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Remote Weekends Only Remote Jobs in Maryland (NOW HIRING)

Remote Psychiatrist

Cheltenham, MD · Remote

$150 - $200/hr

Location: Remote (United States) Type: 1099 Independent Contractor, Part-Time or Full-Time ... Flexible scheduling, including evening and weekend availability * Malpractice coverage provided

New

Location: Remote (United States) Type: 1099 Independent Contractor, Part-Time or Full-Time ... Flexible scheduling, including evening and weekend availability * Malpractice coverage provided

New

Location: Remote (United States) Type: 1099 Independent Contractor, Part-Time or Full-Time ... Flexible scheduling, including evening and weekend availability * Malpractice coverage provided

New

Remote Psychiatrist

Leonardtown, MD · Remote

$150 - $200/hr

Location: Remote (United States) Type: 1099 Independent Contractor, Part-Time or Full-Time ... Flexible scheduling, including evening and weekend availability * Malpractice coverage provided

New

Remote Insurance Agent

Hagerstown, MD · Remote

$60K - $110K/yr

Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... US only) 1099=independent contractor, not employee. Employment may be at-will per state law.

Remote Sales Agent

Baltimore, MD · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Remote Sales Rep

Baltimore, MD · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Sales Executive - Remote

Baltimore, MD · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Remote Account Executive

Baltimore, MD · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Remote Insurance Agent

Hagerstown, MD · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Remote Sales Executive

Baltimore, MD · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Remote Insurance Agent

Baltimore, MD · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Remote Sales Specialist

Hagerstown, MD · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Remote Sales Executive

Hagerstown, MD · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Remote Sales Agent

Hagerstown, MD · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Remote Sales Rep

Hagerstown, MD · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

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Commision-Only Technology Sales Specialist - Remote

Booker DiMaio, LLC

Sykesville, MD • On-site, Remote

Full-time

Re-posted 26 days ago


Job description

100% remote and commission-only
Candidates must be located in the U.S. or in Canada

We're seeking experienced, self-driven sales professionals to help expand our portfolio of business-to-business technology and professional services. This is a commission-only role built for individuals who value independence, prefer outcome-based work over micromanagement, and want uncapped earning potential while working remotely.
In this role, you'll identify and engage prospective clients, build relationships with decision-makers, and introduce solutions that support modern business operations, technology, and digital transformation. You'll manage your own pipeline, control your schedule, and operate independently, with support available when needed.
What You'll Do
  • Prospect and sell B2B technology and professional services to small and mid-sized organizations.
  • Build and manage your sales pipeline from initial outreach through close.
  • Communicate effectively with business owners, executives, and technical stakeholders.
  • Present solutions that address real operational and technical challenges.
  • Work independently while collaborating with internal teams as appropriate.
What We're Looking For
  • Experience selling B2B services, technology solutions, or professional services.
  • Comfortable in a commission-only, performance-driven environment.
  • Highly motivated, organized, and able to manage time and priorities effectively.
  • Strong communication and relationship-building skills.
  • Familiarity with technology-focused business environments is a plus.
What We Offer
  • Fully remote work.
  • Flexible schedule with control over how and when you work.
  • No micromanagement and no activity-based quotas-results matter most.
  • Uncapped commission with meaningful earning potential.
  • Opportunity to sell in-demand solutions to business clients.