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Senior Territory Account Executive- Chicago

Join Cloudflare as a Senior Territory Account Executive in Chicago, focusing on acquiring and expanding mid-market accounts.

Location
Chicago, IL, United States
Compensation
$212k–$292k/yr
Level
senior
Type
full time · Hybrid

Posted by employer 10 hours ago

First seen on Joblaze 1 hour ago

Last verified on the company career page 1 hour ago

What you'll build

  • Develop and execute a comprehensive account/territory plan
  • Drive new business acquisition and customer expansion
  • Engage in account mapping sessions with partners
  • Build a robust sales pipeline through continual engagement
  • Craft and communicate compelling value propositions

Must have

  • 3+ years of direct B2B selling experience
  • Strong interpersonal communication skills
  • Self-motivated; entrepreneurial spirit
  • Bachelor's degree required
  • Demonstrated analytical and quantitative abilities

Nice to have

  • 5+ years in Software/SaaS/Security Sales
  • Existing relationships in the partner ecosystem
  • Understanding of cloud infrastructure ecosystem
  • Experience working in a start-up environment
  • Technical competence strongly preferred

Practical constraints

  • Ability to travel up to 25% of the time

AI in the day-to-day

Our culture is built on iteration, leveraging AI to ship faster today to make it better tomorrow.

Requirements

Experience
3–5 years
Education
Bachelor's degree

Not disclosed in this posting: visa sponsorship.

Benefits

Flexible Spending Accounts Flexible Paid Time Off Life & Accident Insurance Employee Stock Participation Plan On-demand mental health support Medical/Rx Insurance Commuter Spending Accounts 401(k) Retirement Savings Plan Short and Long Term Disability Insurance Vision Insurance Fertility & Family Forming Benefits Dental Insurance

Joblaze summary

In this role, the Senior Territory Account Executive focuses on acquiring new mid-market accounts and expanding existing customer relationships within a defined territory. Candidates should possess a blend of sales and technical expertise, particularly in software, SaaS, or security sales, and be comfortable engaging with various stakeholders from technical teams to executives. This position is suited for individuals with a strong background in B2B sales and a familiarity with cloud infrastructure and security. The sales team collaborates closely to drive customer adoption and enhance the overall experience with Cloudflare's solutions.

Joblaze insights

  • Listed today — first seen on Joblaze November 12, 2026. Last confirmed on Cloudflare's careers page November 12, 2026.
  • Salary band is above the typical range for Sales/Marketing roles (median ~$140,000).
  • Starts above 68% of 189 comparable senior sales/marketing roles in United States that list SaaS we track (median $157,250 across 63 companies). See SaaS salary trends
  • SaaS appears in 14% of 1860 comparable senior sales/marketing roles in United States; CloudFlare appears in 1.2% of 1860 comparable senior sales/marketing roles in United States.

Quick facts

Is the Senior Territory Account Executive- Chicago role remote?
It's hybrid — Cloudflare expects some on-site time in Chicago, IL, United States.
What's the salary range?
Cloudflare lists $212,000–$292,000 for this role.
How much experience is required?
3–5 years of relevant experience for this Senior Territory Account Executive- Chicago role.
Where is the role based?
Cloudflare is hiring for this position in Chicago, IL, United States.
What's the tech stack?
Joblaze extracted these technologies from the posting: B2B, CloudFlare, SaaS, Sales, security.
What seniority level is this role?
Cloudflare targets senior candidates for this position.
Is this full-time or contract?
Full-time for this Senior Territory Account Executive- Chicago role at Cloudflare.

From the original posting

About Us

Available Locations: Chicago, IL

About the Department

Account Executives, Channel Account Managers, Business Development Representatives, Solution Engineers, Customer Success, and Sales Operations - all working together help our customers adopt Cloudflare and create great Internet-enabled experiences. The sales team at Cloudflare helps customers solve real, technical problems while creating the revenue streams that help the company provide free service to millions in our community.

About this Role

This role within the mid-market segment focuses on both the acquisition of new Territory accounts, as well as the expansion of existing customer accounts. Within the mid-market segment, you will work a set of accounts in the territory sub-segments. The ideal candidate will have both a sales and technical background that enables them to drive customer engagement from technical professionals through to senior executive levels, and across Security, Network, Development and Infrastructure teams.

Key Responsibilities

  • Develop and execute a comprehensive account/territory plan to achieve quarterly sales and annual revenue targets in a defined territory and/or account list.
  • Drive new business acquisition (new customer logos), customer expansion (upsell and cross sell Cloudflare solutions), and renewal within your territory.
  • Engage in account mapping sessions with partners, including training new partners on our technology and GTM strategies.
  • Developing scalable relationships with target partners, to expand partner ecosystem in a specific region.
  • Build a robust sales pipeline through continual engagement and nurturing of key prospect accounts.
  • Understand customer use-cases and how they pair with Cloudflare’s portfolio solutions in order to identify new sales opportunities.
  • Craft and communicate compelling value propositions for Cloudflare services. Drive awareness through regular outbound campaigns on product and feature roadmap updates.
  • Accurately forecast commercial outcomes by running a consistent sales process, including driving next step expectations and contract negotiations.
  • As a trusted advisor, build long-term strategic relationships with key accounts, to ensure customer adoption, retention and expansion. Regularly evaluate usage trends and articulate value to show Cloudflare impact and provide strategic recommendations during business reviews.
  • Network across different business units with each of your accounts, and multi-thread to identify and engage new divisional buyers.
  • Position Cloudflare's platform in each of your target customers, including Cloudflare One and the Connectivity Cloud to realize our full potential in every customer.
  • Operate internally as a liaison with cross-functional teams to share key customer feedback and insights to improve customer experience and further investments with Cloudflare.

Requirements:

  • 3+ years of direct B2B selling experience
  • Strong interpersonal communication (verbal and written) and organizational skills
  • Self-motivated; entrepreneurial spirit
  • Comfortable working in a fast paced dynamic environment
  • Bachelor's degree required
  • Demonstrated analytical and quantitative abilities
  • Software and system skills are a must (SFDC, Tableau, G-suite, MSFT suite)

Examples of desirable skills, knowledge and experience:

  • 5+ years in Software/SaaS/Security Sales & Channel management.
  • Existing relationships and/or strong familiarity of the partner ecosystem in the region that they cover.
  • Understanding of cloud infrastructure ecosystem and cloud security is highly preferred.
  • Experience working in a start-up environment.
  • Ability to travel up to 25% of the time.
  • Technical competence strongly preferred.

Compensation

Compensation may be adjusted depending on level and work location.

For Illinois based hires: Estimated annual salary of $212,000 - $292,000

This role is eligible to earn incentive compensation under Cloudflare’s Sales Compensation Plan. The estimated annual salary range includes the on-target incentive compensation that may be attained in this role under the Sales Compensation Plan.

What Makes Cloudflare Special?

Standard company text repeated across Cloudflare's postings is omitted here.

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