Digital Sales Coach
About The Position
The Digital Sales Ramp Coach helps new sellers turn training into confident, consistent performance in live customer conversations. This role provides hands-on coaching during the transition from onboarding to the Digital Sales team, reinforces Asure’s sales methodology and processes, and partners with Sales Managers and Learning & Enablement to assess readiness. The ideal candidate brings strong consultative selling skills, an encouraging coaching style, and the ability to turn call observations and performance data into clear next steps. This is an on-site role based in Asure’s Tampa, Florida location.
Requirements
- Demonstrated success in consultative, quota-driven sales.
- Ability to observe a sales conversation, identify a specific behavior to improve, and provide clear, constructive feedback.
- Strong facilitation, communication, relationship-building, and problem-solving skills.
- Comfort working with call recordings, CRM data, and performance measures to guide coaching.
- Energetic, adaptable, organized, and motivated to help others grow in a fast-paced environment.
- Legally authorized to work in the United States; the company is unable to sponsor or transfer visas.
Nice To Haves
- Sales experience in B2B SaaS, HCM, payroll, HR technology, or a related field.
- Experience coaching, mentoring, onboarding, or developing salespeople.
- Knowledge of virtual selling tools such as Salesforce, SalesLoft, Gong, Teams, or comparable platforms.
- Bachelor’s degree; demonstrated sales results and coaching ability are also valued.
Responsibilities
- Guide new sellers through coached live selling after initial onboarding and provide daily feedback and support.
- Listen to live calls and recordings and provide specific feedback on discovery, solution fit, value, objections, next steps, and follow-up.
- Lead role plays, practice sessions, call reviews, and short skill-building huddles based on observed needs.
- Model effective customer conversations and help sellers build confidence while maintaining a strong customer experience.
- Maintain an individual readiness scorecard covering sales skills, product and process knowledge, CRM accuracy, and independent execution.
- Review each seller’s progress with the seller and their Sales Manager, and recommend when the seller is ready to transition to an assigned team.
- Create focused improvement plans for sellers who need additional practice and coordinate continued support after transition.
- Track coaching activity and early indicators of seller progress, including call quality, pipeline creation, conversion, and time to readiness.
- Partner with Sales Managers and Learning & Enablement to reinforce training, share recurring skill gaps, and improve the onboarding experience.
- Reinforce accurate use of Salesforce, SalesLoft, Gong, and other assigned sales tools.
- Support ongoing skill development for sellers as business needs and coaching capacity allow.
Benefits
- Medical, dental, vision, HSA, and FSA benefits effective on day one.
- Company-paid basic life insurance, accident and dismemberment insurance, long-term disability, and short-term disability.
- 401(k) program with a 3% safe harbor contribution.
- Employee Stock Purchase Program.
- Fitness reimbursement program.
- Self-managed PTO.
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What This Job Offers
Job Type
Full-time
Career Level
Mid Level
Education Level
No Education Listed
