Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Account Executive, Small to Medium Business (Future Opportunities)

$26.3 - $36.2 per hour

DocuSign

SMB Account Executive

As an SMB Account Executive at Docusign, you will drive revenue growth and market expansion across small and medium-sized businesses. This role requires a dynamic, adaptable sales professional who can seamlessly balance high-velocity transactional sales with strategic, multi-threaded platform deals. As Docusign expands into Intelligent Agreement Management (IAM) and AI-driven agreement solutions, you will translate complex capabilities into measurable business value for C-suite buyers.

This role is an individual contributor reporting to the RVP, SMB Sales.

Responsibilities:

  • Exceed quarterly quotas and target continuous double-digit growth through new customer acquisition and account expansion
  • Build a healthy pipeline proactively using outbound prospecting strategies, modern sales tools, and multi-channel outreach (phone, email, LinkedIn, WhatsApp)
  • Conduct deep discovery to understand customer pain points across HR, Legal Procurement, and Operations
  • Simplify complex IAM and AI features into clear ROI and business outcomes
  • Use structured sales methodologies (e.g., MEDDPICC) to manage deal velocity, navigate longer sales cycles, and maintain accurate forecasting
  • Maintain real-time CRM integrity in Salesforce, manage daily workflow efficiency, and keep high deal volumes moving predictably
  • Collaborate with Solutions Engineers, Customer Success, and Legal to ensure seamless deal execution and customer onboarding

Hybrid: Employee divides their time between in-office and remote work. Access to an office location is required. (Frequency: Minimum 2 days per week; may vary by team but will be weekly in-office expectation)

Positions at Docusign are assigned a job designation of either In Office, Hybrid or Remote and are specific to the role/job. Preferred job designations are not guaranteed when changing positions within Docusign. Docusign reserves the right to change a position's job designation depending on business needs and as permitted by local law.

Basic:

  • 1+ years in a full-cycle, quota-carrying sales role within SaaS or technology
  • Demonstrated history of consistent quota achievement (100%+ attainment)
  • Proficiency with Salesforce (or HubSpot) and prospecting tools (e.g., Sales Navigator, Outreach)

Preferred:

  • Experience balancing high-velocity transactional selling with broader platform deals
  • Formal training in recognized sales methodologies (e.g., MEDDPICC, SPIN Selling)
  • Exceptional communication skills with the ability to quickly establish trust with business leaders
  • Adaptable, resilient, and eager to leverage new AI and agreement management tools
  • Knowledge of legal and regulatory frameworks surrounding digital agreements
  • Bachelor's degree in a relevant field or equivalent practical experience

Wage Transparency:

Pay for this position is based on a number of factors including geographic location and may vary depending on job-related knowledge, skills, and experience.

Based on applicable legislation, the below details pay ranges in the following locations:

Illinois: $26.30/hour - $36.20/hour

This role is also eligible for the following:

  • Bonus: Sales personnel are eligible for variable incentive pay dependent on their achievement of pre-established sales goals. Non-Sales roles are eligible for a company bonus plan, which is calculated as a percentage of eligible wages and dependent on company performance.

Global benefits provide options for the following:

  • Paid Time Off: earned time off, as well as paid company holidays based on region
  • Paid Parental Leave: take up to six months off with your child after birth, adoption or foster care placement
  • Full Health Benefits Plans: options for 100% employer paid and minimum employee contribution health plans from day one of employment
  • Retirement Plans: select retirement and pension programs with potential for employer contributions
  • Learning and Development: options for coaching, online courses and education reimbursements
  • Compassionate Care Leave: paid time off following the loss of a loved one and other life-changing events

Work Authorization Notice: Please note that we do not provide visa sponsorship or immigration support for this position. Applicants must already be authorized to work in the United States on a full-time, permanent basis without the need for current or future sponsorship.

Life at DocuSign

Working here:

Docusign is committed to building trust and making the world more agreeable for our employees, customers and the communities in which we live and work. You can count on us to listen, be honest, and try our best to do what's right, every day. At Docusign, everything is equal.

