[All remote jobs](https://jobicy.com/jobs.md)Open role[![WorkWhile logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2020/10/WRILS-201029094500-271242.jpg)](https://jobicy.com/company/workwhile.md)Remote opportunity at[WorkWhile](https://jobicy.com/company/workwhile.md) # Sales Development Representative Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/workwhile.md)Share20 Aug 2026Published20Listing views0Application actions19 Sep 2026Apply before Opportunity details ## About this role. AI SummaryWorkWhile is seeking a Sales Development Representative to generate new business by identifying prospects, conducting outbound calls and emails, and booking qualified appointments. The role involves managing contact lists, researching ideal customer profiles, organizing outreach by geography, and maintaining detailed CRM notes. This early-stage sales position emphasizes experimentation, ownership, and building repeatable SDR processes within a fast-growing startup. The successful candidate will be goal-oriented, organized, resilient, and comfortable working in an evolving, high-velocity environment. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 3/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 4/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThe role requires persistent outbound prospecting, rapid learning, and consistent achievement of monthly appointment-setting targets. It is moderately challenging because the SDR will work with ambiguity and help establish processes in an early-stage startup environment. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job medianMarket rate$55,000US market range$48k–$65k0$72k AI insightThe disclosed annual salary range is $50,000–$60,000 USD, with a midpoint of $55,000. This is broadly aligned with estimated US market base-pay ranges for an early-stage SDR; variable compensation or commission is not disclosed and is not included in this analysis. ## Core skills Skills and capabilities most closely associated with this opportunity. [Sales development](https://jobicy.com/jobs?search_keywords=Sales%20development.md)[Outbound prospecting](https://jobicy.com/jobs?search_keywords=Outbound%20prospecting.md)[Lead generation](https://jobicy.com/jobs?search_keywords=Lead%20generation.md)[Cold calling](https://jobicy.com/jobs?search_keywords=Cold%20calling.md)[Email outreach](https://jobicy.com/jobs?search_keywords=Email%20outreach.md)[Appointment setting](https://jobicy.com/jobs?search_keywords=Appointment%20setting.md)[CRM management](https://jobicy.com/jobs?search_keywords=CRM%20management.md)[Sales qualification](https://jobicy.com/jobs?search_keywords=Sales%20qualification.md)[Pipeline development](https://jobicy.com/jobs?search_keywords=Pipeline%20development.md)[Startup sales](https://jobicy.com/jobs?search_keywords=Startup%20sales.md) Cover letter sampleDear Hiring Team, I am excited to apply for the Sales Development Representative role at WorkWhile. I bring a goal-oriented, organized approach to prospect research, multi-channel outreach, and qualifying conversations that create clear next steps for sales teams. WorkWhile’s mission to improve stability and opportunity for hourly workers strongly resonates with me, and I would welcome the chance to help build repeatable outbound processes in a fast-moving environment. I am eager to contribute my persistence, curiosity, and ownership mindset to help expand WorkWhile’s client base. Sincerely, Applicant Copy Sample interview questionsHow do you prioritize a large list of prospects for outbound outreach?I segment prospects by ideal customer profile fit, geography, company signals, and likely urgency. I then prioritize high-fit accounts, use a consistent outreach cadence, and review response and meeting-conversion data to refine the list weekly. Describe how you would qualify a prospect before booking a meeting for an account executive. I would confirm the prospect’s role, current workforce or staffing challenges, urgency, relevant business impact, and openness to exploring a solution. I would document these details, the agreed next step, and any objections in the CRM so the account executive can run a relevant discovery meeting. How do you handle repeated rejection in an outbound sales role? I treat rejection as useful feedback rather than a personal setback. I maintain activity discipline, test messaging and channels, review objections for patterns, and focus on controllable inputs such as preparation, personalization, and timely follow-up. What metrics would you monitor to improve SDR performance? I would track outreach volume, contact rates, reply rates, positive response rates, meetings booked, meeting-show rates, conversion to qualified opportunities, and CRM data quality. Reviewing these metrics by segment and messaging helps identify where adjustments will have the greatest impact. How would you contribute to building a repeatable SDR process at an early-stage company? I would document effective messaging, qualification criteria, objections, cadence steps, and prospecting workflows as I learn. I would share results with the sales team, run small tests, and turn successful practices into simple playbooks that can be measured and improved. About WorkWhile WorkWhile is on a mission to help workers earn a better living and live better lives. 83 million Americans work hourly jobs, often with unpredictable schedules that pay close to minimum wage and offer limited benefits, leading to financial instability. WorkWhile identifies the best hourly workers and matches them with shifts that fit their skills, location, and life. Businesses get access to a quality workforce, while workers get stable income and unmatched benefits, including next day pay, free telehealth services, and financial services. We have the audacious goal to align incentives and solve inefficiencies in the labor market, disrupting the $650 billion staffing and recruiting market. Backed by Khosla Ventures and recognized by the Inc. 5000 for 10x growth, WorkWhile is reshaping the future of work. About the role WorkWhile is looking for an exceptional Sales Development Representative to reach out to potential new clients and set qualified appointments with clear next steps. As an early member of the team you will help create repeatable actions in the daily SDR process that lead to success and shape all aspects of SDR culture. You will be responsible for all sales outreach and will partner closely with our sales team to drive success in acquiring new business for WorkWhile. * Manage a list of contacts from different company profiles and reach out to these contacts in a timely manner * Identify and understand WorkWhile’s ideal potential client and reach out to similar companies * Create outreach to companies and contacts in an organized manner by geo location * Use outreach tools and job boards to identify new leads and reach out to them via call and email * Set qualified appointments by setting the right expectation and finding pain points * Exceed monthly appointment setting goals. Place detailed email and call notes in our CRM for the sales team to make sure that next steps are clear About you * Goal and solutions-oriented professional who is creative, ambitious. * Self – motivated who is hungry and scrappy in finding a way to hit monthly goals. * Detailed and Organized when setting up priorities for the week and month. * Able to pick things up quickly and work in a fast-paced ever-changing environment. * Someone who is open to new ideas and able to implement and test those ideas. * Someone who has experience working within a fast-paced Series A or Series B Start-up Benefits & Perks * Hybrid work culture with office hubs in SF, NY & Toronto * In-person company offsites * Medical, dental, & vision coverage * Flexible time off * 401(k) with employer match * WFH stipend to support your home office needs WorkWhile is an Equal Opportunity Employer. Women, minorities, individuals with disabilities and protected veterans are encouraged to apply. WorkWhile has a diverse, mission-driven, and supportive culture—we look for people who want to take ownership, are energized by ambiguity, and strive to make a lasting impact. If this resonates with you, we’d love to chat! 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This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content. Next step ## Apply now. Follow the employer’s application method and review Jobicy’s safety guidance before sharing personal information. Keep exploring ## Related remote jobs. Matched by job category10 related opportunities[Sales](https://jobicy.com/categories/seller.md) [Browse all jobs](https://jobicy.com/jobs.md) * ![Acquia, Inc. logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/08/450fb78c-221.png) Acquia, Inc. Aug 20 ### [Lead Solutions Engineer](https://jobicy.com/jobs/151256-lead-solutions-engineer.md) Job Description – Lead Solutions Engineer The Lead Solutions Engineer is a technical expert and trusted advisor driving Acquia’s growth across the Japan market. 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