Sales Enablement Specialist
ROLLER
About ROLLER
ROLLER is not your average software-as-a-service company. With a global presence in over 30 countries, we’re here to bring some excitement to the leisure and attractions industry and make a difference! Our mission is to help businesses operate smoothly and create fun and memorable guest experiences by providing seamless ticketing, point-of-sale, self-serve kiosks, memberships, and digital waiver processes.
But here’s the best part: our team. We’re a group of 170+ highly passionate, enthusiastic, and down-to-earth professionals located all around the world who are all working together to build something truly remarkable. We’re aiming high and believe that the possibilities are endless. As we continue to grow globally, we’re excited to write our success story and have fun along the way.
We genuinely love what we do, and we’re looking for like-minded people to join us on this amazing journey. If you’re ready to be part of a dynamic team and make a real impact, come aboard, and let’s create some unforgettable experiences together at ROLLER!
About the Role
Are you passionate about empowering sales talent and helping them build a strong foundation for success? Reporting to the Sales Enablement Lead and sitting within the broader Platform Education team, you’ll work closely with learning experience designers, business development leadership, and product marketing to enable our Sales and Business Development teams to prospect more effectively, engage buyers with confidence, and convert more leads to pipeline.
This role is focused on driving the success of our SDR and BDR teams through impactful onboarding, ongoing training, coaching, and content delivery. You’ll coordinate enablement efforts that enhance outreach execution, objection handling, qualification, and lead conversion, while identifying skill gaps and process inefficiencies to accelerate performance.
This role gives you the flexibility to adopt a hybrid work approach, maintaining a true work/life balance. This includes working from our brand-new office based in East Austin, Texas.
What You’ll Do
- Design Engaging SDR/BDR Onboarding: Create fast-paced, engaging onboarding experiences that help new SDRs and BDRs ramp quickly. You’ll partner with learning design, sales leaders, and product marketing to equip reps with the skills, talk tracks, and tools they need from day one.
- Identify and Close Skill Gaps: Use assessments, call reviews, and performance data to uncover where reps need support. Then design and deliver targeted enablement that improves outreach quality, objection handling, and lead qualification.
- Measure What Matters: Track the impact of your programs using scorecards, performance benchmarks, and manager feedback—continuously refining based on what’s driving real results.
- Champion a Learning Culture: Foster an environment where SDRs and BDRs are curious, coachable, and motivated to grow. Bring fresh ideas and energy to every training touchpoint, while helping create a clear development path from SDR to BDR to AE.
- Keep Content Fresh & Focused: Maintain and update enablement content to reflect evolving messaging, product updates, and sales plays—ensuring reps always have the most relevant information at their fingertips.
- Align with Pipeline Goals: Collaborate with Business Development Leaders to ensure training initiatives directly support lead conversion, pipeline creation, and quarterly targets.
- Support Tools Mastery: Be the go-to expert for prospecting and sales tools—like CRM, outreach platforms, and call recording systems—ensuring reps know how to use them effectively and efficiently.
- Collaborate Cross-Functionally: Work with Product Marketing, GTM, and Customer Success to bring voice-of-customer insights, campaign alignment, and product knowledge into SDR/BDR messaging and outreach strategies.
About You
- 1 to 3+ years of experience in sales enablement and/or SDR/BDR coaching, with a deep understanding of top-of-funnel sales motions and driving pipeline.
- Strong grasp of prospecting strategies, outreach best practices, and the challenges SDRs/BDRs face in qualifying leads and setting meetings.
- Familiarity with qualification frameworks (such as BANT, MEDDICC, or CHAMP) and how they apply to outbound and inbound sales development.
- Expertise with prospecting & sequencing tools, Salesforce, calling & outreach tools.
- Excellent verbal, written, presentation, and facilitation skills, with the ability to engage reps and adapt content to different learning styles.
- Ability to collaborate cross-functionally and build strong relationships (sales leaders, marketing, and subject matter experts)
- Strategic mindset with a focus on program scalability—you’re able to think beyond today’s needs and build repeatable, effective onboarding and training programs for a growing team.
- Comfortable using learning and performance data to assess impact, identify areas of improvement, and make informed recommendations that improve rep effectiveness.
Nice to Have:
- Experience as an SDR, BDR, or in B2B tech sales
- Basic video editing and online training content creation
- Familiarity with change management and adult learning principles
- Knowledge of best practices in virtual selling environments and experience training teams for remote selling success
Perks!
- You get to work on a category-leading product that customers love in a fun, high-growth industry- check our Capterra and G2 reviews.
- 4 ROLLER Recharge days per year (that is 4 additional days of leave that we all take off together as a team to rest and recuperate)
- Engage in our ‘Vibe Tribe’ - led by our team members; you can contribute to company-wide initiatives directly. Regular events and social activities, fundraising & cause-related campaigns... you name it. We're willing to make it happen!
- Team member Assistance Program to proactively support our team's health and wellbeing - access to coaching, education modules, weekly webinars, and more.
- 16 weeks paid Parental Leave for primary carers and 4 weeks paid Parental Leave for secondary carers
- Highly flexible work environment with an All Access pass to WeWork depending on your location
- Work with a fun and switched-on team that likes to raise the bar
- Individual learning & development budget plus genuine career growth opportunities as we continue to expand!
What You Can Expect
- Initial call with our Talent Acquisition Manager
You’ll have an initial call with our Talent Acquisition Manager to chat through some of your experience to date, salary expectations and you can check off any initial questions you might have. - Interview with our Sales Enablement Lead
You will get to meet with our Sales Enablement Lead to learn more about the role & ROLLER whilst also talking through your experience in more detail. - Interview with our Director of Platform Education
You will get to meet with our Director of Platform Education to learn more about the role & team direction whilst also talking through your experience in more detail. - Candidate Activity and Presentation
You’ll get the opportunity to showcase your approach to sales enablement. - Loop Interviews
This is where you will get to meet our wider ROLLER team to do a ‘vibe check’ on us to make sure our culture & vibe meet what you are looking for! - Offer
If all lights are green and the fit feels right, we’ll conduct reference checks and you’ll receive an offer to join!
Successful applicants will be required to complete a background check (including criminal history) prior to commencement of employment