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Cold Calling Appointment Setting Jobs in California

Wing Assistant

$1.0K - $1.8K/mo

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.

Upcrunch

Cold Calling Sales Associate

Los Angeles, CA · On-site

$18 - $23/hr

Job Summary The Cold-Calling Sales Associate is an entry-level outbound sales role focused ... Schedule follow-up appointments or transfer warm leads to senior Sales Representatives for deeper ...

Upcrunch

Cold Calling Sales Associate

Los Angeles, CA · On-site

Job Summary The Cold-Calling Sales Associate is an entry-level outbound sales role focused ... Schedule follow-up appointments or transfer warm leads to senior Sales Representatives for deeper ...

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All JobsCold Calling Appointment Setting JobsCold Calling Appointment Setting Jobs in California

Cold Calling Appointment Setting information

What is the difference between Cold Calling Appointment Setting vs Telemarketing?

AspectCold Calling Appointment SettingTelemarketing
Primary FocusScheduling appointments with prospectsPromoting products/services and generating leads
Work EnvironmentOutbound calls, client meetingsOutbound/inbound calls, sales pitches
Skills NeededCommunication, scheduling, persuasionSales, communication, product knowledge
Common UsagePre-sales, lead generationDirect sales, product promotion

While both roles involve outbound calling, Cold Calling Appointment Setting primarily focuses on scheduling meetings with potential clients, whereas Telemarketing emphasizes direct sales and product promotion. Understanding these differences helps businesses choose the right role for their sales strategies.

What are the key skills and qualifications needed to thrive as a cold calling appointment setter?

To excel as a Cold Calling Appointment Setter, you need strong verbal communication, persuasive sales techniques, and a basic understanding of lead generation strategies, often supported by a high school diploma or equivalent. Familiarity with CRM software, auto-dialers, and call scripting tools is typically required. Resilience, active listening, and confidence help you build rapport and handle rejection effectively. These skills are vital for consistently securing appointments and contributing to a company’s sales pipeline growth.

What are common challenges faced in cold calling appointment setting and how can I overcome them?

One of the main challenges in cold calling appointment setting is handling frequent rejections and maintaining motivation throughout the day. Additionally, it can be difficult to get past gatekeepers or to engage uninterested prospects. Successful appointment setters overcome these obstacles by developing strong communication skills, using effective scripts, and continually refining their approach based on feedback. Supportive teams often provide regular training and performance feedback to help you improve, and many organizations encourage sharing strategies among colleagues to boost overall success.

What is cold calling appointment setting?

Cold calling appointment setting is a sales process where representatives proactively contact potential clients who haven't expressed prior interest, with the aim of scheduling meetings or appointments for further discussions. The goal is to generate leads and create opportunities for sales teams to present their products or services. This role requires strong communication skills, persistence, and the ability to handle rejection, as well as researching prospects to tailor the conversation. Successful appointment setters can help businesses grow their customer base by initiating the first point of contact.
What are popular job titles related to Cold Calling Appointment Setting jobs in California? For Cold Calling Appointment Setting jobs in California, the most frequently searched job titles are:
What job categories do people searching Cold Calling Appointment Setting jobs in California look for? The top searched job categories for Cold Calling Appointment Setting jobs in California are:
What cities in California are hiring for Cold Calling Appointment Setting jobs? Cities in California with the most Cold Calling Appointment Setting job openings:
Cold Calling Appointment Setting jobs near you
Infographic showing various Cold Calling Appointment Setting job openings in California as of August 2026, with employment types broken down into 2% As Needed, 73% Full Time, 19% Part Time, 2% Temporary, and 4% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution.

Sales Development Representative

Wing Assistant

San Jose, CA • Remote

$1.0K - $1.8K/mo

Full-time

Re-posted 9 days ago

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.

What 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

$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 may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
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