partnerships, territory sales, and international channel expansion. Owns partner growth, executive relationships, negotiations, forecasting, operating plans, pipeline management, and team development. Builds scalable sales playbooks, manages revenue and budgets, establishes performance systems, and collaborates with Sales Operations, Finance, People, Product, Operations, and Marketing to deliver predictable partner revenue and machine bookings.
Top Skills: CRMIot
11 Days AgoSaved
Remote or Hybrid
Remote Milwaukee, WI
45K-85K Annually
Junior
45K-85K Annually
Junior
Artificial Intelligence • Fintech • Insurance • Marketing Tech • Software • Analytics
Handles inbound calls and warm leads, consults customers on insurance needs, recommends appropriate coverages and products, and converts prospects into policyholders. The role includes paid Property and Casualty licensing and sales training, customer communication, lead conversion, and adherence to remote-work and schedule requirements.
Top Skills: PcProperty & Casualty Insurance LicensingWired High-Speed Internet
3 Days AgoSaved
Easy Apply
Remote or Hybrid
Remote Milwaukee, WI
Easy Apply
Senior level
Senior level
Healthtech • Software
Build and lead the sales enablement function by designing onboarding, training, certification, and product education programs. Partner with Sales, Marketing, Customer Success, Professional Services, Product, and commercial leadership to address performance gaps, improve ramp time, increase quota attainment, and support retention. Own enablement technology, including LMS and HubSpot-related training, measure program outcomes, evolve the sales motion, and guide the growing enablement team.
Top Skills: AIHubspotLmsSaaSShowpad
3 Days AgoSaved
In-Office or Remote
Remote Milwaukee, WI
110K-145K Annually
Expert/Leader
110K-145K Annually
Expert/Leader
Software • Hospitality
Lead Hilton’s technology-focused corporate group sales accounts by developing account strategies, expanding relationships, identifying revenue opportunities, forecasting growth, and achieving sales targets. The role manages national and global accounts, analyzes account data, collaborates cross-functionally, advises executive decision-makers, and delivers tailored hospitality solutions. It is remote and requires travel of up to 40%.
Top Skills: CRMSalesforce
Reposted 3 Days AgoSaved
Remote
Remote Milwaukee, WI
Expert/Leader
Expert/Leader
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Lead and coach federal enterprise sales teams, drive net-new agency acquisition and contract expansion, and grow ARR across civilian, DoD, and intelligence agencies. Develop go-to-market strategies, manage complex multi-year software procurements, engage senior government executives, oversee pipeline and forecasting, and coordinate with solution engineering, marketing, and system integrator partners. The role requires extensive federal SaaS sales leadership, procurement expertise, and knowledge of FedRAMP and government contract vehicles.
Top Skills: FedrampGenerative AiSaaS
Reposted 3 Days AgoSaved
Remote
Remote Milwaukee, WI
Expert/Leader
Expert/Leader
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Lead and coach a team of 6–8 enterprise account executives selling SaaS and Generative AI solutions to Financial Services organizations. Drive net-new logo acquisition, ARR growth, complex seven-figure deal closures, pipeline management, forecasting, executive engagement, and vertical go-to-market strategy. Partner with Solution Engineering, Product Management, and Marketing to develop tailored sales plays and expand market penetration.
Top Skills: Experience Management PlatformGenerative AiSaaS
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Reposted 3 Days AgoSaved
Remote
Remote Milwaukee, WI
166K-218K Annually
Junior
166K-218K Annually
Junior
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Leads U.S. Life Sciences and Payers sales strategy, revenue growth, enterprise selling, partner development, forecasting, and customer expansion. Manages frontline sales leaders and enterprise account executives while engaging C-suite stakeholders across healthcare organizations. Builds high-performing teams, drives complex SaaS sales cycles, strengthens partner ecosystems, and collaborates cross-functionally with Product, Marketing, Customer Success, and Solution Engineering.
Top Skills: Enterprise SoftwareSaaSSales Analytics
Reposted 3 Days AgoSaved
Remote
Remote Milwaukee, WI
Expert/Leader
Expert/Leader
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Leads and coaches enterprise sales leaders and account executives serving the Services sector. Drives net-new logo acquisition, ARR growth, pipeline generation, forecasting, executive engagement, and complex multi-year enterprise SaaS deals. Develops vertical go-to-market strategies, sponsors strategic opportunities, and collaborates with solution engineering, product management, and marketing teams to expand market penetration and revenue.
Top Skills: Experience Management PlatformGenerative AiSaaS
Reposted 3 Days AgoSaved
Remote
Remote Milwaukee, WI
Expert/Leader
Expert/Leader
Artificial Intelligence • HR Tech • Information Technology • Software • Business Intelligence
Lead North American enterprise sales for Qualtrics’ Technology and Telecommunications vertical. Manage and coach 4–6 sales leaders and 20+ account executives, drive net-new logo acquisition, oversee complex seven-figure SaaS deals, develop vertical go-to-market strategies, engage C-level stakeholders, manage pipelines and forecasts, and collaborate with Product, Marketing, and Solutions Engineering to accelerate revenue growth.
Top Skills: Generative AiSaaS
Reposted 4 Days AgoSaved
Remote or Hybrid
Remote Milwaukee, WI
130K-175K Annually
Senior level
130K-175K Annually
Senior level
Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Drive federal and DoD sales within an assigned region by developing pipeline and account plans, building executive relationships, closing software/security deals, collaborating with cross-functional teams and partners, forecasting, and using Salesforce to track opportunities to exceed quota.
