Senior Sales Executive

DeWinter Group; Campbell (CA); On-site; USD 120,000 - 180,000; Full time

Benefits offered by this job

Competitive base salary

Aggressive commission structure

Flexible time off

Monthly wellness days

Medical, Dental, Vision

Maternity and Paternity Leave

Life Insurance

401(k) eligibility

Job summary

DeWinter Group is seeking a high-energy Manager, Technical Consulting in the Bay Area to grow our technology practice. You will drive contract and contract-to-hire placements across IT and technical functions, developing new client relationships and expanding partnerships to support fast-moving hiring needs.

You’ll work with hiring leaders across SaaS, AI, fintech, healthcare, and consumer tech, aiming to build long-term partnerships and expand market share.

Qualifications

• Bachelor’s degree or equivalent experience.
• 4+ years of B2B sales, business development, or staffing in technology/IT.
• Strong understanding of technology talent landscape and buyer personas.
• Proven prospecting strategy to hunt for new business and create opportunities.
• Knowledge of VMS/MSP vs. retail staffing models and how to navigate both.
• Experience developing enterprise accounts and mid-market client relationships.

Responsibilities

• Identify and close new business opportunities across the Bay Area.
• Lead high-volume client meetings and drive gross profit growth.
• Prospect via networking, LinkedIn, events, referrals, and market intel.
• Target CIOs, CTOs, VP Engineering, and Directors of IT for opportunities.
• Evaluate prospects by hiring trends, roadmaps, and workforce strategy.
• Build and manage a healthy sales pipeline and adjust to opportunities.
• Develop short- and long-term sales strategies for enterprise and mid-market accounts.
• Collaborate with recruiting and delivery teams for successful placements.
• Represent the DeWinter brand with integrity and urgency in client interactions.
• Consistently achieve or exceed KPIs and GM targets.

Skills

Relationship building

Executive presence

Prospecting

Market mapping

Public speaking

Self-motivation

Networking

Quota achievement

Education

Bachelor’s degree or equivalent

Job description

Since 2000, DeWinter Group has been a trusted leader in connecting top-tier finance, accounting, and technology professionals with leading companies through executive search, consulting, and contract solutions. Built on a foundation of integrity, relationships, and results, we’ve earned a reputation as a trusted partner to clients and candidates alike. Most recently, DeWinter was recognized as one of the Best Places to Work in the Bay Area for 2026, a reflection of the culture and commitment that continue to drive our success.

As we continue to grow, DeWinter Technology is investing heavily in the Bay Area, expanding our technology consulting practice. Our environment is entrepreneurial, fast-paced, and collaborative, rooted in hard work, determination, and having fun while building something meaningful. We are deeply committed to equity, belonging, and creating opportunities for our people to succeed.

The Opportunity:

If you’re a high-energy sales professional who thrives on building relationships, creating opportunities, and closing deals, this is an opportunity to make a major impact in one of the most competitive and opportunity-rich markets in the country.

At DeWinter, opportunity isn’t just something we talk about; it’s built into the business. With one of the most aggressive compensation plans in the industry, your earning potential is directly tied to your performance. There’s no ceiling, only the opportunity to build your market, expand your network, and accelerate your career.

As a Manager, Technical Consulting, you will be responsible for driving the growth of our Bay Area technology practice, with a focus on contract and contract-to-hire placements across IT and technical functions. You’ll develop new client relationships and expand existing partnerships to support fast-moving hiring needs across Product Strategy & Design, Software & Platform Engineering, Business Applications, Cloud, DevSecOps & SRE, Data, AI, & Intelligence, Program Delivery & Execution.

This is an opportunity to join a high-performing, entrepreneurial team and play a key role in expanding our market share, strengthening our brand, and building long-term partnerships with some of the Bay Area’s most innovative companies, from venture-backed startups to established enterprise organizations.

You’ll work directly with hiring leaders including CIOs, CTOs, VP of Engineering, Directors of Infrastructure, Heads of Security, and Technical Hiring Managers across industries ranging from SaaS and AI to fintech, healthcare, and consumer technology.

What You’ll Do:

• Identify, pursue, and close new business opportunities across the Bay Area, building long-term client partnerships and expanding DeWinter’s footprint.
• Lead a high volume of client meetings each month and drive consistent gross profit growth through strategic business development.
• Prospect creatively and proactively through networking, LinkedIn, industry events, referrals, market intelligence, and trend analysis.
• Target decision-makers including CTOs, CIOs, VP Engineering, Directors of IT, and technical leaders, understanding where and how to create opportunity.
• Evaluate and prioritize high-value prospects by understanding hiring patterns, growth trajectory, funding activity, technical roadmaps, and workforce strategy.
• Build and manage a healthy pipeline, owning your activity, strategy, and results while adjusting quickly to market opportunities.
• Develop both short-term and long-term sales strategies, understanding the difference between enterprise/VMS-driven accounts versus middle-market and direct retail client development.
• Partner closely with recruiting and delivery teams to ensure successful consultant placements, project launches, and long-term client satisfaction.
• Represent the DeWinter brand with integrity, professionalism, and urgency in every client interaction.
• Consistently achieve or exceed established KPIS and GM targets.

What You Bring:

• Bachelor’s degree or equivalent experience.
• 4+ years of B2B sales, business development, or staffing experience, with a focus on contract and contract-to-hire staffing within technology or IT.
• Strong understanding of the technology talent landscape and buyer personas across engineering, infrastructure, security, cloud, and IT operations.
• Deep understanding of prospecting strategy, knowing how to hunt for new business, build market maps, identify hiring trends, and create opportunities beyond inherited accounts.
• Knowledge of the difference between VMS/MSP and retail staffing models, and the ability to navigate both effectively.
• Experience developing enterprise accounts while also building mid-market and growth-stage client relationships.
• An established Bay Area network, with strong local market knowledge and the ability to consistently generate new business.
• Proven success in a fast-paced, metrics-driven staffing environment with a track record of opening new accounts and generating revenue.
• Strong communication and executive presence, with confidence engaging senior technology leaders and decision-makers.
• Entrepreneurial mindset, self-motivated, competitive, resourceful, and energized by building a business.

What We Offer:

• A loyal, collaborative, and relationship-driven culture
• Competitive base salary plus one of the most aggressive commission structures in the industry
• Flexible time off policy and paid holidays
• Monthly wellness days
• Medical, Dental, and Vision coverage
• Maternity and Paternity Leave
• Life Insurance
• 401(k) eligibility after 90 days

Ready to build something exceptional? Join a firm where integrity drives results, and results drive rewards. We are DeWinter. Let’s win together!

DeWinter is an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, national origin, disability status, genetic information, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws. We post pay scales that reflect our clients' pay ranges. DeWinter and our clients reserve the right to modify the role's requirements, which may impact the posted pay ranges.