👋 About Olly Olly
Olly Olly is a profitable, fast-growing SaaS company helping small businesses especially home service contractors get found online and win more jobs.We combine software, automation, and human expertise to help SMB owners:
- Rank higher in search
- Generate better leads
- Convert more revenue
We’re building a sales organization that values clarity, repeatability, and accountability, and we’re looking for leaders who want to help scale that system.
🌎 Our Vision
We aim to be the ultimate all-in-one platform for small business growth, allowing owners to manage every part of their business efficiently and effortlessly.Our journey began as an agency and we’ve already helped thousands of clients succeed. Now, we’re embracing an exciting new chapter: becoming a SaaS-first company. By combining hard-earned human expertise with AI and automation, we’re creating affordable solutions that give business owners peace of mind while driving measurable success.
🫵 Why We Need You
Olly Olly is hiring a Sales Manager to lead and develop a high-velocity outbound sales team in our Austin office. This is an in office 5 days/week, hands-on leadership role focused on coaching, execution, and performance management, not strategy decks or remote oversight.You’ll own a team of 10-12 SMB-focused sales reps, with a mandate to drive consistency, accountability, and measurable improvement through live coaching, call reviews, and clear expectations.This role is ideal for someone who:
- Loves being in the trenches with reps
- Knows how to coach from real calls, not theory
- Can balance standards with support
- Takes pride in building disciplined, winning teams
🚀 The Impact You’ll Have
- Team Leadership & Sales Execution
- Directly manage 10-12 outbound sales reps based in Austin
- Maintain a strong on-the-floor presence, coaching live calls and supporting reps in real time
- Run daily team rhythms including:
- Morning huddles
- Live coaching blocks
- Pipeline and forecast reviews
- End-of-day accountability recaps
- Track and manage performance across:
- Dials
- Talk time
- Show rate
- Close rate
- Partner with recruiting and leadership to help build and maintain a strong bench of talent
- Step into demos or prospect conversations as needed to model best-in-class behavior
- Own team forecasting and communicate risks, trends, and wins to sales leadership
- Coaching, Call Review & Development
- Review and coach from real calls daily (live and recorded)
- Run structured, purposeful 1:1s with clear feedback and action plans
- Identify performance patterns and coach reps toward consistent improvement
- Hold reps accountable to feedback implementation, not just awareness
- Support new hire ramp and ensure reps hit benchmarks on time
- Process, Accountability & Culture
- Reinforce clear expectations around activity, execution, and professionalism
- Address performance issues early and document appropriately
- Support a culture of effort, ownership, and continuous improvement
- Balance empathy with standards where high performers and underperformers are held to the same bar
✅ What We Really Need From You
- 2–4+ years of frontline sales management experience, ideally leading 10–12 reps
- Hands-on experience managing inside sales teams operating in a high-volume, phone-driven environment.
- Background in B2B, SaaS, or transactional SMB sales
- Experience coaching from call recordings and live call sessions
- Strong command of sales metrics and performance management
- Proven ability to develop underperforming reps through tactical coaching
- Comfortable working onsite in Austin, Monday–Friday (8am–5pm)
- Clear communicator who leads with consistency and follow-through
✅ Nice-to-Haves
- Experience selling or managing teams selling digital marketing, SEO, or lead generation solutions
- Familiarity with HubSpot or similar CRM platforms
- Experience in high-volume outbound environments
- Exposure to scaling teams in fast-growing organizations
🌟 How We Work
This is an execution-first role. You’ll have autonomy, support, and clear expectations but success here comes from presence, coaching, and ownershipWe value leaders who:
- Coach with clarity and intention
- Drive strong performance while developing their people
- Build teams through consistent standards and accountability
- Care deeply about effort, consistency, and growth
🌟 What You’ll Love About Working at Olly Olly
- Base salary + monthly bonus based on team's performance
- In-office: Monday–Friday, 8AM–5PM CST
- A fast-paced, performance-driven atmosphere where team energy, healthy competition, and collective wins push everyone to excel
- Medical, Dental, and Vision Insurance
- 401(k) Retirement Plan
- Mental Health & Wellness plans
- Growth-oriented culture: Join an inclusive, international and innovative team where your contributions make a tangible difference.
💡 Why Choose Us?
Join us during this pivotal transition as we transform from an agency to a human-centric SaaS provider. Your ideas, strategies and solutions will directly impact the success of small businesses. And our own growth!Let’s shape the future of small business growth together! Apply now to join a team that’s as committed as they are supportive of each other.
🌈 Diversity and Inclusion at Olly Olly
At Olly Olly, we celebrate differences in background, culture, abilities and perspectives because diversity drives innovation and creativity. Your voice matters here, it really does! And your unique perspective will help us shape the future of small business growth.
