Senior Director, GTM Strategy & Enablement

Tech Sales Jobs; Boston (MA); Hybrid; USD 240,000 - 250,000; Full time

Benefits offered by this job

Medical, dental, vision, life &dis

401(k) plan with company match

Flexible Time Off (FTO), wellbeing

Mental health resources

Paid parental leave & backup care

Tuition reimbursement

Employee Resource Groups (ERGs)

Job summary

InvoiceCloud, a fintech leader, seeks a Senior Director of Sales Strategy & Enablement, reporting to the CRO. Based in Greater Boston, this hybrid role combines GTM planning, enablement, and executive operations to bridge strategy and field execution.

You will own the CRO’s operating rhythm, drive annual and quarterly GTM planning with Finance and Revenue Operations, and lead an enablement lifecycle from onboarding to coaching, with AI-driven insights guiding outcomes.

Qualifications

• 8–12 years of experience in sales enablement, sales strategy or enterprise operations.
• Experience leading teams.
• Ability to build and interpret analysis to support GTM and revenue decisions.
• Ability to operate credibly with senior leadership and carry strategic initiatives.
• Proven ability to influence across Marketing, Product Marketing, Revenue Operations, Customer Success, Finance.
• Ambiguity tolerance and confidential, board-facing work.

Responsibilities

• Run the CRO's operating rhythm and translate priorities into execution.
• Lead annual and quarterly GTM planning with Finance and Revenue Operations.
• Own enablement lifecycle from onboarding to certification and coaching.
• Develop dashboards linking ramp, adoption, AI adoption to outcomes.

Job description

InvoiceCloud, a fintech leader, seeks a Senior Director of Sales Strategy & Enablement, reporting to the CRO. Based in Greater Boston, this hybrid role combines GTM planning, enablement, and executive operations to bridge strategy and field execution.

You will own the CRO’s operating rhythm, drive annual and quarterly GTM planning with Finance and Revenue Operations, and lead an enablement lifecycle from onboarding to coaching, with AI-driven insights guiding outcomes.