Build Your Sales Career with a Clear Path to Growth
Next Sales Start Date: June 1st, 2026
Olly Olly was named one of Built In’s 2026 Best Places to Work in Charlotte—recognizing our performance-driven culture and commitment to developing top sales talent.
Looking to build a long-term career in sales—whether you're early in your career or already have experience?
At Olly Olly, we hire driven individuals and provide the structure, training, and support needed to develop into high-performing Account Executives in a performance-based environment.
You’ll start by learning our outbound sales process and setting appointments, then quickly transition into running your own full sales cycle.
What you can expect:
$45,000 base salary (paid weekly)
Uncapped commission (earn up to 170% of revenue sold)
Realistic first-year earnings: $80K–$120K+
Top performers earned $220K+ in 2025
Clear promotion path from ramp → full-cycle Account Executive
If you’re coachable, consistent, and motivated to grow your income and career, this is an opportunity to build real momentum.
About Olly Olly
Olly Olly helps small businesses grow through digital marketing and SaaS solutions. We provide the tools and support business owners need to generate leads, increase calls and reviews, and grow revenue.
We’ve helped thousands of businesses succeed and continue to invest in building a strong, performance-driven sales team.
Why This Role Exists
We’re continuing to invest in our sales team by bringing in individuals who want to develop real sales skills and earn based on performance.
This role is structured for individuals who want to build foundational sales skills quickly in a metrics-driven environment.
This is a high-output, new business sales role where activity and consistency directly impact your income.
If you’re looking for a place to build discipline, sharpen your skills, and be rewarded for results—this is that environment.
What You’ll Be Doing
Learn and execute a proven outbound sales process
Generate new business pipeline via outbound prospecting (70–80 cold calls/day)
Set appointments for senior reps during your ramp period
Transition into full-cycle sales (prospect → close) based on performance
Sell digital marketing and SaaS solutions to small business owners
Handle objections, think on your feet, and create urgency
Participate in daily huddles, call reviews, and ongoing training
What Success Looks Like
You show up consistently and execute the process
You improve quickly through coaching and repetition
You hit activity targets and build pipeline daily
You earn the opportunity to run your own deals—and close them
Who This Is For
Competitive and motivated by performance-based income
Coachable and quick to apply feedback
Brings consistency, discipline, and strong work ethic
Interested in building a long-term career in sales
Who This Is NOT For
You prefer account management or inbound-only roles
You’re uncomfortable with cold calling or outbound sales
You’re looking for a low-pressure or low-activity role
Compensation & Growth
We believe performance should be rewarded—without limits.
$45,000 base salary (paid weekly)
Uncapped commission (up to 170% of revenue sold)
Base increases tied to performance milestones (up to $85K)
Top performers: $200K+
Perks & Benefits
In-office: Monday–Friday, 8AM–5PM EST (first week of training: 9AM-6PM EST)
Fast-paced, team-oriented sales environment
Medical, dental, vision, and mental wellness benefits
3 weeks PTO + 10 paid holidays
401(k) with company match
Leadership development opportunities
Work Authorization & Inclusion
Candidates must be authorized to work in the United States and able to complete I-9 documentation. We are unable to provide visa sponsorship at this time.
At Olly Olly, we believe diverse backgrounds and perspectives make our team stronger. We’re committed to creating an environment where individuals are respected, supported, and able to succeed based on performance and potential.