Regional Director of Enterprise, Smartsheet
$125-175k
Dynamic workspace platform for collaboration
Open for applications
Dynamic workspace platform for collaboration
1001+ employees
Open for applications
$125-175k
1001+ employees
Company mission
to empower anyone to drive meaningful change — for themselves, their businesses, and the world.
Role
Who you are
- The ideal candidate will have a history of leading a team to over performance in quota attainment and developing customer accounts in the Enterprise space
- Experience working with government officials, educators, and IT professionals
- Demonstrated track record in leading sales teams to exceed quotas by winning new business and driving substantial growth in Enterprise accounts
- Proven ability to drive Strategic sales teams in executing land-and-expand sales strategies to predictably drive aggressive growth in Enterprise accounts
- Minimum of 5 years experience in sales management of enterprise software, preferably Enterprise SaaS teams
- 7+ years of experience in the software industry with current SaaS experience preferably on the business applications side (selling to sales, marketing, HR, finance, manufacturing within Enterprise accounts)
- Excellent interpersonal skills and the ability to multitask, work cross-functionally within the organization, and thrive in a collaborative environment
- Excellent communication (written and verbal), interpersonal and presentation skills
- Motivate and lead; embody Smartsheet’s core values; operate with grit and a sense of urgency
- Demonstrated ability to execute sales methodologies (e.g. The Challenger Sale)
- Experience working in a fast-paced, high growth software company where change is a constant
- Smartsheet, Salesforce.com, Google Apps, Tableau skills
- Bachelor’s degree or equivalent
What the job involves
- Smartsheet is seeking an experienced sales leader to lead a team of Enterprise Account Executives as a Regional Director, Enterprise GEO
- This role is part of the Sales organization and is based in Boston, Massachusetts. Reports to RVP, Enterprise Sales
- Lead a team of Account Executives to exceed quarterly and annual sales quotas
- Serve as player/coach in the execution of a complex, solution-based sales process encompassing multiple groups within Enterprise accounts
- Play leadership role in developing and growing existing business opportunities by coaching account executives to build and execute account strategies
- Drive Smartsheet senior executive engagement in target accounts
- Successfully execute across all disciplines of sales management, including Account/Opportunity/Relationship planning and sales methodology execution
- Partner with Sales Engineering, Consulting, Customer Success and Marketing management to identify and close software and professional services solutions in EDU accounts
- Proactively identify and address issues that will increase growth velocity in the East/Central sales region
- Effectively predict and deliver sales results through accurate sales forecasting
- Actively use company’s core applications to manage business, including Smartsheet, Salesforce.com, Tableau, LinkedIn, DiscoverOrg and others
- Deep understanding of the unique challenges and opportunities in the Enterprise market
- Knowledge of budget cycles, funding sources, and compliance requirements
- Experience navigating the complexities of public sector procurement processes
Our take
With teams increasingly moving to remote work across many industries, companies have been reaching for tools to keep operations smooth and communications open. Founded in 2005, Smartsheet is a cloud-based work management platform helping a vast range of companies, from small businesses to large enterprises, plan, track, and report on work.
Like other team collaboration software companies, such as Lucid and Atlassian, Smartsheet saw strong growth in the early 2020s and achieved 17% year-on-year revenue increases through 2025. If the company can maintain this success, it stands to make real gains in a global team collaboration market expected to be worth about $20 billion by 2028.
Smartsheet has embedded itself across various industries, with deep integrations with applications from the likes of Salesforce, Atlassian, Google, and Microsoft, making it the first work management sector Unicorn to reach $1 billion in recurring annual revenue in 2024. Thanks to its successes, it was bought by Blackstone and Vista Equity Partners for $8.4 billion in 2025 with an eye on further international scaling, leveraging the reach of its new parent companies.
Steph
Company Specialist at Welcome to the Jungle
Insights
7% employee growth in 12 months
Company
Funding (last 2 of 7 rounds)
May 2017
$60.9m
SERIES F
May 2014
$35m
SERIES E
Total funding: $128.3m
Company benefits
- Lucrative Employee Stock Purchase Program (15% discount)
- 401k Match to help you save for your future (50% of your contribution up to the first 6% of your eligible pay)
- Monthly stipend to support your work and productivity
- Flexible Time Away Program, plus Incidental Sick Leave
- Up to 24 weeks of Parental Leave
- Personal paid Volunteer Day to support our community
- Opportunities for professional growth and development including access to LinkedIn Learning online courses
- Company Funded Perks, including a counseling membership, primary care membership, local retail discounts, and your own personal Smartsheet account
- Teleworking options from any registered location (role specific)
- HSA, 100% employer-paid premiums, or Buy-up medical/vision and dental coverage options for full-time employees
- Equity - Restricted Stock Units (RSUs) with all offers
- US employees are automatically covered under Smartsheet-sponsored life insurance, short-term, and long-term disability plans
- US employees receive 12 paid holidays per year
Company HQ
West Bellevue, Bellevue, WA
Leadership
Mark Mader
(President & CEO)Having studied at Dartmouth, Mark spent 2 years as a Greenwich Associates Research Associate before 10 years at Onyx Software. They then founded Smartsheet in 2005 as CEO.
Brent Frei
(Founder & Board Member)Brent worked at Motorola and Microsoft for 4 years before founding Onyx Software in 1994 and Smartsheet in 2005. They have been a Board Member since, alongside working as CEO of TerraClear.
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