Top Skills: AICloudCybersecuritySaaSSalesforce
Reposted 4 Days AgoSaved
Easy Apply
Remote
Remote Milwaukee, WI
Easy Apply
165K-175K Annually
Mid level
165K-175K Annually
Mid level
Information Technology • Cybersecurity
Provides technical product expertise and presentations to prospective customers, helping improve their security posture and positioning Huntress solutions. Partners with Sales, Marketing, Support, and Engineering to identify customer needs and product improvements. Reviews security issues with technical teams, supports MSP and VAR customers, and travels approximately 25% to meet customers.
Top Skills: AWSAzureCybersecurity FrameworksElasticGCPMalware AnalysisPsasRmmsSandbox AnalysisSIEMSplunkThreat Intelligence
15 Days AgoSaved
Remote or Hybrid
Remote Milwaukee, WI
45K-85K Annually
Junior
45K-85K Annually
Junior
Artificial Intelligence • Fintech • Insurance • Marketing Tech • Software • Analytics
Handle inbound calls and warm leads, assess customers’ insurance needs, recommend appropriate Property and Casualty products, and convert prospects into policyholders. The role includes paid licensing and training, remote work, customer communication, sales closing, and adherence to assigned schedules. Employees must obtain a Property and Casualty license and maintain a dedicated home workspace with wired high-speed internet.
Top Skills: Cable InternetDsl InternetFiber InternetPcWired High-Speed Internet
15 Days AgoSaved
Remote or Hybrid
Remote Milwaukee, WI
45K-85K Annually
Junior
45K-85K Annually
Junior
Artificial Intelligence • Fintech • Insurance • Marketing Tech • Software • Analytics
Handles inbound calls and warm leads, consults customers on insurance needs, recommends appropriate Property and Casualty coverage, and converts prospects into policyholders. The role includes paid licensing and training, customer service, sales closing, lead management, and remote work. Employees must maintain a dedicated home workspace, meet internet requirements, and work four weekdays plus one weekend day. A Property and Casualty license is required after hire.
Top Skills: Cable/Fiber/Dsl High-Speed InternetPc
16 Days AgoSaved
Remote or Hybrid
Remote Milwaukee, WI
45K-85K Annually
Junior
45K-85K Annually
Junior
Artificial Intelligence • Fintech • Insurance • Marketing Tech • Software • Analytics
Handles inbound calls and warm leads, consults customers on insurance needs, recommends appropriate property and casualty coverage, and converts prospects into policyholders. The role includes paid training and licensing, commission opportunities, customer relationship building, sales closing, and remote work. Representatives must maintain a professional home workspace, work a designated weekday and weekend schedule, and obtain a Property and Casualty Insurance license after hire.
Top Skills: PcWired High-Speed Internet
6 Days AgoSaved
Easy Apply
Remote
Remote Milwaukee, WI
Easy Apply
148K-248K Annually
Entry level
148K-248K Annually
Entry level
Cloud • Security • Software • Cybersecurity • Automation
Leads GitLab’s National Security Group regional sales team, driving new and expansion revenue across U.S. federal agencies. Responsibilities include hiring and coaching Account Executives, forecasting, pipeline management, complex deal strategy, executive negotiations, federal procurement, FedRAMP-related selling, partner engagement, and account expansion. The role collaborates with Customer Success, Product, Marketing, Renewals, distributors, and systems integrators while traveling as needed for customer and team engagements.
Top Skills: CRMDevsecopsFedrampGitlabMarketing AutomationSalesforce
Reposted 7 Days AgoSaved
Remote
Remote Milwaukee, WI
Entry level
Entry level
Insurance • Financial Services
Handle inbound and outbound calls to sell Globe Life insurance products, close new accounts, provide consultative support to match products to customer needs, and generate revenue while meeting attendance and scheduling requirements for remote work.
Top Skills: AdobeExcelOutlook
Reposted 7 Days AgoSaved
Easy Apply
Remote
Remote Milwaukee, WI
Easy Apply
26-32 Annually
Junior
26-32 Annually
Junior
Fintech • Insurance • Machine Learning • Analytics • Financial Services • Automation
Sell commercial insurance to small business customers through inbound and outbound calls. Responsibilities include qualifying prospects, setting appointments, maintaining lead systems, understanding customer needs, partnering with underwriting, presenting policies, closing deals, and building customer relationships. The role is remote within the United States and requires strong communication, coordination, adaptability, and problem-solving skills.
7 Days AgoSaved
Remote
Remote Milwaukee, WI
43K-78K Annually
Junior
43K-78K Annually
Junior
Other • Utilities
Prospect and acquire small and midsize business customers within an assigned territory. Generate leads through cold calling, networking, and other outreach; identify customer needs; recommend wireless products and services; negotiate and close deals; manage sales funnels and forecasts; and grow the customer base while meeting or exceeding monthly sales targets.
Top Skills: Sales Force AutomationWireless Telecommunications
7 Days AgoSaved
Easy Apply
Remote
Remote Milwaukee, WI
Easy Apply
148K-248K Annually
Senior level
148K-248K Annually
Senior level
Cloud • Security • Software • Cybersecurity • Automation
Leads GitLab’s global SMB new-business organization across EMEA and AMER, overseeing regional sales, BDR, and SDR managers. Owns new-logo strategy, pipeline generation, quota and territory planning, forecasting, revenue reporting, hiring, manager development, and cross-functional alignment. The role drives outbound sales motions, develops team performance, analyzes market opportunities, and represents new-business strategy to senior leadership.
Top Skills: ClariCRMDevsecopsGitlabMarketing AutomationMarketoSalesforce
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