Sr Sales Manager, Mid-Market - Customer.io

About Customer.io

Over 8,000 companies — from scrappy startups to global brands — use our platform to send billions of emails, push notifications, in-app messages, and SMS every day. Customer.io powers automated communication that people actually want to receive. We help teams send smarter, more relevant messages using real-time behavioral data.

About the Role

We're hiring a Senior Sales Manager to build and lead a new team of 8 Account Executives in our Mid-Market organization. You'll join a group of managers already running this motion successfully, but the team you lead is yours to stand up and shape.

This is a frontline leadership role. Your job is to translate our go-to-market strategy into consistent team execution: coaching reps, inspecting deals, driving forecast accuracy, and creating the structure that allows strong performance to repeat quarter after quarter.

What You'll Own

Lead and develop a high-performing team

• Coach Account Executives to consistently meet or exceed quota and grow into their next role
• Run focused 1:1s built around deal quality, skill development, and real accountability
• Ramp new reps quickly and address performance gaps early, before they compound
• Build a team culture rooted in ownership, collaboration, and high standards

Drive pipeline health and forecast accuracy

• Lead weekly pipeline and forecast reviews focused on deal progression, qualification rigor, and clear next steps
• Sharpen predictability through disciplined inspection and clean CRM hygiene across the team
• Maintain healthy pipeline coverage and get ahead of creation gaps before they impact performance
• Reinforce structured, rep-owned outbound tied to measurable standards and pipeline outcomes
• Use metric reviews and experimentation to improve outbound effectiveness over time

Support high-quality deal execution

• Coach reps to run well-qualified mid-market opportunities from discovery through close
• Elevate deal strategy with stronger positioning, cleaner value articulation, and confident executive-level communication
• Help reps navigate pricing, stakeholder alignment, and procurement without losing momentum
• Spot patterns in stalled deals and raise the team's overall execution maturity

Partner cross-functionally

• Work with Sales Ops, Marketing, and Solutions Architects to unblock deals and improve how the team executes
• Bring frontline feedback on messaging, territory design, and enablement back to operational owners
• Pilot and operationalize new GTM initiatives within your team

What We're Looking For

• 7–10 years in sales, including 3–5+ years managing quota-carrying reps—ideally in Marketing Technology or SaaS
• A track record of leading successful mid-market or high-velocity sales teams
• Genuinely strong pipeline inspection and forecasting capabilities
• Experience coaching outbound pipeline generation in evolving sales motions
• Comfortable operating within a structured qualification framework like MEDDICC
• Clear, direct communication skills with a focus on holding high accountability standards
• Demonstrated ability to collaborate cross-functionally in a fast-moving, growth-stage environment

Compensation & Benefits

• Compensation: $140,000 base + $140,000 variable = $280,000 OTE (or local currency equivalent)
• Health & Wellness: 100% coverage of medical, dental, vision, mental health, and supplemental insurance premiums for you and your family
• Time Off: Unlimited PTO and 16 weeks paid parental leave
• Stipends: Work-from-home stipend, wellness stipend, and a professional development budget

Interview Process

• 30-minute conversation with a Recruiter
• 45-minute conversation with the Hiring Manager
• 1:1 conversations with cross-functional partners
• Take-home assignment (1 week turnaround), followed by a 60-minute review call
• Background check and employment verification