We each have a responsibility to ensure every team member has an equal opportunity to succeed, to be heard, to exchange ideas openly, to build lasting relationships, and to do the work of their life. Best of all, you will be able to feel deep pride in the work you do, because your contribution helps us make the world better than we found it. And for that, you'll be loved by us, our customers, and the world in which we live.

Accommodation:

Docusign is committed to providing reasonable accommodations for qualified individuals with disabilities in our job application procedures. If you need such an accommodation, or a religious accommodation, during the application process, please contact us at View email address on click.appcast.io.

If you experience any issues, concerns, or technical difficulties during the application process please get in touch with our Talent organization at View email address on click.appcast.io for assistance.

Applicant and Candidate Privacy Notice

States Not Eligible for Employment

This position is not eligible for employment in the following states: Alaska, Hawaii, Maine, Mississippi, North Dakota, South Dakota, Vermont, West Virginia and Wyoming.

EEO Statement

It's important to us that we build a talented team that is as diverse as our customers and where all employees feel a deep sense of belonging and thrive. We encourage great talent who bring a range of perspectives to apply for our open positions. Docusign is an Equal Opportunity Employer and makes hiring decisions based on experience, skill, aptitude and a can-do approach. We will not discriminate based on race, ethnicity, color, age, sex, religion, national origin, ancestry, pregnancy, sexual orientation, gender identity, gender expression, genetic information, physical or mental disability, registered domestic partner status, caregiver status, marital status, veteran or military status, or any other legally protected category.

EEO Know Your Rights poster

DocuSign
Vacancy posted 4 days ago
Similar jobs that could be interesting for youBased on the Account Executive, Small to Medium Business (Future Opportunities) in Chicago, IL vacancy
  • $26.3 - $36.2 per hour

     ...Account Executive (SMB) The Account Executive (AE) for Small-to-Medium Business is a highly motivated self-starter who is responsible for...  ...the need for current or future sponsorship. Life at DocuSign...  ...team member has an equal opportunity to succeed, to be heard, to... 
    Suggested
    Permanent employment
    Full time
    Work experience placement
    Work at office
    Local area
    Remote work
    2 days per week

    DocuSign

    Chicago, IL
    1 day ago
  • $77.55k - $103.75k

     ...passionate about bettering business and the world through...  ...! Agentforce is the future of AI, and you are...  ...Experience Our Small Business and Growth...  ...looking for a Territory Account Executive or Account Specialist...  ...is an equal opportunity employer and maintains... 
    Suggested

    Salesforce.Com Inc

    Chicago, IL
    5 days ago
  • $59.04k - $78.96k

     ...passionate about bettering business and the world through AI...  ...! Agentforce is the future of AI, and you are the future...  ...employees. About Team: Small Business Nonprofit Account Executive. Territory is named...  ...Salesforce is an equal opportunity employer and maintains a... 
    Suggested

    Salesforce

    Chicago, IL
    1 day ago
  • $75k - $110k

     ...Account Manager Advanced Wound Management This position is posted in anticipation of future business need Life Unlimited. At Smith+Nephew, we design...  ...? Develop and execute a strategic territory plan...  ...Identify new business opportunities and drive product adoption... 
    Suggested
    Flexible hours

    Smith+Nephew

    Chicago, IL
    2 days ago
  •  ...immigration sponsorship, now or in the future. Do you thrive in...  ...where each day presents new opportunities to connect with businesses and drive growth? As an Account Executive at Spectrum Business, you'll...  ...communication solutions to small business clients. Join Spectrum... 
    Suggested
    Casual work
    Work at office
    Local area
    Visa sponsorship

    Spectrum Services

    La Grange, IL
    1 day ago
  • $252k - $315k

     ...Account Executive Cohesity is a leader in AI-powered data...  ...mission to shape the future of our industry. Want...  ...winning competitive opportunities, building strong...  ...-makers, and closing business. Collaborate with...  ...business material to both small and large groups.... 
    Hourly pay
    Full time
    Work at office
    Remote work
    2 days per week
    3 days per week

