Sales Development Representative (SDR)

United States Digital Space LLC; Chicago (IL); Hybrid; USD 81,000 - 99,000; Full time

Benefits offered by this job

Equity (RSUs)

Health benefits

401(k) match (US)

Wellness stipends

Flexible vacation

Job summary

United States Digital Space LLC is seeking a Sales Development Representative in Chicago. This hybrid, full-time role involves building pipeline, outbound prospecting, and collaborating with Account Executives to drive growth.

You will qualify leads, engage prospects across channels, and support messaging refinement while logging activities in Salesforce. Reporting to Sales Development management, travel up to 15% is required.

Qualifications

• 1+ years of sales experience with a history of meeting quotas and high-volume lead generation.
• Proven ability to develop and manage outbound pipeline.
• Strong communication skills and ability to explain complex concepts simply.

Responsibilities

• Drive pipeline through personalized outbound outreach to key prospect accounts.
• Lead outbound prospecting via email, phone, and social media.
• Qualify leads and maintain engagement to identify new opportunities.

Skills

Sales experience

Outbound prospecting

CRM

Communication

Team player

AI fluency

Tools

Salesforce

Sales engagement platforms

Job description

the company is the agentic web marketing platform for modern marketing teams, helping organizations build, manage, and optimize high-performing web experiences that drive predictable growth and strengthen brand trust. Building at the company will need grit, because we move fast, without ever sacrificing craft or quality.

We’re looking for a Sales Development Representative (SDR) to help power the company’s next chapter of growth. As one of the SDR's in our Chicago office, you’ll play a pivotal role in building our presence from the ground up, shaping team culture, driving outbound sales opportunities, and directly contributing to our broader revenue goals.

About the role

• Location: Chicago, IL (Hybrid)

• 3 days per week in-office; Tuesday, Wednesday, Thursday

• Travel up to 15% - primarily for onboarding, industry events, and internal offsites

• Permanent

• Full-time

• Exempt

• Compensation

• Chicago, IL (all figures cited below in USD and pertain to workers in the United States):

• $90,300

For sales roles, the amount provided are the role’s On Target Earnings (“OTE”), meaning that the amount includes both the sales commissions target and annual base salary for the role. Benefits/additional compensation for this role may include: equity, company bonus or sales commissions/bonuses; retirement plans; health benefits; and wellness stipends.

• Application Information:

• Application deadline: applications accepted on an ongoing basis until position is closed and filled

• This posting is for a new position

• Reporting to the Manager, Sales Development

As a Sales Development Representative you’ll …

• Work directly with Account Executives to drive pipeline through personalized outreach to multiple stakeholders within the company’s key prospect accounts

• Lead outbound prospecting efforts through various channels such as email, phone, and social media (must be comfortable with phone/Zoom calls)

• Qualify outbound leads, maintain active engagement with new and existing leads, identify new opportunities and engage potential clients

• Receive coaching from your leadership team on calls, written communication and prospecting strategy in an effort to hone your sales skills and prepare you for future sales roles

• Establish rapport with all levels of buyers including senior executives

• Help create a database of CRM intelligence by consistently logging activities and keeping information up to date in Salesforce

• Refine our messaging and sales prospecting techniques

• Work cross functionally with partners like Marketing & Ops to iterate process and ideas for successful lead generation campaigns

• Become a the company product expert and convey our value proposition to potential customers

• Travel up to 15% - primarily for onboarding, industry events, and internal offsites

About you

Requirements:

• Have 1+ years of sales experience with a history of meeting quotas, driving high-volume lead generation and engaging potential prospects

• Demonstrated track record of success in effectively developing and managing outbound pipeline

• Great communicatorwith the ability to explain complex concepts in a simple way

You’ll thrive as a Sales Development Representative if you:

• Are comfortable or eager to learn CRM and Sales engagement platforms

• Are a high energy individual with a strong desire to achieve top results with a dependable, positive “can-do\" attitude over the phone/video calls

• Are a team player with a proven ability to work cross functionally and deliver results

• Are excited to find success in ambiguity, and to contribute back to the larger organization on best practices and scaling success

• Stay curious and open to growth — demonstrating a proactive embrace of AI, and actively building and applying fluency in emerging technologies to elevate how we work, drive faster outcomes, and expand collective impact.

**Our Core Behaviors:**

• Build lasting customer trust. We build trust by taking action that puts customer trust first.

• Win together. We play to win, and we win as one team. Success at the company isn't a solo act.

• Reinvent ourselves. We don't just improve what exists, we imagine what's possible.

• Own it all the way. We move fast because the moment demands it, and we hold ourselves accountable to deliver outcomes — for each other, and for customers.

Benefits

• Ownership in what you help build. Every permanent Webflower receives equity (RSUs) in our growing, privately held company.

• Health coverage that actually covers you. Comprehensive medical, dental, and vision plans for full-time employees and their dependents, with the company covering most premiums.

• Support for every stage of family life. 12 weeks of paid parental leave for all parents and 6+ weeks of additional paid leave for birthing parents. Plus inclusive care for family planning, menopause, and midlife transitions.

• Time off that’s actually off. Flexible vacation, paid holidays, and a sabbatical program to help you recharge and come back inspired.

• Wellness for the whole you. Access to mental health resources, therapy and coaching.

• Invest in your future. A 401(k) with 100% employer match (up to $6,000/year) in the U.S., and support for retirement savings globally.

• Monthly stipends that flex with your life. Localized support for work and wellness expenses — from Wi‑Fi to workouts.

• Bonus for building together. All full-time, permanent, non‑commission employees are eligible for our annual WIN bonus program.

*Temporary employees may be eligible for paid holiday and time off, statutory leaves of absence, and company-sponsored medical benefits depending on their Fixed Term Contract and their country/state of employment.*

Be you, with us

At the company, equality is a core tenet of our culture. We are an Equal Opportunity (EEO)/Veterans/Disabled Employer and are committed to building an inclusive global team that represents a variety of backgrounds, perspectives, beliefs, and experiences. Employment decisions are made on the basis of job-related criteria without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, veteran status, or any other classification protected by applicable law. Pursuant to the San Francisco Fair Chance Ordinance, the company will consider for employment qualified applicants with arrest and conviction records.

Stay connected

Not ready to apply, but want to be part of the the company community? Consider following our story on our the company Blog, LinkedIn, X (Twitter), and/or Glassdoor.

Please note:

*We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform essential job functions*