Clera home
·Dashboard

Jobs at Skedulo (Now Hiring) — 2 open

Skedulo logoSkedulo

Regional Sales Director

Chicago, Illinois, United States · Remote OK

Senior$114M raised

Introduction Here at Skedulo we’re on a mission to support the 2.7 billion people in the world—and the companies that employ them—who do not work at a desk every day. Our global teams are collaborative, ambitious, innova…

Skills: Enterprise Software Sales, C-level Executive Engagement, ROI Selling, Sales Forecasting, Pipeline Management

Skedulo logoSkedulo

Regional Sales Director

San Francisco, California, United States · Hybrid

Senior$114M raised

Introduction Here at Skedulo we’re on a mission to support the 2.7 billion people in the world—and the companies that employ them—who do not work at a desk every day. Our global teams are collaborative, ambitious, innova…

Skills: Enterprise Software Sales, C-level Executive Engagement, ROI Selling, Sales Forecasting, Pipeline Management

Skedulo logo

Regional Sales Director

Skedulo

Chicago, Illinois, United States • Remote OK

Apply
Senior

Tired of cold applications?

Sign up with Clera and we'll reach out the moment a role actually fits you — no more spraying applications into the void.

  • Full-time
  • Competitive Salary Package, New Hire Stock Options, Employee Referral Bonus Program, 3 Paid Volunteer Days per year, Home Office Budget, Udemy Learning & Development Access
  • Posted 43d ago
  • ~40 hrs/week
  • Remote in Chicago, Illinois, United States

Responsibilities

The Regional Sales Director is responsible for acquiring new customers and expanding product usage within an assigned geographic territory. This includes meeting sales quotas, managing forecasts, and collaborating with internal teams and partners to drive adoption.

Requirements

Candidates need 5-8 years of experience selling enterprise software with a proven track record of meeting quotas and selling to C-level executives. Strong communication skills and the ability to manage multiple concurrent sales cycles are required.

Full job description

Introduction



Here at Skedulo we’re on a mission to support the 2.7 billion people in the world—and the companies that employ them—who do not work at a desk every day. Our global teams are collaborative, ambitious, innovative, and passionate about helping our customers realize their fullest potential by enabling their mobile workforces.

The Skedulo team is a tight-knit group of builders who are passionate about shaping our platform that is relied upon daily by thousands of users across the globe. We are looking for motivated, self-starters who share our values, challenge the status quo, and push the pace of innovation in order to accelerate growth. If you’re drawn to solving hard problems and want to help design software that will make a difference in people’s lives, Skedulo is for you. Visit our website to learn more about what Skedulo does and to learn more about our people and team.



Job Description

The Regional Sales Director is responsible for developing and closing new business within an assigned geographic territory. This role will acquire new customers and expand usage of Skedulo products and services within existing closed-won accounts. The Regional Sales Director is accountable for meeting quarterly and annual quotas, proactive deal management, forecast accuracy, and driving customer and prospect adoption in collaboration with internal teams and the Skedulo partner ecosystem. This role may focus on specific geographic regions or verticals based on relevant experience.

Responsibilities

  • Meet and exceed individual sales quotas.
  • Qualify opportunities using Skedulo’s sales methodology and metrics, including customer fit and success criteria.
  • Develop a territory plan and execute it in collaboration with Sales leadership, Solution Consulting, and assigned Account Development Representatives.
  • Leverage internal resources (Senior Executives, Solution Consulting, Customer Success, Marketing, Legal, etc.) during sales cycles and campaigns.
  • Collaborate effectively with peers and key partners to deliver joint value propositions.
  • Identify needs and build relationships with multiple stakeholders across accounts and lines of business.
  • Pursue new business opportunities and recommend or upsell Skedulo products and services.
  • Provide accurate sales forecasts and track revenue using company sales tools.
  • Maintain high data quality and pipeline hygiene in Salesforce for opportunities and forecasts.
  • Prospect proactively using your network, partners, and the provided technology stack (lead generation will also come from Marketing and Account Development).



Minimum Qualifications

  • 5–8 years’ experience selling enterprise-level software solutions.
  • Experience selling value and ROI to C-level executives and line-of-business leaders.
  • Proven track record of achieving sales quotas for the past five years.
  • Strong oral and written English communication and interpersonal skills.
  • Excellent sales presentation skills.



Desired Skills/ Qualifications

  • 10+ years’ experience selling technology or SaaS solutions.
  • Strong business acumen and ability to articulate strategic value.
  • Experience aligning solutions to a customer’s strategic objectives.
  • Ability to manage multiple concurrent sales cycles.



Additional Requirements

  • Up to 25% travel, as required by the company.
  • Must have a valid work visa for the country where the position is posted at the time of hire.



