Sales Development Representative (Remote)

Company Description

Click Theory Capital is a family of 15 different companies that we have either started or bought in the last 4 years. We're AI-native and starting, scaling, and buying some of the best businesses in the world. We've grown to 150 people in 5 years, totally bootstrapped, and we're still growing at 200% per year.

Role Description

One of our holdings, Outbound Sales Pro (https://outboundsalespro.com/) is hiring Sales Development Representatives (SDRs) to drive outbound pipeline generation. This role is ideal for individuals who are serious about sales and ready to perform in a structured, high-energy environment.

Who We Are

Outbound Sales Pro is a high-growth, tech-enabled outbound service company helping businesses generate revenue through sales outreach and automation. We’re a bootstrapped startup with big growth plans for 2026—creating real opportunities for career advancement based on performance.

Why Join Us?

• Proven systems and coaching to accelerate performance
• Fast-track promotion opportunities for top performers
• Strong team culture with pod-based selling
• Exposure to high-growth clients and modern outbound strategies

What You’ll Do

• Conduct outbound cold calls to potential customers
• Use proven cold-calling scripts to spark interest & set qualified meetings
• Handle objections like a pro and refine your sales pitch daily
• Develop resilience, confidence, and top-tier cold-calling skills
• Continuously improve through coaching and feedback

Who We’re Looking For

• Strong communicator with confidence on the phone
• Competitive and goal-driven
• Organized and able to manage pipeline activity
• Coachable but able to execute independently
• Previous customer service or sales experience preferred

Growth Path

Start as an SDR → Crush your targets → Get promoted to → AE, Team Lead, or Manager. Typical timeline: 6–18 months (as fast as 6 months)

Compensation: base + commission: $33,000-$38,500 base salary with quarterly raises; $60,000 OTE (on target earnings with commission)

Desired Skills and ExperienceResponsibilities

• Execute outbound prospecting across calls, emails, and other channels
• Qualify leads and consistently generate high-value meetings for the sales team
• Handle objections and adapt messaging to improve conversion rates
• Attend trainings, meetings, and occasional events to support pipeline growth
• Collaborate with sales leadership to refine outreach strategies and performance
• Identify and develop business opportunities through effective discovery and follow-up
• Manage leads, activity, and follow-ups in an organized and consistent manner

Qualifications

• 1+ year of sales, customer service, or outbound prospecting experience preferred
• High school diploma required; bachelor’s degree preferred
• Working understanding of the sales process
• Strong communication, persuasion, and interpersonal skills
• Goal-oriented with a competitive mindset
• Organized, self-starter with the ability to manage activity and results
• Ability to take feedback and apply it quickly to improve performance

Job Type: Full-time

Benefits

• 401(k)
• 401(k) matching
• Dental insurance
• Flexible schedule
• Health insurance
• Paid time off
• Vision insurance
• Work from home