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Remote Software Sales Development Representative Jobs in Annapolis, MD

Omada.ai

Territory Development Partner

Baltimore, MD · Remote

$4.0K - $5.0K/mo

Remote Location: United States The Opportunity AI is changing everything. Small businesses deserve ... We're hiring Territory Development Partners / Sales Development Representatives who are hungry ...

Harris

Associate, Corporate Development

Washington, DC · On-site +1

$70K - $90K/yr

Preference for Toronto, but open to remote candidates (within North America) Reports to: Director ... Experience: direct experience in M&A origination, business development, enterprise software sales ...

InsuraTec

Sales Representative (Remote)

Laurel, MD · Remote

We're looking for driven individuals to join our team as Sales Representatives in a fully remote, flexible role that provides significant financial growth opportunities. Key Responsibilities:

InsuraTec

Sales Representative (Remote)

Chillum, MD · Remote

We're looking for driven individuals to join our team as Sales Representatives in a fully remote, flexible role that provides significant financial growth opportunities. Key Responsibilities:

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All JobsSoftware Sales Development Representative JobsRemote Software Sales Development Representative JobsRemote Software Sales Development Representative Jobs in Annapolis, MD

Remote Software Sales Development Representative information

See Annapolis, MD salary details

$23.8K

$62.9K

$123.7K

How much do remote software sales development representative jobs pay per year?

As of Aug 7, 2026, the average yearly pay for remote software sales development representative in Annapolis, MD is $62,860.00, according to ZipRecruiter salary data. Most workers in this role earn between $47,000.00 and $74,200.00 per year, depending on experience, location, and employer.

What is the difference between Remote Software Sales Development Representative vs Remote Software Account Executive?

AspectRemote Software Sales Development RepresentativeRemote Software Account Executive
Primary RoleQualifies leads and sets appointments for sales teamsCloses deals and manages client relationships
Required SkillsLead generation, cold outreach, product knowledgeNegotiation, closing skills, account management
Work EnvironmentRemote, inside salesRemote or hybrid, client-facing
Typical MetricsNumber of qualified leads, outreach volumeSales closed, revenue generated

The main difference is that a Remote Software Sales Development Representative focuses on prospecting and qualifying leads, while a Remote Software Account Executive handles closing sales and managing client accounts. Both roles require strong communication skills and industry knowledge but serve different stages of the sales process.

What is a remote software sales development representative?

A Remote Software Sales Development Representative (SDR) is a professional who works from a remote location to identify and qualify potential customers for a software company. Their main responsibilities include reaching out to prospects via email, phone, or social media, understanding customer needs, and setting up meetings or demos for the sales team. SDRs play a crucial role in generating new business opportunities and building the sales pipeline. They typically work closely with account executives and marketing teams to ensure a steady flow of qualified leads. This role requires strong communication skills, resilience, and a good understanding of the software products being sold.

What are the key skills and qualifications needed to thrive as a remote software sales development representative?

To thrive as a Remote Software Sales Development Representative, you need strong communication skills, a basic understanding of software products, and experience in sales or lead generation, often supported by a bachelor’s degree. Familiarity with CRM platforms like Salesforce, sales automation tools, and virtual meeting software is typically required. Exceptional self-motivation, resilience, and active listening are crucial soft skills for building relationships and handling rejection in a remote environment. These skills and qualities are important to effectively engage prospects, drive pipeline growth, and achieve sales targets from a remote setting.

What are some common challenges faced by remote software sales development representatives, and how can they be overcome?

Remote Software Sales Development Representatives often face challenges such as building rapport with prospects virtually, staying self-motivated without in-person team dynamics, and managing time effectively across different time zones. Overcoming these challenges typically involves leveraging strong communication tools, setting clear daily goals, and regularly collaborating with sales teams through virtual meetings. Many companies also offer mentorship programs and ongoing sales training to support remote SDRs in their professional growth.
What are popular job titles related to Remote Software Sales Development Representative jobs in Annapolis, MD? For Remote Software Sales Development Representative jobs in Annapolis, MD, the most frequently searched job titles are:
What job categories do people searching Remote Software Sales Development Representative jobs in Annapolis, MD look for? The top searched job categories for Remote Software Sales Development Representative jobs in Annapolis, MD are:
What cities near Annapolis, MD are hiring for Remote Software Sales Development Representative jobs? Cities near Annapolis, MD with the most Remote Software Sales Development Representative job openings:
Remote Software Sales Development Representative jobs near you
Infographic showing various Remote Software Sales Development Representative job openings in Annapolis, MD as of August 2026, with employment types broken down into 1% As Needed, 81% Full Time, 15% Part Time, and 3% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $62,860 per year, or $30.2 per hour.

Remote Sales with Leadership Development

Fisher Organization

Annapolis, MD • Remote

Full-time

Re-posted 21 days ago

Job description

Join a Purpose-Driven Team Making a Real Impact – Entry-Level Leadership Career Opportunity

About Us

At The Fisher Organization, we represent the New England division of American Income Life, a leading provider of supplemental benefits. Our mission is simple but powerful: to protect and empower working families, especially those in labor unions, credit unions, and associations, through high-quality benefits and exceptional service

We’re proud to build a legacy of leadership, growth, and service, and we’re looking for passionate individuals to grow with us.

Position: Entry-Level Manager – Leadership Development Track (Remote)

If you're driven, coachable, and ready to fast-track your career, this could be your the big opportunity you have been searching for. In this role, you’ll lead and mentor a team, contribute to sales strategy, and develop into a high-impact leader. All while working remotely

This is more than a job—it’s a launchpad for your leadership journey

What You’ll Do:

Coach and support a team of agents to reach and exceed performance goals

Lead by example through hands-on involvement in sales and service

Monitor performance data and help your team strategize for success

Organize and lead virtual training and onboarding sessions

Keep communication strong, positive, and motivating across your team

Thrive in a fast-paced, fully remote environment

What You Bring:

Natural leadership ability and a desire to help others succeed

Great communication and people skills, especially over Zoom and other digital platforms

Strong organization, multitasking, and time-management abilities

A self-starter mindset with a results-driven approach

Experience in customer service, sales, or team leadership is a plus

No degree or experience required but preferred

What We Offer:

Accelerated career path, promotions based on merit, not tenure

Clear roadmap to leadership roles. Potential to advance within 60 days

Mentorship and support from top industry leaders

Flexible, remote work setup

100% commission-based compensation with no cap on earnings

Opportunities for national and international travel

A culture that celebrates initiative, impact, and growth

Who Thrives Here:

Motivated go-getters who want to grow personally and professionally

Purpose-driven individuals who want their work to matter

Tech-savvy professionals who are comfortable in virtual environments

Confident communicators who build trust and rapport with ease

People who want more than a paycheck, they want to make a difference

Ready to build a career with unlimited potential—while helping families protect what matters most?

Apply now and start your leadership journey with The Fisher Organization.

Apply