Benefits

Global Offerings

  • Competitive Salary Package
  • New Hire Stock Options
  • Employee Referral Bonus Program
  • 3 Paid Volunteer Days per year
  • A generous budget to spend on setting up your home office or WFH station
  • 100% employer paid access to Udemy (Learning & Development)
  • Paid Parental Leave for both carers (12 weeks)

United States Specific Offerings

  • Competitive Healthcare Benefits (Dental, Vision, Medical)
  • Voluntary STD and Life Insurance Plans
  • 401k - 4% Company Match
  • 7 paid sick leave days per year
  • 20 paid personal leave days per year
  • 10 paid public holiday days per year

Related keywords

SaaSEnterprise SoftwareSalesforceROIC-levelPipeline HygieneLead GenerationValue PropositionTerritory PlanSolution ConsultingAccount DevelopmentBusiness AcumenStrategic ObjectivesMobile Workforce

About Skedulo

LinkedInVisit site

Mobile Workforce Management for the Deskless Workforce

Industry
Software Development
Company size
201-500 employees
Founded
2013
Headquarters
San Francisco, CA
LinkedIn followers
27,985
Total funding
$114M

Skedulo’s leading Deskless Productivity Cloud solution powered by AI and machine learning empowers organizations to manage, engage and analyze their deskless workforce, supporting the 80% of global workers who don’t work in a traditional office setting. Skedulo’s platform helps enterprises intelligently manage, schedule, dispatch, and support deskless workers on the go, whether they are in fixed location facilities or mobile field workers on the frontline. Founded in 2013, Skedulo is headquartered in San Francisco with offices in Australia, Vietnam, and the United Kingdom. Skedulo has enabled hundreds of organizations, including The American Red Cross, DHL, and Sunrun, to seamlessly schedule and service over 35 million appointments worldwide. The company has secured over $115 million in funding to date, led by Softbank, Microsoft's venture firm M12, Costanoa Ventures, and Blackbird. For more information, please visit www.skedulo.com.

Offices: 800 Market Street, 4th Floor, San Francisco, CA 94103, US · 47 Warner St, Level 1, Fortitude Valley, Queensland 4006, AU · 20 St. Thomas Street, London, SE1 9RS, GB · Level 5, An Phu Plaza, 117 Ly Chinh Thang, Ward Vo Thi Sau, District 3, Ho Chi Minh City, VN · Level 3, 398-402 Sussex St, Sydney, New South Wales 2000, AU

Workforce ManagementResource SchedulingWorkforce MobilityJob ManagementMobile Workforce Managementand Field Service ManagementBusiness Information SystemsTask ManagementSoftwareScheduling
View all jobs at Skedulo

About Skedulo

LinkedInVisit site

Mobile Workforce Management for the Deskless Workforce

Industry
Software Development
Company size
201-500 employees
Founded
2013
Headquarters
San Francisco, CA
LinkedIn followers
27,985
Total funding
$114M

Skedulo’s leading Deskless Productivity Cloud solution powered by AI and machine learning empowers organizations to manage, engage and analyze their deskless workforce, supporting the 80% of global workers who don’t work in a traditional office setting. Skedulo’s platform helps enterprises intelligently manage, schedule, dispatch, and support deskless workers on the go, whether they are in fixed location facilities or mobile field workers on the frontline. Founded in 2013, Skedulo is headquartered in San Francisco with offices in Australia, Vietnam, and the United Kingdom. Skedulo has enabled hundreds of organizations, including The American Red Cross, DHL, and Sunrun, to seamlessly schedule and service over 35 million appointments worldwide. The company has secured over $115 million in funding to date, led by Softbank, Microsoft's venture firm M12, Costanoa Ventures, and Blackbird. For more information, please visit www.skedulo.com.

Offices: 800 Market Street, 4th Floor, San Francisco, CA 94103, US · 47 Warner St, Level 1, Fortitude Valley, Queensland 4006, AU · 20 St. Thomas Street, London, SE1 9RS, GB · Level 5, An Phu Plaza, 117 Ly Chinh Thang, Ward Vo Thi Sau, District 3, Ho Chi Minh City, VN · Level 3, 398-402 Sussex St, Sydney, New South Wales 2000, AU

Workforce ManagementResource SchedulingWorkforce MobilityJob ManagementMobile Workforce Managementand Field Service ManagementBusiness Information SystemsTask ManagementSoftwareScheduling
View all jobs at Skedulo

Similar companies hiring

Amazon (11812)Bosch (3683)Google (3603)Prolific (3440)AgileEngine (3027)Transport AI (1949)Microsoft (1751)Booz Allen Hamilton (1689)Speechify (1499)BJAK (1257)Salesforce (1073)Meta (1010)
Clera home

Your AI-talent agent. Connecting talents with dream jobs.

Earn $5,000

Tools

  • Salary Calculator
  • Resume Review
  • Startup Map

Explore

  • Jobs
  • Discover Jobs
  • Companies
  • Case Studies
  • Referral

Platform

  • Pricing
  • Integrations
  • Partners
  • Acquihire

Clera

  • Manifesto
  • Engineering
  • We are hiring!
  • FAQs
  • Blog
  • Press

Tools

  • Salary Calculator
  • Resume Review
  • Startup Map

Explore

  • Jobs
  • Discover Jobs
  • Companies
  • Case Studies
  • Referral

Platform

  • Pricing
  • Integrations
  • Partners
  • Acquihire

Clera

  • Manifesto
  • Engineering
  • We are hiring!
  • FAQs
  • Blog
  • Press

© 2026 Clera Labs, Inc.

PrivacyTermsBug Bounty