Business Development Representative
Caddy Moving, Chicago, IL, United States
Caddy Moving is a fast-growing company in the moving and labor services space. We're not just expanding—we're rethinking how things get done. We move fast, leverage cutting-edge tools (especially AI), and look for people who want to build something that matters. If you're the type who's always looking for a smarter, faster way to get results, you'll fit right in.
The Role We're looking for a driven, high-energy Business Development Representative who combines old-school hustle with new-school tools. You'll own outbound prospecting from the ground up—cold calling, cold emailing, LinkedIn outreach—but you'll also be expected to use AI to work smarter, move faster, and outperform the competition. This isn't a role where you wait around for leads. You go find them, and you use every tool at your disposal to do it better than anyone else.
What You'll Do
Identify, research, and reach out to prospective business partners and clients in the moving and home services industry
Execute high-volume outbound outreach through cold calls, cold emails, LinkedIn, and other creative channels
Leverage AI tools to streamline prospecting, personalize outreach at scale, draft communications, research leads, and analyze data to prioritize high-value opportunities
Build and manage a robust sales pipeline using CRM tools
Qualify leads and schedule meetings with key decision-makers
Collaborate with leadership to refine outreach strategy, messaging, and go-to-market playbooks
Represent Caddy at networking events, trade shows, and industry meetups
Consistently meet and exceed weekly and monthly outreach and revenue targets
Stay on top of emerging AI tools and sales technologies, bringing new ideas to the team on how to sell smarter
What We're Looking For
1–3 years in sales, business development, or a similar outbound role (B2B preferred)
Moderate to advanced proficiency with AI tools—you actively use platforms like ChatGPT, Claude, or similar for research, writing, data analysis, and workflow automation
A track record of finding creative, tech-forward solutions to outperform targets—not just grinding harder, but working smarter
A relentless work ethic—you don't shy away from rejection and always come back stronger
Strong written and verbal communication skills
Familiarity with CRM platforms (HubSpot, Salesforce, or similar)
Self-starter with a high motor who takes initiative without constant oversight
Curious, adaptable, and always learning—you're the person who figures out the new tool before anyone else on the team
Based in or willing to commute to Schaumburg, Oak Brook, and Chicago, IL
Bonus Points
Experience building AI-assisted sales workflows or automations
Familiarity with sales engagement platforms like Apollo, Outreach, Salesloft, or similar
Interest in the moving, logistics, or home services industry
What We Offer
$50,000–$55,000 base salary plus commission
A high-ceiling opportunity—your work will directly shape the company's next chapter
Hybrid work model with flexibility and autonomy
A team that values speed, innovation, and results over bureaucracy
Access to the latest AI and sales tools to help you perform at your best
Clear path for career advancement as the company scales
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The Role We're looking for a driven, high-energy Business Development Representative who combines old-school hustle with new-school tools. You'll own outbound prospecting from the ground up—cold calling, cold emailing, LinkedIn outreach—but you'll also be expected to use AI to work smarter, move faster, and outperform the competition. This isn't a role where you wait around for leads. You go find them, and you use every tool at your disposal to do it better than anyone else.
What You'll Do
Identify, research, and reach out to prospective business partners and clients in the moving and home services industry
Execute high-volume outbound outreach through cold calls, cold emails, LinkedIn, and other creative channels
Leverage AI tools to streamline prospecting, personalize outreach at scale, draft communications, research leads, and analyze data to prioritize high-value opportunities
Build and manage a robust sales pipeline using CRM tools
Qualify leads and schedule meetings with key decision-makers
Collaborate with leadership to refine outreach strategy, messaging, and go-to-market playbooks
Represent Caddy at networking events, trade shows, and industry meetups
Consistently meet and exceed weekly and monthly outreach and revenue targets
Stay on top of emerging AI tools and sales technologies, bringing new ideas to the team on how to sell smarter
What We're Looking For
1–3 years in sales, business development, or a similar outbound role (B2B preferred)
Moderate to advanced proficiency with AI tools—you actively use platforms like ChatGPT, Claude, or similar for research, writing, data analysis, and workflow automation
A track record of finding creative, tech-forward solutions to outperform targets—not just grinding harder, but working smarter
A relentless work ethic—you don't shy away from rejection and always come back stronger
Strong written and verbal communication skills
Familiarity with CRM platforms (HubSpot, Salesforce, or similar)
Self-starter with a high motor who takes initiative without constant oversight
Curious, adaptable, and always learning—you're the person who figures out the new tool before anyone else on the team
Based in or willing to commute to Schaumburg, Oak Brook, and Chicago, IL
Bonus Points
Experience building AI-assisted sales workflows or automations
Familiarity with sales engagement platforms like Apollo, Outreach, Salesloft, or similar
Interest in the moving, logistics, or home services industry
What We Offer
$50,000–$55,000 base salary plus commission
A high-ceiling opportunity—your work will directly shape the company's next chapter
Hybrid work model with flexibility and autonomy
A team that values speed, innovation, and results over bureaucracy
Access to the latest AI and sales tools to help you perform at your best
Clear path for career advancement as the company scales
#J-18808-Ljbffr