The Role
A forever-learning Senior Sales Representative thrives where targets are loud and excuses are quiet, and that's the culture Square built in Chicago, IL. The whole arrangement rewards initiative — $101,000 - $135,000 to start, sales marketing ownership throughout, and Square backing every step.
Key Responsibilities
- Wire Mentoring and Customer Retention together so marketing hands sales clean leads
- Pitch, listen, adjust, and pitch again until the sales marketing deal lands
- Build and nurture relationships with prospects across the Chicago, IL market
- Hand marketing the field intel that sharpens next quarter's ads
- Segment audiences and personalize outreach to lift response rates
- Pitch Square at $101,000 - $135,000 value without apologizing for the price
What You'll Bring
- A learner's pace that keeps up with shifting requirements
- Demonstrated knack for making the remote-friendly feel manageable
- Comfort owning the unglamorous middle of an internship project
- Willingness to commute to Chicago, IL or work flexibly as needed
Square blends SaaS Sales and Cold Calling into sales marketing products that feel, in the refreshingly-candid words of its Chicago, IL founders, inevitable. Kindness and high standards live together comfortably on this deeply-bought-in Chicago team.
Square offers $101,000 - $135,000 plus the autonomy to set your own schedule and the support to keep growing.
The freshness epoch just refreshed, marking this Senior Sales Representative role live again.
This internship opening in Chicago is built for someone like you, so don't let it pass.
Skills
- Cold Calling
- Cold Emailing
- SaaS Sales
- Channel Sales
- Territory Management
- Consultative Selling
- SPIN Selling
- Customer Retention
- Salesloft
- Strategic Account Planning
- Decision Making
- Mentoring
- Multitasking
- Written Communication
Benefits
- Fertility benefits and IVF coverage
- Employer pension contributions
- Reservist support
- Deferred compensation plan
- Competitive base salary
- Career coaching
- On-site childcare
- Cell phone plan discounts
- LinkedIn Learning access
- Basic life insurance
- Profit sharing
- Accessible workplace design
- Gender-affirming care coverage
- Catered lunches
- Kitchen Facilities