Sales Enablement Lead

What you'll do

Sales Campaigns & Content

• Own email cadences across the full sales lifecycle (MQL → Closed Lost), urgency campaigns, and seasonal playbooks. Build, test, and iterate relentlessly.
• Run a structured A/B testing program — subject lines, copy, CTAs, sequence timing — with a clear measurement plan and documented learnings.
• Develop and maintain sales collateral (decks, one-pagers, objection handlers) segmented by entity type, geo, and professional vertical. Keep everything current as Collective policy, IRS rules, and state legislation evolve.
• Support content initiatives on channels like Reddit and community forums where subject matter authority matters. Collaborate with Growth and BDR to drive scheduled call volume.

Training & Onboarding

• Own the Account Executive and BDR training curriculum — from new hire bootcamp through ongoing skill development. Extend core training to adjacent GTM roles (e.g., Product Marketing, Partnerships).
• Design and maintain 60-day onboarding plans with explicit KPI milestones. Partner with hiring managers to ensure ramp targets are hit.
• Build certification programs that raise the bar: reps shouldn’t carry a quota until they can pass the test.
• Facilitate peer call review culture. Create feedback loops that make the team better week over week.

Measurement & Accountability

• Own outcomes, not just activities. Track campaign performance (conversion rates, revenue influence), training compliance, and rep ramp metrics against defined benchmarks.
• Leverage Nooks, Salesforce, and available BI tooling to surface insights and report program ROI to sales leadership.
• Proactively identify gaps — in rep knowledge, collateral coverage, or campaign performance — and close them before they become revenue problems.

Cross-Functional Stakeholder Management

• Serve as the connective tissue between Sales and Legal, EPD, Product, Growth, and Member Services.
• Translate policy and product changes into actionable rep guidance on tight timelines. No rep should be surprised by a compliance update on a live call.
• Gather voice-of-customer and voice-of-field insights to inform product and marketing decisions.

Flex Support

• Support the Director of Sales and Head of Growth Marketing on strategic GTM projects as needed.
• Ability to flex as an Account Executive and take sales calls when the business needs it.

What you'll bring

• 5+ years in sales enablement, B2B sales, or revenue marketing. You’ve owned programs end-to-end, not just contributed to them.
• Deep subject matter expertise in tax, accounting, or small business finance. You understand S-Corps, reasonable compensation, and entity formation well enough to train others on it.
• Proven track record building and improving sales training curricula that measurably reduce ramp time and improve quota attainment.
• Strong content and writing chops — you can write a high-converting cold email and an exec-ready deck in the same afternoon.
• Analytical fluency: comfortable pulling reports, building measurement frameworks, and presenting data-driven insights. Excel/Sheets required; SQL a strong plus.
• Thrives with autonomy and ambiguity. You don’t wait for a brief — you define the problem, propose a solution, and execute.
• Excellent stakeholder management. You can align Legal, Product, and Sales on a shared deliverable under deadline.

Nice to Have

• Experience with sales engagement platforms (Nooks, Outreach, Salesloft) and conversation intelligence tools (Momentum, Chorus).
• Experience enabling or working within a BDR/SDR org.

What we offer

• Remote-Friendly Environment: Flexibility to work from home while staying connected to the team. Open to remote candidates within the U.S.
• Health & Wellness: $200 quarterly reimbursement.
• Time Off: Flexible PTO plus 14 company holidays.
• Comprehensive Coverage: 100% medical, dental, and vision for employees; 75% coverage for dependents.
• Parental Leave: 16 weeks fully paid.
• Retirement & Ownership: 401k plan plus an equity package.
• Team Connection: Quarterly virtual events and an annual in-person summit.