×
Register Here to Apply for Jobs or Post Jobs. X

SPS - Sales Development Representative

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60601, USA
Listing for: Supporting Strategies
Full Time, Remote/Work from Home position
Listed on 2026-11-05
Job specializations:
  • Sales
    Sales Development Rep/SDR, CRM Systems & Management
Salary/Wage Range or Industry Benchmark: 60000 - 85000 USD Yearly USD 60000.00 85000.00 YEAR
Job Description & How to Apply Below
About the Role

Supporting Strategies is a trusted partner in financial operations support for small businesses. We are seeking a high- energy, responsible, and resilient Sales Development Representative (SDR) to serve as the growth engine for our sales team. As our core SDR, you will not just be executing a playbook, you will be helping us write it. You will be the critical first touchpoint for prospective clients while simultaneously working alongside sales leadership to define, build, and scale the SDR function at Supporting Strategies.

What

makes this opportunity different?

Unlike standard SDR roles, you will not be boxed in by geographic territories; you will have an expansive landscape of accounts to call on nationwide. Additionally, you will enjoy the autonomy of a 100% remote work environment, trading the noise of a traditional call center for the flexibility of your home office. Because independently building a pipeline demands exceptional self-discipline, resilience, and focus, we highly value candidates with a proven track record of success in remote sales.

Your primary objective is to prospect, qualify, and develop leads to build a predictable sales pipeline for the Supporting Strategies assigned Business Development team. By uncovering new opportunities and establishing initial trust, you will directly enable the team to focus on developing tailored solutions and fostering long- term client relationships.

Key Responsibilities
  • Foundational Process Development: Spearhead the creation of our SDR playbook. Collaborate with sales leadership to define outreach cadences, messaging templates, and the standard operating procedures (SOPs) for seamless SDR-to-Business Development & Regional Director handoffs.
  • Targeted Outbound Prospecting: Execute high-volume outreach via phone, email, and social channels to generate qualified meetings with SMBs, specifically targeting businesses from pre-seed funding up to $50MM in annual revenue.
  • Tech Stack Optimization: Actively configure and optimize our sales enablement tools to build scalable workflows, automate tasks where possible, and collaborate with Sales Leadership and the CRM Operations team to create reporting dashboards to track early success.
  • Lead Qualification & Handoff: Serve as an initial resource to prospective clients by identifying their business needs. Seamlessly transition qualified opportunities to the Business Development team.
  • Brand & Network Expansion: Support the BDPs by actively building brand awareness and visibility for the Supporting Strategies brand.
  • Social Selling: Leverage Linked In and other social media marketing to run targeted brand promotion and client prospecting campaigns.
  • Data Hygiene & Metrics: Manage a consistent, predictable sales pipeline by achieving assigned conversion ratio metrics and maintaining accurate records in our CRM (Hub Spot).
Desired Skills & Experience
  • 2–3+ years of outbound sales, lead generation, or SDR/BDR experience.

    Note:

    Depending on the success of this role, it serves as a natural stepping stone towards building a small SDR team. Previous experience helping developing processes, creating messaging cadences, and being a key player of an SDR team.
  • Experience or comfort level prospecting into SMBs (pre-seed to $50MM annual revenue).
  • Demonstrated and consistent record of achievement against assigned KPIs (e.g., meetings booked, conversion ratios, activity targets).
  • Proficiency in a sales enablement technology stack, including CRM software, data analysis tools, and Google Workspace. Experience with Hub Spot and Apollo is highly preferred.
  • Experience utilizing Linked In for client prospecting.
  • Bachelor’s degree preferred or equivalent professional experience.
Personal Characteristics

We are looking for a…

To View & Apply for jobs on this site that accept applications from your location or country, tap the button below to make a Search.
(If this job is in fact in your jurisdiction, then you may be using a Proxy or VPN to access this site, and to progress further, you should change your connectivity to another mobile device or PC).
 
 
 
Search for further Jobs Here:
(Try combinations for better Results! Or enter less keywords for broader Results)
Location
Increase/decrease your Search Radius (miles)
0
200
Filters
Education Level
Experience Level (years)
Posted in last:
Salary