Manager, Mid-Market and Small Group Sales (East Market) (Sales)

Location: Home-based remote role for candidates residing in the East time zone within the assigned region; based in Oak Brook, Illinois, United States. Travel is required in up to 50% of weeks, typically one to two days at a time, and relocation is not provided.

Salary: $100,200–$140,000 base per year; OTE of $210,000+.

Company

hirify.global provides health and wealth solutions, including automatic rollover services, health savings accounts, emergency savings, and custody services, serving more than 7 million clients and representing over $62 billion in assets.

What you will do

• Lead and coach a combined East region team of Mid-Market sales executives and Small Group representatives, typically 10–12 direct reports.
• Conduct one-on-ones, deal strategy sessions, call and meeting coaching, pipeline reviews, onboarding, and seller development.
• Own the region’s combined new-business target and deliver accurate weekly and monthly forecasts across both segments.
• Set regional activity standards, prospecting expectations, and CRM hygiene requirements across Salesforce environments.
• Support broker and consultant relationships, attend client and industry events, and provide field intelligence on competition, pricing, and product gaps.
• Participate in recruiting, interviewing, hiring, onboarding, performance management, and the rollout of the Small Group inside-sales motion.

Requirements

• 7+ years of sales experience in employee benefits, health and benefits, consumer-directed health, or a closely related field.
• 2+ years leading, managing, or formally coaching a team of sellers.
• Demonstrated ability to coach both consultative, broker-influenced sales cycles and higher-velocity transactional sales cycles.
• Consistent quota attainment as an individual contributor before moving into leadership.
• Bachelor’s degree in Business, Marketing, or a related field, or an equivalent combination of education, experience, and training.
• Fluency with Salesforce and AI-powered productivity tools; availability for Monday–Friday work with occasional evenings or weekends, travel, and personal transportation.

Nice to have

• Experience with consumer-directed health products such as HSA, FSA, HRA, or COBRA.
• Experience selling or leading in a broker- and consultant-influenced market.
• Experience leading a team through a coverage-model or operating-model change.

Culture & Benefits

• Healthcare coverage, 401(k) savings plan, company holidays, paid time off, parental leave, and an employee assistance program.
• Remote, home-based work arrangement with flexibility to support client, partner, and industry engagements.
• Incentive and bonus opportunities may be included in the compensation package.
• Values include compassion, integrity, accountability, continuous improvement, and inclusive collaboration.