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Identify and qualify prospective customers through outbound channels to book meetings for Account Executives. Collaborate with sales, marketing, and product teams to refine messaging based on market feedback and hiring trends.
Requirements
Requires 1-4+ years of experience in sales, recruiting, or outbound roles with a strong background in cold calling and prospecting. Must possess excellent communication skills and a drive to meet activity metrics and booking targets.
Full job description
Wing Assistant is building the next generation of AI-enabled workforce solutions for growing businesses, and our growth depends on a steady flow of qualified sales opportunities. We're hiring a Sales Development Representative to be the tip of that spear: the first person prospective customers meet and the engine that keeps our pipeline full.
This is a high-energy, high-ownership seat for someone early in their sales career who wants to learn the craft fast and grow into bigger things. You'll identify companies that are actively hiring for roles Wing can support, reach out with a compelling alternative to traditional hiring, and book qualified meetings for our Account Executives.
It's a great fit for someone who's competitive, well-organized, motivated by clear targets, and genuinely curious about how AI, remote talent, and global workforce solutions are changing the way companies build teams.
\nWhat You'll Do
Generate and Qualify Pipeline
Identify companies actively hiring for roles Wing can service, such as Executive Assistants, Admin Assistants, Customer Support, Sales Support, Recruiting Support, Operations Support, and other business support roles.
Research target accounts to understand what they are hiring for, why they may need support, and where Wing could be a strong fit.
Reach out to prospective customers across email, phone, LinkedIn, and other outbound channels.
Run focused outbound campaigns around hiring signals, job postings, company growth, and operational pain points.
Hold early discovery conversations to understand the prospect's hiring needs, pain points, urgency, and openness to remote talent or AI-enabled workforce solutions.
Communicate what Wing Assistant does and why it matters clearly enough to earn the next meeting.
Book qualified appointments for Account Executives with companies that have a clear need, relevant hiring activity, or a strong use case for Wing.
Partner with the Sales Team
Work hand-in-hand with Account Executives to build and protect a healthy, well-qualified pipeline.
Hand off opportunities cleanly, with the context AEs need to move deals forward.
Share key details from discovery calls, including the role the company is hiring for, current hiring process, pain points, timing, budget signals, and decision-makers involved.
Keep activity, notes, and pipeline data accurate and current in our CRM.
Bring the Market Back In
Feed what you're hearing from prospects back to the Sales, Marketing, and Product teams.
Help refine messaging and outreach based on what's actually landing with companies.
Identify patterns in hiring demand, objections, and industries where Wing is resonating.
Suggest new outbound angles based on job postings, hiring trends, and prospect conversations.
What We're Looking For
Core Requirements
1–4+ years in sales, business development, appointment setting, cold calling, recruiting, staffing, or a comparable outbound role.
A real interest in B2B sales; bonus points if it's in SaaS, AI, staffing, recruiting, outsourcing, or global workforce operations.
Proven background in sales prospecting, cold calling, appointment setting, or high-volume outbound outreach.
Strong written and verbal communication; you can get to the point and make it compelling.
Comfort reaching out to companies that may not have considered remote assistants, virtual assistants, or offshore talent before.
Strong research skills and the ability to turn hiring signals into relevant outbound messaging.
Strong organization and the resilience to keep going when a day doesn't go your way.
The drive that comes from chasing clear goals, activity metrics, and booked meeting targets.
The ability to run your own desk while still collaborating well across teams.
A genuine eagerness to learn the product, the industry, and the sales craft quickly.
Nice to Have
Exposure to staffing companies, recruiting firms, BPOs, outsourcing companies, virtual assistant companies, digital agent companies, or high-ticket professional services organizations.
Familiarity with CRM and sales engagement tools such as HubSpot, Salesforce, Outreach, Salesloft, Apollo, Instantly, Clay, Close, or LinkedIn Sales Navigator.
Familiarity with auto dialers, power dialers, cold calling workflows, and high-volume outbound systems.
Experience prospecting into founders, executives, operations leaders, HR leaders, recruiting teams, customer support leaders, or sales leaders.
Awareness of business support workflows such as executive assistance, admin support, sales support, customer support, recruiting coordination, inbox/calendar management, and back-office operations
\n
$1,000 - $1,800 a month
Compensation, Bonus, and Commission
In addition to base compensation, this role includes performance-based incentives tied to qualified meetings, sales outcomes, and weekly activity targets.
Appointment and Deal Bonuses
Earn a bonus for every qualified meeting that shows up.
Earn an additional bonus when a qualified meeting turns into a closed customer.
This means SDRs are rewarded not just for booking activity, but for creating real opportunities that move through the sales process.
Weekly Competitions
We also run weekly competitions to keep the team competitive, motivated, and focused on the right activity metrics.
These incentives are designed for SDRs who are driven by targets, enjoy competition, and want direct upside from their effort.
We're the World's Best Assistant.
Hit "Learn More" to speak to an expert about transforming your business! 🚀
Industry
Internet Marketplace Platforms
Company size
1,001-5,000 employees
Founded
2018
Headquarters
Berkeley, California
LinkedIn followers
180,667
Total funding
$2M
Wing provides small businesses, startups, execs, and enterprises with the top 1% of remote talent to take over recurring work such as Social Media Management, Executive Assistance, Data Entry, Sales Calling, etc. Wing is your incredible, yet super affordable, team member to whom you can delegate excess work while you do the important things to grow your business.
Offices: 2150 Shattuck Ave, Berkeley, California 94704, US
How many Human Resources jobs are open in San Jose, CA right now?
There are currently 159 open human resources positions in San Jose, CA listed on Clera. New openings are added daily as companies post roles.
Which companies are hiring for Human Resources roles in San Jose, CA?
Companies currently hiring include Adobe, WD, ADP, Vialto, Research and Innovation at San Jose State University, among others. Browse the listings above to see every active employer.
Are there remote or hybrid Human Resources jobs in San Jose, CA?
Yes — 45 of the 159 open human resources positions offer remote or hybrid work (10 remote, 35 hybrid).
How do I apply for Human Resources jobs in San Jose, CA?
Each listing links directly to the employer's application page. Apply early — fresh listings get the most recruiter attention in the first two weeks.