Sales Development Representative; Healthcare Job Chicago area,Illinois USA,Sales

Position: Sales Development Representative (Healthcare)

The SDR role at Firstup sits at the intersection of Sales and Marketing. You’ll own top-of-funnel pipeline creation for a set of named enterprise accounts, working in close partnership with an Account Executive and aligned Marketing support
Your primary buyers are CHROs, VPs of Internal Communications, and Directors of Employee Experience — senior leaders who control meaningful budget and are actively looking for solutions to workforce engagement challenges
Success here requires business acumen, intellectual curiosity, and the ability to build credibility with executives through relevance and insight — not persistence alone
Build and execute a multi-touch, multi-channel prospecting strategy (phone, email, Linked In, video, direct mail) targeting Director through C-suite buyers at named enterprise accounts
Research target accounts and individual stakeholders to develop insight-led outreach — understanding their business priorities, recent initiatives, and internal communications challenges before making first contact
Partner closely with your AE to align on account strategy, prioritize opportunities, and convert booked meetings into qualified pipeline
Collaborate with Marketing to leverage campaigns, events, and content as outreach triggers and conversation starters
Achieve and exceed monthly and quarterly KPIs including meetings booked, pipeline generated, and connect rates
Maintain accurate activity logging and pipeline data in Salesforce and Groove, and use data to continuously refine your approach
Participate actively in team enablement sessions, bringing feedback from the field to sharpen the team’s collective messaging and sequencing
This role will be supporting our Healthcare team

Benefits

Health Coverage:
Doing your best starts with feeling your best. We provide fully paid medical, dental, and vision for employees, plus 70% for dependents
Flexible Time Off:
You can’t mobilize if you don’t rest and recharge—so take as much paid time off as you need
Fruity Umbrella Drink Bonus:
When we say we want you to take time off, we mean it. To encourage you, we offer extra compensation when you take time off in full-week increments
Retirement Plan:
There’s life beyond work, and someday there will be a lot of it. We’ll help you save for that time
Professional Development:
We invest in our people and build their skills for the future of work—no matter where that future takes them
Family Leave:
We support making big changes, and nothing will change your life more than bringing a child into your family. That’s why we offer 12 weeks of fully paid family leave for all parents
Volunteer PTO:
We give you paid days off to give back because we want our workforce to be a force for good
Commuter Benefits:
Although much of our workforce is remote, when we do head into the office, we subsidize eco-friendly ways to get there

Comfort with outreach platforms (Groove, Sales Loft, or equivalent)
Demonstrated ability to self-source meetings with senior stakeholders
Strong written and verbal communication skills — executive-ready
1+ year of SDR, BDR, or outbound sales experience
Bachelor’s degree or equivalent practical experience
High attention to detail in CRM hygiene and activity tracking
Resilient and process-oriented. They understand that pipeline is built through consistent, disciplined execution, and they don’t abandon what’s working
Growth-obsessed. They actively seek coaching, ask thoughtful questions in team sessions, and view feedback as currency
Insight-driven, not script-dependent. They do real research before reaching out and lead with business relevance — not feature lists
The SDRs who excel at Firstup share a specific profile. They are:

Ambitious with a long-term orientation. They want to build a career in enterprise sales and understand that the SDR seat is the foundation, not the ceiling

Collaborative by default. They think of their AE as a partner, not just a handoff point, and take accountability for the quality of meetings they book — not just the quantity

Experience selling into HR, Internal Communications, or HCM buyers

Working knowledge of MEDDPICC, Challenger, or similar sales frameworks

Familiarity with enterprise SaaS sales cycles and multi-threaded account strategies

Experience with Sales Navigator and intent data tools like Hockey Stack Demonstrated coachability — examples of feedback you received and applied