1 day ago Be among the first 25 applicants Direct message the job poster from Pursuit Sales Recruiter | Recruiting Elite Sales Talent | Medical Device, Software, & B2B Now Hiring: Employee Benefits Sales Consultant Chicago, IL | Full-Time | Professional Services (Benefits / Advisory / Insurance) Our client , a top-tier national professional services provider, is looking for a high-performing Outside Sales Rep to drive new business across their rapidly growing markets. This is a unique opportunity to sell without territory restrictions , collaborate with seasoned practitioners, and grow within a team that’s investing in your long-term success. What You’ll Do: Book 50+ qualified prospect meetings per year Drive activity: Client touches (calls, emails, drop-ins, social media) to secure first meetings Devote most of your time to strategic prospecting and uncovering high-value opportunities that drive real growth Partner with experienced producers on joint selling engagements What We’re Looking For: Must-Haves: 2–5 years of industry or adjacent experience (benefits, insurance, PEO, payroll, HR tech) Proven ability to build a book of business High activity, self-motivated, and persistent Based in a market with practitioner support Preferred: Early-stage producers with Broker of Record experience B2B sales rockstars with a team-player mindset Experience at major firms like USI, Lockton, or Gallagher Sell nationally, no territory limits!! Competitive Base + Uncapped commission Hefty annual investment per rep in sales tools (SalesLoft, sales intelligence) Cash bonuses instead of delayed equity Collaborative culture + robust service team support Clear path to leadership within 3–10 years Apply today to join a team where you’re seen, supported, and set up to win. Seniority level Seniority level Associate Employment type Employment type Full-time Job function Job function Sales and Business Development Industries Business Consulting and Services Referrals increase your chances of interviewing at Pursuit by 2x Inferred from the description for this job 401(k) Medical insurance Vision insurance Get notified about new Sales Consultant jobs in Greater Chicago Area . Chicago, IL $101,000 - $145,000 2 weeks ago Chicago, IL $97,000 - $140,000 2 weeks ago Greater Chicago Area $150,000 - $165,000 3 weeks ago Chicago, IL $194,000 - $295,000 2 days ago Chicago, IL $145,000.00 - $165,000.00 1 day ago Sales Executive, (OTE $150,000/year USD), CXT Software Chicago, IL $130,000.00 - $180,000.00 2 days ago Greater Chicago Area $90,000.00 - $130,000.00 2 weeks ago Chicago, IL $166,000.00 - $189,000.00 1 week ago Chicago, IL $160,000.00 - $180,000.00 2 weeks ago Sr. Director, Field Sales - North America Chicago, IL $180,000.00 - $200,000.00 2 weeks ago Director of Sales (Zone Director) Remote Available - Southwest Chicago, IL $50,000.00 - $55,000.00 1 week ago Field Sales Consultant- Chicago Metro area Sales Account Manager, On Demand Manufacturing Director Sales- Software Product & Services Sr. Director, Retail Sales – Large Store Channel Chicago, IL $120,000 - $150,000 4 days ago We’re unlocking community knowledge in a new way. Experts add insights directly into each article, started with the help of AI.

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