RemoteLeaf Logo
Log in Sign up

Senior Director, Sales

1 week, 3 days ago
United States
Full-time
Executive
Head of Sales
Sales and Business Development
ERP
Apply Now
HappyCo

HappyCo

HappyCo provides an AI-powered platform designed to centralize and optimize maintenance operations for multifamily properties, enabling real-time inspection, monitoring, and management of business assets to enhance resident satisfaction and operational...

Professional Services
51-250
Founded 2012
$12M raised
View All Jobs 11

Description

  • Own the sales team’s bookings number, forecast accuracy, and pipeline hygiene.
  • Lead and grow the SMB and mid-market new logo sales engine.
  • Coach and improve the sales playbook, methodology, and rep ramp process.
  • Build and operationalize AI-first workflows for research, deal scoring, business-case creation, and outreach.
  • Manage, coach, and performance-develop the existing sales team and front-line leaders.
  • Recruit high-performing sales talent and expand the team significantly over the next 18 months.
  • Represent sales in leadership, executive, and cross-functional discussions.
  • Partner closely with Key Accounts, Marketing, Customer Success, RevOps, and Product.
  • Improve conversion rates, sales velocity, and repeatability across the funnel.

Requirements

  • 10+ years of B2B SaaS sales experience.
  • 5+ years of experience leading sellers with a history of hitting bookings goals most of the time.
  • Experience coaching and developing front-line managers, not just individual reps.
  • Fluency in modern sales methodologies such as Winning by Design, MEDDPICC, Challenger Sale, or equivalent.
  • Experience building quantified business cases and coaching reps on business-case and cost-of-inaction selling.
  • Experience operating from pipeline math and synthesizing data quickly.
  • Strong recruiting ability and high emotional intelligence.
  • Experience building or championing real AI-supported workflows within a sales team.
  • Preferred experience in PropTech, multifamily, real estate, or vertical SaaS.
  • Preferred background selling business solutions alongside or against incumbents in property operations, ERP, procurement, or workflow categories.
  • Preferred pricing experience with tiered consumption, usage-based, or platform models.
  • Preferred experience shipping an in-production AI agent or workflow inside a sales team.

Benefits

  • Remote work in the U.S., with a strong preference for Chicago or Dallas.
  • Base-heavy compensation structure: 60% base / 40% variable.
  • Meaningful equity commensurate with role impact and ownership.
  • Flexible company culture with work-from-anywhere support.
  • Unlimited vacation time.
  • Generous paid parental leave.
  • Competitive and equitable pay, including stock options.
  • Monthly stipends for wellness and home office expenses.

Interested in this position?

Apply directly on the company website

Apply Now

Similar Roles

Mozilla.ai

Head of GTM

Mozilla.ai 1-10 Internet Software & Services

Mozilla.ai is hiring a Head of GTM to lead Otari’s go-to-market motion for its open-source AI control plane, driving adoption, partnerships, and commercial growth across developer, enterprise, research, and open-source ecosystems.

United States Canada United Kingdom Europe Full-time Executive Head of Sales
AWS
5 hours, 43 minutes ago
Databricks

Sales Director, Lakebase Sales Specialist - South EMEA

Databricks 1K-5K IT Services

Databricks is hiring a Sales Director for Lakebase Sales Specialists in South EMEA to lead a regional team focused on growing its operational database business through enterprise sales and customer modernization initiatives.

France Full-time Lead Head of Sales
Apache Spark Databricks Microservices MLflow
5 hours, 43 minutes ago
Pure Storage

Regional Sales Director, Portworx - Strategics

Pure Storage 1K-5K IT Services

Everpure is seeking a Sales Director to lead Portworx’s strategic account growth and sales organization across the U.S. while shaping go-to-market execution for its cloud-native data platform.

United States Full-time Lead Head of Sales
$172k-$276k
Kubernetes Salesforce
5 hours, 58 minutes ago
AC Disaster Consulting

Vice President of Sales & Business Development

AC Disaster Consulting 51-250 Professional Services

AC Disaster Consulting is hiring a VP of Sales and Business Development to lead revenue growth, market expansion, and client development for its emergency management and disaster recovery services.

United States Full-time Executive Business Development Head of Sales
$150k-$170k
CRM HubSpot Salesforce
6 hours, 13 minutes ago

You're on a roll! Sign up now to keep applying.

Sign Up

Already have an account? Log in

Used by 14,729+ remote workers