The Challenge
Boulevard is scaling from $50M to $250M ARR and needs to automate its entire GTM engine instead of just hiring more reps. You'll architect the AI-driven systems that power outbound, routing, enrichment, and seller workflows across a modern tech stack.
Your Mission
Map and document all manual GTM processes across Sales Ops, Marketing Ops, and Revenue Enablement to prioritize automation wins
Design and implement Clay-based AI enrichment workflows with custom GPT prompts to extract SMB firmographic data where traditional sources fail
Build 2-3 core Salesforce automation workflows (lead routing, lifecycle management, data sync) using LeanData and Outreach integrations
Establish monitoring, alerting, and error-handling infrastructure for all GTM integrations to catch data quality issues in real-time
Achieve 30%+ reduction in manual data entry and enrichment work across the outbound motion, measured by Sales Ops time tracking
Scale GPT-driven outbound personalization framework to all SDRs with >15% lift in demo conversion rates
Integrate Gong call transcripts with Salesforce to auto-populate call insights and improve AE handoff efficiency
Document and operationalize all GTM automation workflows with runbooks and training materials for 10+ GTM team members
KPIs You'll Own
Demos per Rep per Month
Track lift in demo volume driven by automation reducing manual enrichment and personalization lift.
Manual GTM Hours Eliminated
Quantify time saved per rep weekly via automated workflows, targeting 5+ hours reduction.
Lead Routing Accuracy
Monitor % of leads routed to correct AE based on LeanData and custom scoring logic.
Data Quality Score
Measure % of records with complete, accurate enrichment data across all GTM systems.
Automation Uptime
Track % of GTM workflows running without errors or manual intervention.
Tools & Stack
Your Team
Your Manager
Director of Revenue Operations
Current Team
Sales Ops, Marketing Ops, Revenue Enablement, Analytics teams (exact headcount unknown)
New hire to support GTM scaling from $50M to $250M ARR
The Package
Salary
$120K-$160K base
Remote
On-site (location: United States, specific office not specified)
Benefits & Perks
Company Intelligence
Boulevard is the client experience platform for appointment-based self-care businesses (salons, spas, medspas, barbershops). Founded in 2016 after founders spent months interviewing salon managers to understand their pain points. Growing toward $250M ARR with focus on automation-driven productivity scaling.
Founded
2016
Customers
Self-care businesses (salons, spas, medspas, barbershops)
Culture
Values experimentation, diversity, transparency, and simple solutions requiring sophistication.
Is This Role For You?
- You've built or maintained complex CRM automation workflows (Salesforce, HubSpot) at scale with 50+ users
- You think operationally: you measure everything and can tie automation ROI to pipeline/revenue metrics
- You're hands-on with modern GTM tools—Clay, LeanData, Outreach, Gong—and understand how they integrate
- You're pragmatic about AI: you use it where it drives outcomes, not because it's trendy
- You've shipped workflows that reduced rep manual work by 30%+ and can talk through the before/after
- You prefer pure strategy or management over hands-on building—this is 80% architecture, 20% leadership
- You've never owned end-to-end integration projects or aren't comfortable troubleshooting API errors and data syncs
- You're remote-first or need flexibility—this role requires on-site presence in a US office
- You lack SQL or basic scripting skills to diagnose and fix data quality issues in real-time
Interview Process
Screening Call
Brief conversation with recruiter about GTM automation experience, Salesforce depth, and AI/automation philosophy (30 min)
Technical Deep Dive
Conversation with Director of Revenue Operations on automation architecture, tool selection, and past GTM integration projects (45 min)
Take-Home Challenge
Design a simple automation workflow for a GTM use case (enrichment, routing, or outbound) using provided tools/stack (1-2 hours async)
Team Collaboration Round
Meet with Sales Ops, Marketing Ops, and Revenue Enablement stakeholders to discuss priorities and working style (45 min panel)
Final Conversation
Debrief with Director and discuss culture fit, growth trajectory, and next steps (30 min)
Interested in this role?
Apply now and hear back within days, not weeks.
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