Flexa
Find a jobDiscover companiesResourcesSign in/up
For employers
< Back to search
Gearset • Chicago, USA

Account Executive - Enterprise

Employment type:  Full time
Apply now

Job Description

As an Enterprise Account Executive, you’ll lead revenue growth within the largest and most complex organisations in the Salesforce ecosystem. You’ll join a high-performing team focused on delivering Gearset’s market-leading SaaS and DevOps solutions to global brands. W're looking for a proactive sales professional who excels at identifying new opportunities and managing complex, multi-stakeholder sales cycles. You’ll work in close partnership with Global Systems Integrators (GSIs) and Salesforce to deliver strategic value. At Gearset, you are more than a salesperson. You will become a product expert and a trusted consultant, helping our customers solve technical challenges and achieve long-term success.

What’s the opportunity for an Account Executive - Enterprise at Gearset?

  • Proactively identify and generate opportunities within a designated list of high-potential target accounts.
  • Collaborate with marketing to leverage account-based marketing (ABM) campaigns, using these as a complement to direct outreach efforts.
  • Partner with BDRs to research, qualify, and engage prospects effectively
  • Manage and drive the full sales cycle from prospecting to close, navigating complex deals within enterprise-level organizations.
  • Work closely with the internal alliances team and GSIs and Salesforce account teams to align on mutual objectives, co-sell effectively, and drive shared customer success.
  • Develop multi-threaded relationships within target accounts, engaging stakeholders across technical, business, and executive teams.

What you’ll achieve

  • Use your curiosity to map the Salesforce ecosystem, identifying strategic co-sell opportunities that drive genuine value for both our partners and our customers.
  • Stay updated on Salesforce ecosystem trends, tools, and certifications to position Gearset effectively within customer environments.
  • Share insights, learnings, and best practices with peers to continuously improve the sales organization.
  • Demonstrate a strong understanding of DevOps practices and how Gearset’s solutions enable Salesforce teams to achieve their goals.
  • Embrace Gearset’s collaborative culture, contributing to the success of the broader team

About you

  • Enterprise Experience: You have a demonstrated track record of navigating and closing high-value, complex deals within the Enterprise SaaS space. We value your ability to manage sophisticated sales cycles and deliver meaningful business outcomes for large-scale organisations.
  • Ecosystem Curiosity: You have some familiarity with the Salesforce landscape or a similar technical environment. You are keen to learn the nuances of the co-sell process and enjoy building collaborative relationships with strategic partners.
  • Collaborative Partnership: You excel at working alongside GSIs such as Accenture, Deloitte, or Capgemini, and internal BDR and Marketing teams to build a healthy, sustainable sales pipeline.
  • Strategic Sales Methodology: You possess a sophisticated understanding of modern sales frameworks (such as MEDDPICC, Challenger, or Sandler) and can apply these methodologies to drive Strategic Account Planning.
  • Growth Mindset: You are a self-starter who is energised by identifying new opportunities and "owning" your territory. You take a proactive approach to revenue generation without relying solely on inbound leads.
  • Technical Curiosity: You are eager to develop a deep understanding of DevOps practices. While you don't need to be an engineer, your ability to translate technical DevOps solutions into business value is a key driver of your success.
  • Culture & Values: You thrive in a collaborative, low-ego environment. You value transparency, teamwork, and are committed to contributing to the collective success of the Gearset team.

Great to haves

  • Knowledge of the Salesforce ecosystem
  • Knowledge of ABM programs and how to effectively align with marketing to drive pipeline.
  • Salesforce certifications or familiarity with Salesforce’s partner network and processes.
  • Familiarity with DevOps practices and tools is a significant advantage and experience selling DevOps solutions or tools.

Salary and benefits (the stuff you’d expect!)

  • Salary is between $110k - $140k, depending on experience, plus double OTE.
  • This is a full time opportunity, working Monday to Friday; based from our River North WeWork office, but with the opportunity of flexible home working.
  • Generous personal development budget for courses, conferences, or whatever is useful to your professional development in the role of up to $2000 per year
  • 25 days vacation allowance plus public holidays
  • Dental, vision and healthcare plans (100% for you, 50% for your dependants)
  • 401k matching (up to 4%)
  • Opportunity to join our Long Term Incentive Plan
  • Access to additional health and wellness resources via our Employee Assistance Program and MarketPlace - Perks at Work
  • Save money on your commute to work with our Commute Benefits Program
  • Life insurance
Apply now

Company benefits

25 days annual leave + bank holidays
401K
Additional voluntary pension contribution
Adoption leave
Bike parking – secure on-site
Book budget
Book budget
Book swaps
Buddy scheme
Buy or sell annual leave – Buy up to 5 holidays
Career and family coaching
Carer’s leave
Charity donation scheme – donation matching
Chill out zone
Coaching
Collaboration spaces
Company freebies – Welcome box and event swag
Company wide holidays/offsites
Compassionate leave
Critical Illness Insurance
Cycle to work scheme
Death in service
Deliveroo credits – In office perk for late nights/US hours shifts
Discretionary sick pay
Emergency leave
Employee assistance programme
Enhanced maternity leave
Enhanced paternity leave
Enhanced pension match/contribution – 5% + company NI savings
Ergonomic workstations
Eye Care Support
Faith rooms
Family health insurance – BUPA for families; 100% premium covered
Fertility treatment leave
Free meals – on-site canteen fully subsidised
Fully stocked snack cupboard
Further education support
Gym membership – discounted membership
Health insurance – BUPA
Home office set up
In house training
Income protection
L&D budget
Life insurance
Lunch and learns
Meditation space
Menopause support
Mental health first aiders
Mental health platform access – EAP, Calm, Headspace
Mental health support – Private counselling
Mentoring
Modern office – Award winning Cambridge HQ, modern offices in Chicago & Belfast
Neo-natal leave
On-site catering
On-site shower
On-site wellness room
Open to part time work for some roles
Optional unpaid leave
Personal development budgets
Pregnancy loss leave
Pregnancy support – Maternity coaching
Private booths
Private GP service – via BUPA
Professional subscriptions
Referral bonus
Salary sacrifice
Secure on-site parking
Sensory-Friendly Setup
Share options
Shared parental leave
Skilled worker visas
Teambuilding days
Time off in-lieu
Travel credit – Perk travel platform
Travel insurance
Will writing
Women’s health leave

Working at Gearset

Company employees:

350

Office Locations

Flex spring

Join the mailing list

Get the latest insights and expert guidance on job hunting, career progression, and creating thriving workplaces.

Enter your email
  • About us
  • Contact us
  • FAQs
  • Info for employers
  • Join Flexa
  • Legal
  • Live feed
  • Pioneer awards
  • Resources
  • Sign in/up
  • The Flexa awards
Flexa