    Cohesity

    Chicago, IL
    1 day ago
  • $109.65k - $146.19k

     ...This is a high accountability environment where...  ...help shape the future of AI‑ready connectivity...  ...of customer business and financial...  ...Responsibilities Own and execute account...  .... Prioritize opportunities and resources...  ...early. Lead small-to-medium cross-functional... 
    Full time
    Temporary work
    Remote work

    Lumen

    Chicago, IL
    2 hours ago
  •  ...Senior Account Executive Clockwork is changing the way small and medium-sized businesses operate. We're the first standalone FP&A platform...  ...equity in a high-growth startup Opportunity to shape your own role, career trajectory, and the future of FP&A Clockwork.ai

    Clockwork.ai

    Chicago, IL
    5 days ago
  •  ...Salesforce Territory Account Executive Salesforce is the #1 AI CRM, where...  ...passionate about bettering business and the world through AI,...  ...agentic era? Agentforce is the future of AI, and you are the...  ...true hunter, hungry to uncover opportunity and connect it with a value-... 
    Work experience placement

    Salesforce

    Chicago, IL
    5 days ago
  • $60k - $90k

     ...Account Executive Our client is an ambitious and fast-...  ...transforming the way small businesses manage payroll. Having...  ...for small and medium-sized businesses, the...  .... This is a genuine opportunity to join a business near...  ...journey, influence future sales strategy and establish... 
    Remote job
    Local area

    Michael Page

    Chicago, IL
    1 day ago
  • $123.2k - $247.8k

     ...Enterprise Account Executive Salesforce is the #1 AI CRM, where humans...  ...passionate about bettering business and the world through AI, driving...  ...place! Agentforce is the future of AI, and you are the future...  .... You will have the opportunity to work in a fast-paced team... 
    Work experience placement

    Salesforce

    Chicago, IL
    5 days ago
  • $77.55k - $189.35k

     ...Commercial And Enterprise Account Executive Salesforce is the #1 AI CRM...  ...passionate about bettering business and the world through AI, driving...  ...era? Agentforce is the future of AI, and you are the future...  ...Statement Salesforce is an equal opportunity employer and maintains a... 
    Work at office
    Remote work
    Flexible hours

    Salesforce

    Chicago, IL
    5 days ago
  •  ...Description The Experience Our Small Business and Growth Business sales team is part of Salesforce's broader Sales organization...  ...Cloud, or Commerce Cloud. We are looking for a Territory Account Executive or Account Specialist to grow and manage a portfolio of... 
    Full time

    Salesforce

    Chicago, IL
    more than 2 months ago
  • $85k - $95k

     ...don’t just support the business; they shape the future of wellness. Because for...  ...place where high standards, accountability, and pride in craft...  ...Equinox, we don’t just offer opportunities—we offer long‑term...  ...Experience managing small to medium sized multi-trade projects... 
    Local area
    Night shift
    Weekend work

    Equinox

    Chicago, IL
    5 days ago
  • $70k

     ...respected, valued and have an opportunity to contribute to the company'...  ...the territory. Partners with Business Banking Relationship Managers...  ...your needs now and in the future. Depending on your eligibility...  ...coverage (with a Health Savings Account feature), dental and vision... 
    Full time
    Temporary work
    Part time
    Work experience placement
    Work at office
    Remote work

    PNC

    Chicago, IL
    2 days ago
  • $104.9k - $128k

     ...agents, we’re shaping the future of work so teams can...  ...experienced, dynamic Account Executive to drive enterprise...  ...and present ROI business cases addressing both...  ...Organizations ranging from medium-sized businesses to...  ...roles also have the opportunity to come together in our... 
    Full time
    Contract work
    Work at office
    Remote work
    Home office
    Flexible hours

    Workday

    Chicago, IL
    1 hour ago
  •  ...Business Development Director, Absence & Disability...  ...to create the future of health. As a...  ...across the small to mid-market segment...  ...identifying new opportunities, leading complex...  ...ll DoDevelop and execute a targeted business...  ...where growth, accountability, and purpose go hand... 
    Remote work

