Careers at Chesapeake Electric

Customer Service and Sales Representative (Entry Level)

Chesapeake Electric, named one of America’s Fastest Growing Private Companies by Inc. 5000, has proudly served our community since 2014. Owned and operated by a Master Electrician, we’ve built a culture where autonomy, accountability, and collaboration fuel both personal growth and company success. Here, hard work is rewarded, teamwork is celebrated, and your career potential is unlimited.

Launch Your Career — No Experience Required

This is not your typical customer service job, and it’s not a pushy sales role. We are building a team of high-performers who serve customers at a high level while confidently guiding them to the right solutions. If you have a positive attitude, a strong work ethic, and a desire to grow then we will teach you everything you need to succeed.


This is an onsite role based in Annapolis MD, where you’ll work alongside a high-energy team in a collaborative environment.


Our Core Values: The L.I.G.H.T. Framework

We take our culture seriously and hold every team member to the L.I.G.H.T framework: we Lead with Integrity, Innovate and Solve, Grow Together, High Standards Always, Think of Others First.

What You’ll Be Doing

As the first impression of our company, you are a critical part of the customer experience. In this role, you will:

  • Handle Inbound Calls: Answer calls from homeowners needing electrical service.
  • Book Appointments: Help customers understand their options and book service appointments with confidence.
  • Resolve Concerns: Support active customers with professionalism and care.
  • Take Ownership: We want your judgment, not someone who just checks boxes. You’ll be expected to think creatively, communicate clearly, and take ownership of every customer interaction.
  • Drive Growth: Contribute to a high-energy, team-oriented environment focused on performance. 

What Makes This Role Different

  • Tech-Forward & AI-Powered: We provide the latest tech and AI tools to help you get the job done efficiently. We want you using your brain to solve problems, not fighting outdated software.
  • Career Launchpad: No experience required—we invest heavily in your professional development through an excellent onboarding program and ongoing mentorship.
  • Performance-Based Pay: Your effort and results directly impact your earnings through weekly incentives.
  • Clear Growth Path: Opportunities to advance into leadership and operations, including our voluntary leadership development programs.


Your Career Trajectory

We believe in building careers, not just filling roles.

Phase 1: The Launch (Weeks 1–8): Complete our excellent onboarding program and extensive paid training.

Phase 2: Core Impact (Months 3–12): Master the role with ongoing coaching and mentorship, and begin earning weekly performance-based incentives.

Phase 3: Leadership Development (Year 1+): Become eligible for voluntary leadership development programs to prepare for professional leadership and strategy roles.

Phase 4: Specialized Roles: Opportunities to advance into operations, marketing, leadership, or specialized positions.

Compensation & Benefits

  • Pay: $18.50/hr base pay + weekly performance-based incentives (eligible after onboarding).
  • Financial Security: 401k with a 5% match (vested immediately) and participation in our profit-sharing program.
  • Paid Time Off: Comprehensive PTO package, including a paid birthday and paid work anniversary. Paid Vacation and extra PTO at your 3-year anniversary.
  • Holidays: Paid holidays (New Year’s, Memorial Day, Juneteenth, 4th of July, Labor Day, Thanksgiving, Christmas).
  • Family & Life: Paid maternity/paternity leave
  • Team Culture: Weekly team breakfast, monthly company/community events, and year-round awards and recognition.


What to Expect With Our Hiring Process

  1. Application Review: We look for a positive attitude and a desire to grow.
  2. Initial Discovery Call: A brief conversation to ensure our mission aligns with your path.
  3. Core Values & Skills Interview: We’ll dive into our L.I.G.H.T. values and see how you solve real-world scenarios.
  4. The Offer & Training Cohort: If it’s a match, you’ll join our next training cohort. 

Who This Is For

This role is a great fit if you:

✅ Want real ownership over your work; not just a list of tasks to complete

✅ Are motivated to grow quickly and want a clear path to do it

✅ Genuinely enjoy helping people and solving problems in the moment

✅ Value a team that holds itself accountable and actually lives its values

✅ Are looking for more than “just a job” — you want a career with real momentum


If you’re ready to work hard, grow fast, and join a high-performing team—we want to meet you. Apply today to be considered for our next training cohort.


Operations

Annapolis, MD

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