Upwork Sales Development Specialist

About Us
 

We build innovative software solutions across fintech, real estate, healthcare, travel, hospitality, and AI. Our team leverages modern technologies to develop scalable products that solve real business problems.

We are looking for an SDR with a strong focus on Upwork to identify relevant projects, engage potential clients, submit tailored proposals, and generate new business opportunities for our software development services.
 

Responsibilities
 

• Research Upwork to identify relevant projects, clients, and business opportunities aligned with our services.
• Find and evaluate projects that match our technical expertise, target industries, and business goals.
• Prepare and submit personalized proposals, highlighting our expertise and value proposition.
• Write compelling cover letters and tailor applications to each client's needs.
• Communicate with potential clients, respond to inquiries, and follow up on submitted proposals.
• Qualify leads by assessing project requirements, budgets, timelines, and decision-making processes.
• Initiate conversations with prospective clients and convert responses into discovery calls.
• Identify opportunities for IT outsourcing, outstaffing, and custom software development.
• Manage the Upwork pipeline, track applications and responses, and maintain accurate CRM records.
• Use AI tools, including Claude, to research projects, personalize proposals, improve messaging, and streamline daily sales tasks.
• Analyze proposal performance, response rates, and conversion metrics to optimize the outreach strategy.
• Collaborate with the sales team to improve lead quality, proposal effectiveness, and conversion rates.
   

Requirements
 

• 2+ years of experience as an SDR, BDR, Upwork Bidder, or in a similar B2B sales or business development role.
• Hands-on experience finding projects and generating leads through Upwork.
• Experience selling software development, IT outsourcing, outstaffing, or related B2B technology services.
• Strong proposal writing, client communication, and follow-up skills.
• Understanding of project bidding, lead qualification, and B2B sales processes.
• Ability to evaluate project requirements and identify opportunities that match our services.
• Experience managing sales pipelines, tracking applications, and analyzing conversion metrics.
• Hands-on experience with Claude and other AI tools for research, proposal writing, and sales productivity.
• Strong research, organization, responsiveness, and relationship-building skills.
• Proactive, results-oriented approach with high availability.
• English — Upper-Intermediate (B2+) or higher.
   

Nice to Have
 

• A proven track record of winning projects or generating qualified leads through Upwork.
• Experience working with Upwork agency accounts and promoting software development services.
• Familiarity with Upwork Connects, bidding strategies, and profile optimization.
• Experience with LinkedIn Sales Navigator, email outreach, or other lead generation channels.
• Familiarity with CRM systems and sales automation tools.

• Knowledge of AI-powered software solutions and their business applications.

   

  What we offer
   

• A custom AI-powered CRM with an existing company database and structured workflows.
• Access to the tools and resources needed for prospecting, campaign execution, and sales process management.
• An opportunity to shape GTM strategies, experiment with AI-driven workflows, and improve our business development processes.
• A dynamic environment working across fintech, blockchain, and AI.
• Flexible work arrangements with an emphasis on ownership, responsiveness, and results.