Entry Level Community Development Jobs in Madison, WI

Are you energized by the thrill of closing a deal? Are you looking for a flexible schedule?! Do you love meeting new people and having the freedom to control your own success? If so, this is your chance to turn ambition into action.

At TDS Telecom, our Entry Level Sales Representatives are more than sellers—they’re trusted advisors and community connectors. Every day, you’ll be out in the field, meeting homeowners face-to-face, introducing them to cutting-edge fiber internet, TV, and phone services that make life better. You’re not just selling—you’re shaping how people experience technology.

Want to see what a Day in the Life of a Sales Rep looks like?!

Click on the link below!

https://www.youtube.com/watch?v=MdMC5ZHz-I0

What you’ll do:

• Connect with your community by knocking on 60+ doors each day and sparking conversations with 15–20 people.
• Make an impact by helping 1–3 families daily upgrade to faster, more reliable internet that keeps them connected.
• Be the face of TDS—represent our brand with professionalism, enthusiasm, and a commitment to exceptional service.

Why You’ll Love It

• Unlimited Earning Potential: Base salary + uncapped commissions. Hit your goals and earn $100,000+ annually!
• Freedom & Flexibility: Manage your own 40-hour workweek with hours between 9 AM–9 PM, Monday–Saturday. Yes, you get to schedule your working hours around your personal life!
• Hybrid Perks: Spend 20–25% of your time on admin work from the comfort of home.
• Own Your Territory: Knock on doors, spark conversations, and showcase TDS’s residential products and services.
• Be the Local Expert: Attend community events alongside our Marketing team, educating neighbors about the benefits of TDS

Extra Benefits That Set Us Apart

• Day-one benefits package
• Monthly gas/mileage stipend + phone allowance
• Ramp-up payments for your first two months
• Exclusive rewards: Top performers earn an all-expenses-paid tropical getaway!
• TDS Discounted Services available!
• 3 Weeks of Paid Vacation and 2 Weeks of Paid Sick time PER YEAR!

If you’re ready to take control of your career, earn what you deserve, and make a real impact in your community, apply today and start building your future with TDS Telecom!

• Engage with potential customers: Reach out to both new and existing prospects through door-to-door visits, networking, and referrals to inform them about TDS's voice, data, and television services within your assigned territory.
• Conduct sales calls: Identify customer needs, provide relevant information, and sell TDS services to prospective customers to achieve your sales targets.
• Complete sales documentation: Accurately record and submit daily sales orders, agreements, third-party verifications, and reports to your supervisor, following company guidelines.
• Oversee customer accounts: Manage customer relationships from the initial sale through installation, conducting follow-up calls to ensure satisfaction post-installation.
• Create community buzz: Organize and participate in community events to create sales opportunities and increase brand awareness.

What We're Looking For:

• Self-Motivated: You’re driven, ambitious, and always looking for ways to improve.
• Charisma and Confidence: You’re a people-person who loves talking to new people and making connections.
• Goal-Oriented: You thrive on hitting targets and love the thrill of closing a deal.

Required Qualifications

• Must have access to reliable transportation
• Must be eligible for a seller's permit and/or solicitors license as required by market

Please note: This position may require additional local background checks and permitting processes to obtain licenses to sell, as required by local municipalities and government. Any licenses or permits required will be company-paid and provided.

Benefits

We believe in taking care of our team, which is why we offer comprehensive benefits to support your health, financial well-being, and overall happiness. Join us and experience a work environment where your well-being is a top priority!

Associates scheduled to work 20 or more hours per week have access to:

• Medical Coverage
• Dental Coverage
• Vision Coverage
• Life Insurance
• 401(k) Plan
• Generous Vacation & Paid Sick Leave
• Seven Paid National Holidays & One Floating Holiday
• Paid Parental Leave (6 weeks after 12 months of employment)
• Adoption & Surrogacy Assistance
• Employee Assistance & Wellness Programs

Associates working 30 or more hours per week additionally have access to:

• Short-Term & Long-Term Disability
• TDS Service Discounts
• Education Assistance
• Paid Volunteer Time

 In addition to these benefits, all associates will have the opportunity to participate in our Associate Resource Groups, which are designed to encourage community and facilitate professional development. To learn more, click here.

Who is TDS Telecom?

TDS Telecom provides high-speed internet, TV entertainment, and phone services to a diverse range of communities, including small to mid-sized urban, suburban, and rural areas across the U.S. With over 50 years of experience, TDS is committed to building and expanding fiber optic networks that bring cutting-edge connectivity to neighborhoods nationwide. Serving over 1 million connections, our mission is to create a better world by delivering innovative communication solutions that enhance the way people live, work, and connect. Visit tdstelecom.com to learn more!

At TDS, we are committed to Equal Employment Opportunity (EEO) and value the difference of backgrounds, experiences and perspectives in our workforce. We consider all qualified applicants without regard to race, color, age, religion, sex, sexual orientation, gender identity, national origin, disability, status as a protected veteran, or any other status protected by law.