Enterprise Sales Leader — Public Sector & GovTech

CYVL; Chicago (IL); On-site; USD 250,000 - 350,000; Full time

Benefits offered by this job

Health, dental, and vision coverage

401(k) with immediate vesting

Generous PTO and parental leave

Professional development stipend

Team events and referral bonuses

Job summary

Cyvl, a Boston-based tech startup, seeks a hungry, smart full-cycle seller to own end-to-end enterprise and public-sector deals across city, county, and engineering-firm accounts. You’ll build a seven-figure pipeline and close multi-million ARR, engaging executives and multi-stakeholder buying teams.

You’ll partner with Product, Marketing, and Customer Success to turn wins into strategic relationships and help take Cyvl from a growing $5M ARR toward a $50M+ category leadership position.

Qualifications

• 3 to 5 years of full-cycle B2B sales experience, ideally in enterprise SaaS or public sector.
• Proven track record of closing complex six-figure or larger deals.
• Strong communication skills with both technical and executive-level audiences.
• Competitive, curious, and highly coachable. Thrives in office environments, on whiteboards, and on the road.

Responsibilities

• Build and manage a seven-figure pipeline across city, county, and enterprise accounts.
• Run disciplined discovery using MEDDICC to qualify, quantify, and close.
• Navigate multi-stakeholder procurement and RFPs with precision.
• Consistently close $2M+ in new ARR with ACVs of $150K to 1M+.
• Forecast accurately and keep CRM spotless.
• Collaborate cross-functionally and coach junior reps to raise the bar.

Skills

Full-cycle B2B sales

Enterprise SaaS sales

Executive-level communication

Coachable & competitive

Job description

Cyvl, a Boston-based tech startup, seeks a hungry, smart full-cycle seller to own end-to-end enterprise and public-sector deals across city, county, and engineering-firm accounts. You’ll build a seven-figure pipeline and close multi-million ARR, engaging executives and multi-stakeholder buying teams.

You’ll partner with Product, Marketing, and Customer Success to turn wins into strategic relationships and help take Cyvl from a growing $5M ARR toward a $50M+ category leadership position.