×
Register Here to Apply for Jobs or Post Jobs. X

Founding Sales Lead

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Revailo
Full Time position
Listed on 2026-01-06
Job specializations:
  • Sales
    B2B Sales, Business Development
Salary/Wage Range or Industry Benchmark: 150000 - 200000 USD Yearly USD 150000.00 200000.00 YEAR
Job Description & How to Apply Below

Revailo is redefining how masonry businesses estimate and bid on jobs. Powered by advanced AI that can cut the time to estimate jobs by up to 80%, masonry businesses find significant time and cost savings by using Revailo. Our mission is simple: give contractors hours back every day. As we enter an exciting growth phase, we’re hiring our first sales leader to own go-to-market execution and be the face of Revailo in the industry.

The

Opportunity

As our Founding Sales Lead, you’ll have the rare opportunity to build a modern sales organization from the ground up. You will champion a game‑changing product that practically sells itself once masons see the time savings and operational lift it provides. This role is perfect for a driven, strategic sales leader who thrives in early‑stage startups, understands the trades ecosystem, and is energized by selling cutting‑edge tech that solves real‑world problems.

What

You’ll Do
  • Build, execute, and continuously refine Revailo’s sales strategy to accelerate ARR growth
  • Identify and focus on high‑value customer segments where our AI advantage is most significant
  • Create and manage a predictable, transparent pipeline
Be the face of Revailo in the field
  • Represent the brand at trade shows, conferences, demos, and industry events
  • Activate your network and build strong relationships with contractors, distributors, associations, and influencers
  • Translate our AI value into real‑world ROI conversations with business owners
  • Develop playbooks, qualification frameworks, outreach cadences, and demo proficiency
  • Optimize CRM usage, pipeline tracking, KPIs, and forecasting rigor
  • Identify and test new channels—including partnerships—to rapidly expand reach
Collaborate to shape GTM & product
  • Partner closely with marketing on messaging, campaigns, enablement, and demand generation
  • Bring clear customer insight to the product team to enhance automation capabilities and competitive differentiation
Recruit and lead the revenue team
  • Hire and develop additional AEs/BDRs as we scale
  • Architect compensation plans, territories, and performance metrics
What You’ll Bring Required
  • 5+ years of high‑performing B2B SaaS sales experience, ideally with SMB/field service clientele
  • Experience selling new‑technology or workflow‑automation products with strong ROI outcomes
  • Entrepreneurial mindset with comfort building systems, not just running them
  • Strong public‑facing presence at events and in product demonstrations
  • Exceptional communication: translating complex AI into simple time‑saving value messages
Nice to Have
  • Existing network in trades (masonry, concrete, plumbing, electrical, roofing, fencing, etc.)
  • Experience as first sales hire or at a seed/Series A startup
  • History selling into industries undergoing digital transformation
What Success Looks Like (First Year Outcomes)
  • Clear ICP and sales motion codified within the first 90 days
  • Strong pipeline and revenue predictability by month 6
  • Replicable playbooks and messaging based on proven customer outcomes
  • First additional sales hire onboarded and enabling accelerated growth
  • Competitive base + uncapped commission
  • Meaningful equity with real upside
  • Travel and professional event support
  • The chance to build a generational company that gives time back to the people who build the world
Join Us

If you are ambitious, resourceful, and passionate about shaping the future of work in the trades— we want to meet you. Apply at and help us transform an industry.

Seniority level
  • Mid‑Senior level
Employment type
  • Full-time
Job function
  • Sales and Business Development
Industries
  • Technology, Information and Internet
#J-18808-Ljbffr
To View & Apply for jobs on this site that accept applications from your location or country, tap the button below to make a Search.
(If this job is in fact in your jurisdiction, then you may be using a Proxy or VPN to access this site, and to progress further, you should change your connectivity to another mobile device or PC).
 
 
 
Search for further Jobs Here:
(Try combinations for better Results! Or enter less keywords for broader Results)
Location
Increase/decrease your Search Radius (miles)

Job Posting Language
Employment Category
Education (minimum level)
Filters
Education Level
Experience Level (years)
Posted in last:
Salary