Sales Prospecting Coach

About Dialpad Dialpad is the AI platform for customer experience, built to resolve customer problems in real time across voice and digital. Our AI agents learn from your best human agents and improve with every interaction, helping organizations understand their customers, deliver better experiences, increase operational efficiencies, and build a lasting competitive advantage. Unlike legacy systems built to route and answer, or standalone agentic bot vendors built to deflect, Dialpad was built to resolve. Our AI agents and human agents operate on a single platform with shared context, allowing Agentic AI to resolve issues, advance deals, and eliminate busywork through automation while seamlessly handing conversations to humans when needed, with full context preserved. Market-leading brands, including Randstad, Motorola Solutions, Netflix, the San Diego Padres, the Colorado Rockies Baseball Club, and Cal Athletics, trust Dialpad. Dialpad is backed by Andreessen Horowitz, GV, ICONIQ Capital, and T-Mobile. Being a Dialer At Dialpad, AI isn’t just a feature; it’s how our teams do their best work every day. We put powerful AI tools in every employee’s hands so they can move faster, think bigger, and achieve more. We believe every conversation matters. And we’ve built the platform that turns those conversations into insight and action, for our customers and ourselves. We look for people who are intensely curious and hold themselves to a high bar. Our ambition is significant, and achieving it requires a team that operates at the highest level. We seek individuals who embody our core traits: Scrappy, Curious, Optimistic, Persistent, and Empathetic. Your role As a Sales Prospecting Coach, you will be responsible for driving top-of-funnel excellence across our Account Executive and sales development organizations. Operating onsite in our Austin and Tempe offices, you will work directly with sellers to refine outbound strategy, elevate call execution, and build targeted vertical prospecting skills. You will leverage call analytics, real-time AI conversation insights, and hands-on coaching sessions to evaluate AE calls, identify skill gaps, and provide actionable feedback. Bringing deep domain expertise in outbound prospecting and industry verticals, you will empower sales reps to convert targeted accounts into high-value pipeline opportunities. This position reports to our Manager of GTM Sales Enablement and has the opportunity to be based in our Austin, Texas and Tempe, Arizona offices. The expectation is to work in the office 4 days per week, aligned with Sales in-office days, with the option to work remotely on the remaining day. What you’ll do AE Call Assessment & Coaching: Systematically audit and assess Account Executive discovery and cold outreach calls to evaluate sales pitch delivery, objection handling, value framing, and closing techniques. 1:1 & Group Coaching: Conduct weekly 1:1 call reviews and interactive group role-play workshops in our Austin and Tempe offices to continuously upgrade seller call execution. Vertical Prospecting Strategy: Build and deliver targeted prospecting playbooks tailored to specific industry verticals, equipping reps with sector-specific terminology, pain points, and value propositions. Multi-Stakeholder Account Mapping & Sequencing: Map economic buyers, champions, influencers, and blockers, and coach reps on strategic sequencing: who to reach first, how messaging should shift by persona, and how to obtain warm introductions across a buying committee rather than repeating the same pitch to multiple people. Cross-Functional Strategic Feedback Loop: Translate rep-level field patterns and feedback into actionable insights for Sales Ops and Marketing to refine ICP definitions, territory design, and messaging. Outbound Pipeline Acceleration: Partner with sales leadership to analyze rep conversion metrics, outbound activity levels, and call outcomes to drive pipeline growth. Call Intelligence & AI Utilization: Utilize conversation intelligence tools (including Dialpad’s native AI capabilities) to track trending talk tracks, competitive mentions, and common buyer objections across rep interactions. Manager Enablement & Coaching: Build and deliver targeted enablement programs for front-line sales leaders, equipping managers with the frameworks, tools, and coaching strategies needed to effectively empower and upscale their Account Executives. Onsite Collaboration: Serve as a visible, high-impact mentor present on both the Austin, TX and Tempe, AZ sales floors, fostering a culture of continuous learning and friendly competition. Skills you’ll bring 7-10+ years of combined experience in B2B SaaS Sales, Sales Coaching, or Sales Enablement, with a proven track record as an Account Executive or Sales Prospecting Lead. Deep Outbound Prospecting Mastery: Expertise in cold calling, multi-touch cadences, objection handling, account mapping, and cold email copy strategy. Vertical Industry Experience: Demonstrated success developing messaging and prospecting strategies across specialized industry verticals (e.g., Tech, Financial Services, Healthcare & Retail). Call Evaluation & Feedback Capability: Experience conducting structured call audits, providing constructive rep feedback, and developing targeted skill-remediation plans. Onsite Presence: Ability to work onsite at the Austin, TX and Tempe, AZ sales offices as required by leadership. Strong Facilitation & Presentation Skills: Comfortable leading high-energy workshops, live call sessions, and interactive role-plays. Tool Acumen: Familiarity with modern sales tech stacks (Salesforce, Salesloft, Highspot & Dialpad). Bachelor’s degree or equivalent practical experience preferred. Why Join Dialpad Work at the center of the AI transformation in business communications Build and ship agentic AI products that are redefining how companies operate Join a team where AI amplifies every employee’s impact Competitive salary, comprehensive benefits, and real opportunities for growth We believe in investing in our people. Dialpad offers competitive benefits and perks, cutting-edge AI tools, and a robust training program that help you reach your full potential. We have designed our offices to be inclusive, offering a vibrant environment to cultivate collaboration and connection. Our exceptional culture, repeatedly recognized as a Great Place to Work, ensures that every employee feels valued and empowered to contribute to our collective success. Don’t meet every single requirement? If you’re excited about this role and possess the fundamental traits, drive, and strong ambition we seek, but your experience doesn’t meet every qualification, we encourage you to apply. Dialpad is an equal-opportunity employer. We are dedicated to creating a community of inclusion and an environment free from discrimination or harassment.