Strategic Tech Staffing Executive – MA

DeWinter Group; Needham (MA); On-site; USD 110,000 - 170,000; Full time

Benefits offered by this job

Competitive base salary + unlimited–un

Unlimited commission

Flexible time off

Holiday pay

Medical, dental, and vision

Life insurance and 401(k)

Job summary

DeWinter is seeking a driven sales professional to lead technology staffing and solutions in Massachusetts. You will build relationships with CTOs and senior technology leaders, understand roadmaps and workforce needs, and drive new business growth in a startup‑like, high‑energy environment.

You’ll prospect through multiple channels, manage a robust pipeline, and collaborate with recruiting and delivery teams to ensure successful placements and client satisfaction.

Qualifications

• 4+ years of B2B sales or business development experience in technology staffing.
• Proven success selling consultative staffing or professional services to CTOs, VPs, and senior executives.
• Experience in a startup or high-growth environment, including building a market or practice from scratch.

Responsibilities

• Lead a high volume of new business meetings focused on technology staffing and solutions.
• Build and maintain trusted relationships with CTOs and senior technology leaders, understanding roadmaps and workforce needs.
• Prospect aggressively through email, phone, networking events, and existing relationships.

Skills

B2B sales

consultative selling

CTO/VP engagement

relationship building

multi-priority management

Education

Bachelor’s degree

Job description

DeWinter is seeking a driven sales professional to lead technology staffing and solutions in Massachusetts. You will build relationships with CTOs and senior technology leaders, understand roadmaps and workforce needs, and drive new business growth in a startup‑like, high‑energy environment.

You’ll prospect through multiple channels, manage a robust pipeline, and collaborate with recruiting and delivery teams to ensure successful placements and client satisfaction.