Olly Olly — Named One of Built In's 2026 Best Places to Work

Olly Olly was named a 2026 Best Places to Work in Charlotte by Built In — a reflection of our performance-driven culture and commitment to developing top sales talent.

Our next start date is February 2, 2026. This is an opportunity to join a fast-growing sales organization where effort is measured, skills are built quickly, and results are rewarded. If you're competitive, coachable, and ready to grow your income and career, apply today.

About Olly Olly

Ready to roll up your sleeves and help transform local marketing forever? At Olly Olly, we're blending technology with real-world expertise to empower small businesses across the U.S. like never before.

We believe small businesses are the backbone of the economy. Our mission is to equip them with the tools, strategies, and insights they need to rank higher, generate high-quality leads, earn more calls and reviews, and grow sustainably—without the hassle.

We've already helped thousands of small businesses succeed, and as we evolve from a digital marketing agency into a human-centric SaaS company , our sales team is at the heart of our continued growth..

Why We Need You

Olly Olly has scaled rapidly through strong sales execution and a relentless focus on customer outcomes. Now, we're building the next generation of sales talent—individuals who are hungry to learn, ready to compete, and excited to help business owners win.

As a National Account Executive , you'll be on the front lines of our growth. You'll connect with small-business owners nationwide, introduce them to our digital marketing and SaaS solutions, and directly influence our impact and trajectory.

This is a high-energy, high-output, high-reward environment—perfect for someone who thrives in fast-paced, transactional sales and wants uncapped earning potential.

The Impact You'll Have

You'll master our proven sales process, drive new daily conversations, and help business owners solve real problems—such as stabilizing cash flow, generating quality leads, and unlocking sustainable business growth.

Your performance fuels Olly Olly's next stage, and your success is rewarded immediately.

A Day in the Life

• Learn and apply our sales methodology while setting appointments for senior reps during ramp
• Once fully ramped, own the full sales cycle from first call to close in a fast, transactional environment
• Make 70–80 outbound cold calls per day with consistency, confidence, and clarity
• Overcome objections and deliver compelling pitches for our digital marketing and SaaS solutions ( 100% cold-calling; zero account management )
• Join daily huddles, roleplays, and weekly trainings to sharpen your skills and elevate your results

Uncapped Earning Potential

We believe performance deserves immediate reward — without limits.

• Base salary starts at $45,000
• Increases to as high as $85,000 as you hit performance milestones
• Earn up to 170% of revenue sold in commission
• Our top three sellers earned over $220K in 2025

If you want a compensation structure where your effort and consistency directly drive your income, this is that environment.

Perks & Benefits

• In-office: Monday–Friday, 8AM–5PM EST (Training week: 9AM–6PM EST)
• A fast-paced, performance-driven atmosphere where team energy, healthy competition, and collective wins push everyone to excel
• WFH incentives for top performers
• Full suite of benefits — medical, dental, vision, and mental wellness
• 3 weeks PTO + 10 paid holidays
• 401(k) with 3% match
• Future Leader Development Program for those seeking promotion

What We're Looking For

• Minimum of 1 year of B2B, cold calling sales experience, ideally in digital marketing or SaaS
• Driven by accountability and coachability — you execute the process, absorb feedback quickly, and take ownership of your performance
• Competitive, consistent, and resilient — you show up with energy and discipline every day
• Motivated to exceed goals and accelerate both your income and your career trajectory
• Excited to help small businesses grow

Diversity, Inclusion & Work Eligibility

At Olly Olly, we celebrate differences in background, culture, abilities, and perspectives because diversity fuels innovation. Your voice matters here—truly.

To comply with U.S. employment law, candidates must have current, independent authorization to work in the United States and be able to provide I-9 documentation. We are unable to provide employment visa sponsorship at this time.