Sales Director - Boston, MA

Responsibilities

• Lead a team of eight to twelve high-performing, full-cycle sales specialists focused on hunting and winning new SMB accounts for Clover solutions.
• Set and drive a clear new-business operating cadence (daily activity targets, weekly pipeline generation goals, and monthly bookings) with accountability to results.
• Build a team culture of proactive outbound prospecting (cold calling, door-opening, social selling, and email outreach) that continuously feeds a healthy top-of-funnel.
• Own pipeline management standards: stage definitions, next-step rigor, aging/clean-up, close plan quality, and consistent Salesforce hygiene (and platforms like BentoBox) to ensure a trustworthy, actionable pipeline.
• Coach and develop direct reports through ride-alongs, call reviews, and regular deal/pipeline inspections—improving conversion at each stage from connect to implementation.
• Deliver accurate weekly forecasting and reporting, including pipeline coverage, stage-by-stage conversion, lead sources, activity levels, and key risks/next actions.
• Drive a high-volume outbound motion from territory targeting and list building through discovery, proposal, negotiation, and close—ensuring consistent pipeline creation and progression.
• Establish a trusted-advisor approach that wins new business and sets the foundation for long-term client relationships and expansion opportunities.

Requirements

• Minimum of three years of successful SMB B2B sales and sales leadership experience with a consistent track record of new logo acquisition (hunter profile) and team performance in outbound prospecting.
• Prior experience with merchant services is a plus.
• Passion for developing talent through structured coaching, clear expectations, and performance management—celebrating wins while driving continuous improvement.

Qualifications

• Proven ability to build, manage, and improve a high-velocity pipeline: qualification, stage progression, deal strategy, CRM hygiene, and forecasting accuracy.
• Experience in SaaS or software sales is highly desirable, but not mandatory.

Skills

• Outbound prospecting skills
• Team leadership and development
• CRM proficiency
• Prospecting and pipeline management
• Client relationship management

Benefits

Salary Range: $71,400.00 - $151,900.00

These pay ranges apply to employees in Massachusetts, California (excluding Sunnyvale) and District of Columbia. Pay ranges for employees in other states may differ.

It is unlawful to discriminate against a prospective employee due to the individual's status as a veteran.

For commission eligible employees, the successful candidate is eligible to earn commissions pursuant to the terms of the applicable Fiserv Sales Compensation Plan.