Senior Sales Executive

DeWinter Group; Campbell (CA); On-site; USD 120,000 - 170,000; Full time

Benefits offered by this job

Competitive base salary

Aggressive commission structure

Flexible time off

Paid holidays

Wellness days

Medical, Dental, Vision

Maternity and Paternity Leave

401(k) eligibility after 90 days

Job summary

DeWinter Group in the Bay Area is seeking a high-energy Manager, Technical Consulting to drive growth in IT and technology staffing. You will build and expand client relationships, close contracts, and lead engagements across product strategy, software, cloud, data, and security.

You will collaborate with senior technology leaders, manage a robust sales pipeline, and execute strategic business development with an entrepreneurial mindset.

Qualifications

• Bachelor’s degree or equivalent experience.
• 4+ years in B2B sales, business development, or staffing in technology/IT.
• Deep understanding of technology talent landscape and buying personas.
• Proven success in fast-paced, metrics-driven staffing environments.

Responsibilities

• Identify, pursue, and close new business opportunities across the Bay Area.
• Lead a high volume of client meetings and drive gross profit growth.
• Prospect via networking, LinkedIn, events, referrals, and market analysis.
• Target CTOs, CIOs, VP Engineering, Directors of IT, and tech leaders.
• Develop enterprise and mid-market client relationships and pipeline.
• Partner with recruiting and delivery teams to ensure placements.
• Represent the DeWinter brand with integrity and urgency.
• Meet or exceed KPIS and GM targets.

Skills

B2B sales

contract staffing

IT industry knowledge

relationship building

Education

Bachelor’s degree or equivalent experience

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.