On-site
SaaS
greenhouse
About this role
Webflow 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 Webflow 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 Webflow’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
- Chicago, IL (all figures cited below in USD and pertain to workers in the United States):
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 f
Commission Structure
Base Salary
Not disclosed — ask in interview
Commission
Yes
Ramp Period
Not mentioned — clarify timeline
Selling Motion
Prospecting
Outbound-Heavy
Self-sourced pipeline via cold outreach
Requirements at a Glance
Typical Day — SDR
Estimates based on role type and selling motion — actual may vary by company.
Role Signals
Green Flags
Ownership stake offered
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
How do you handle objections on cold calls?
Template questionWalk me through your typical outbound sequence.
Template questionHow do you research prospects before reaching out?
Template questionWhat metrics do you track daily?
Template questionSales Development roles are ideal stepping stones — top SDRs typically promote to AE within 12-18 months.
Expect to work with recurring revenue models where customer retention is as important as acquisition.
The US market offers the highest OTE potential globally for sales professionals, with a highly competitive talent landscape.
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