Role Description
Trainual is making a strategic bet on outbound β and we're hiring the person who will build it into a repeatable, scalable engine. This is a founding role. You're not inheriting a finished motion; you're defining one. You'll lead a team of AEs both fully outbound and blended segments, own pipeline creation targets, and partner closely with RevOps and Marketing Ops to turn outbound from an activity into a measurable revenue driver.
If you're someone who gets energized by building systems, developing reps, and proving that outbound works β this is your moment.
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You're a builder who leads from the front.
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You've run outbound AE teams before and have the playbooks, scars, and wins to show for it.
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Strategy and execution aren't in tension for you β you set the direction and you're in the trenches making sure it happens.
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You don't wait for the motion to be handed to you. You design it, test it, and scale it.
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You coach with clarity and hold the bar high.
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You can diagnose whether a problem lives in targeting, messaging, rep execution, or funnel design β and you know how to fix each one.
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You develop AEs through real coaching: personalization, sequencing, objection handling, and deal progression β not just scorecards.
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Your team feels accountability as a feature, not a burden.
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You think in systems.
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HubSpot isn't just a CRM to you β it's a performance layer. You build workflows, sequences, and reporting that make the whole team faster.
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You're excited to build and test new tech, like AI SDRs.
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You partner well with RevOps and Marketing Ops because you understand what they need and what they can build together with you.
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You run structured experiments, learn fast, and scale what works.
Qualifications
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3β5+ years leading outbound AE teams in a B2B SaaS environment, with a track record of hitting or exceeding pipeline and revenue targets.
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Proven outbound builder β you've created or significantly evolved an outbound motion, not just managed an existing one.
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Full-cycle fluency β comfortable coaching reps across every stage from cold outreach through close.
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SMB and mid-market experience β you understand the nuance of selling into organizations of different sizes and complexity.
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CRM discipline β hands-on experience with HubSpot (or similar), including sequences, workflows, and funnel reporting.
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Cross-functional partnership β you've worked closely with RevOps and Marketing Ops and know how to get the most out of those relationships.
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Data-driven β you can read funnel performance, identify what's broken, and translate insights into action.
Requirements
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Define and continuously evolve segmentation and targeting strategies across your two segments.
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Build and refine outbound playbooks across email, phone, LinkedIn, and multi-threading.
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Partner with Marketing to sharpen messaging and campaign performance.
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Establish and own outbound KPIs tied to pipeline creation and downstream conversion.
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Provide feedback on the technology stack to continuously improve outbound performance.
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Lead event opportunities in how they drive new customer acquisition.
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Own high profile local networking opportunities with additional Trainual executives (Suns, Waste Management etc).
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Own outbound pipeline generation targets and conversion metrics end-to-end.
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Improve meeting quality, win rates, and deal progression across the team.
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Diagnose and address gaps across targeting, messaging, rep execution, and funnel performance.
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Lead a team of Account Executives across multiple motions and segments.
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Coach outbound fundamentals: personalization, sequencing, objection handling, and progression.
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Drive accountability to outcomes β pipeline, conversion, and revenue β not just activity.
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Partner with RevOps to build and optimize workflows, reporting, and funnel visibility in HubSpot.
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Collaborate with Marketing Ops on campaign execution, targeting, and data quality.
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Ensure alignment across GTM teams to improve efficiency and scalability of outbound efforts.
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Own outbound infrastructure within HubSpot: sequences, workflows, and reporting.
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Maintain data hygiene and build reporting that drives real decision-making.
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Continuously improve processes to support a team that's growing.
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Run structured tests across messaging, channels, and targeting approaches.
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Use data to iterate quickly β and scale what's working.
Benefits
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This role offers an on target earnings (OTE) between $190,000 - $225,000.
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Role level and final compensation will be determined based on experience and hiring project relevant to this role and industry.
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Includes stock options, benefits, and all of our brag-worthy culture perks.
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This role may include a relocation bonus to help cover your move if interested in relocating to sunny Phoenix, AZ.
Company Description
Trainual is a team of 100+ people obsessed with training, accountability, and building great systems. We dogfood our own product hard β and we expect you to use it to document the plays and processes your team runs on.
This is a high-visibility, high-ownership role at a company that is serious about outbound as a growth strategy β not just a nice-to-have.