Outside Sales Account Manager – Westport, CT

A growing, people-focused sales team within an established service business is seeking an Outside Sales Account Manager to drive relationship-based sales in the Fairfield and New Haven, CT area. This is an opportunity to build your income quickly working with motivated inbound leads, in a supportive, consultative environment. If you love meeting people, take pride in guiding clients through important decisions, and want true control over your earnings, this role offers excellent growth and rewards.

Benefits & Compensation

• Base salary of $60K as a 1099 independent contractor
• Uncapped commission (20%/30% structure), with realistic potential to earn well into six figures first year
• Path to double your base income within 6 months
• Flexible split: approx. 60% office, 40% fieldwork
• Dynamic, inclusive team with strong mentorship and training

Requirements & Qualifications

• Must be able to work as a 1099 independent contractor (no W2, no benefits)
• Reliable transportation necessary for field visits across Fairfield / New Haven, CT
• Willing to work in the Westport, CT office about 3 days per week when not at appointments
• Able to work most Saturdays (half day)
• Comfortable with commission-based, uncapped variable pay
• 2–6 years of professional experience, ideally including sales or marketing
• Coachable and open to learning a defined, low-pressure sales process
• Embraces a consultative approach — not a scripted or aggressive closer

Preferred Background & Skills

• Strong people skills and a track record of building rapport quickly
• Experience managing your own schedule and working independently
• Early-career professionals from any sales or client-facing background encouraged to apply

Day-to-Day Responsibilities

• Call and vet inbound, warm leads; schedule and complete onsite client visits
• Guide clients through consultative, low-pressure conversations during face-to-face meetings
• Close deals onsite when it’s the right fit — current team closes about 60% of meetings
• Maintain a weekly cadence of 10+ appointments and consistent deal closures
• Split time between the Westport office (about 60%) and field visits
• Work a high-call-volume half-day on Saturdays
• Accurately track activity and manage client relationships throughout the process

If you’re seeking an opportunity built on trust, mentorship, and unlimited earning potential, connect with us to learn more.