    LifeWorks by Telus

    Chicago, IL
    3 days ago
  • $26.97 - $45.29 per hour

     ...services directly or via partners to small-and-medium sized accounts. The role is a combination of a...  ...to identify, qualify and close new opportunities. Manages accounts throughout the entire...  ...collaborates with team members in business development, consulting and support... 
    Hourly pay
    Temporary work
    Flexible hours

    Oracle

    Chicago, IL
    4 days ago
  • $85k - $115k

     ...largest companies to small and mid-market firms,...  ...Job DescriptionAccount Executive Locations: Chicago |...  ...for a motivated Account Executive to join our...  ...identifying and qualifying new business opportunities, helping drive sales...  ..., growth, and future. Our benefits include... 
    Ongoing contract
    Full time
    Work at office
    Worldwide

    SS&C Technologies

    Chicago, IL
    5 days ago
  • $57k - $65k

     ...ROLE: ACCOUNT EXECUTIVE TEAM: THE KITCHEN NORTH AMERICA LOCATION...  ...live in a variety of mediums, from social to TV....  ...team by overseeing small to medium-sized programs...  ...of brand teams’ business and business objectives...  ...process improvement opportunities and work with team on... 
    Live in
    Flexible hours

    Socket

    Chicago, IL
    5 days ago
  • $180k

     ...the bar is high, and the opportunity for growth - personal,...  ...with you. At Harvey, the future of professional services...  ...of Harvey's founding SMB Account Executives, you'll play a pivotal...  ...responsible for establishing new business relationships with small law firms and in-house... 

    Harvey

    Chicago, IL
    4 days ago
  • $155k - $195k

     ...Account ExecutiveHYCU is the fastest-growing...  ...with available or future openings. When filling...  ....As an Account Executive on the Commercial...  ...and closing sales opportunities Lead and own all new...  ...and pursue new business opportunities within...  ..., focusing on small, mid-sized and large... 
    Live in
    Local area
    Remote work
    Worldwide

    Venturefizz Product Management Community

    Chicago, IL
    3 days ago
  •  ...bringing traditional industries into the future. AI unlocks the opportunity to empower frontline workforces...  ...of SMS. Who We Serve: From small businesses to Fortune 500 enterprises,...  ...employees Responsibilities: Executing demos with new inbound and... 
    Work at office

    Yourco, Inc

    Chicago, IL
    1 day ago
  • $133k - $222.7k

     ...SalesDiscipline: Strategic Account ManagementCompany:...  ..., Gas & Energy (OGE) business, you will connect complex...  ...that matter to senior executives and boards. You will...  ...growth, and open new opportunities aligned to goals, budgets...  ...not now or in the future require employer sponsorship... 
    Ongoing contract
    Work at office
    Local area

    Microsoft

    Chicago, IL
    1 hour ago
  •  ...IT, acting as the primary account management and product...  ...agreed timelines.Support business review cycles and executive-level engagements with Dell...  ...coverage, a 401(k) plan, bonus opportunities, paid holidays, and paid...  ...are not a guarantee of future or continued... 
    Full time
    Contract work
    Work experience placement
    Live in
    Work at office
    Local area
    Remote work

    Accenture

    Chicago, IL
    2 days ago
  •  ...As a Strategic Account Manager, you will be responsible for developing new Future Electronics customers while maintaining and...  ...pivotal in the success of our business! What you’ll be working on Developing...  ...sales goals Seeking out new opportunities, reactivating dormant accounts... 
    Temporary work
    Work experience placement
    Local area
    Flexible hours

    Future Electronics

    Chicago, IL
    5 days ago
  • $100k

     ...act on.The TeamWe are a small, fully distributed, global...  ...: renewals, expansion, executive trust, and knowing your accounts better than anyone. A...  ...identify and close expansion opportunities, including navigating...  ...capabilities, connect them to business outcomes, and guide... 
    Contract work

    Siena AI

    Chicago, IL
    3 days ago
  •  ...and technologies to execute a sustainable and...  ...to scale their businesses. OUR CLIENT...  ...Cardiovascular Specialty Account Executive to drive...  ...forecasting and opportunity management. Leverage...  ...and generate future sales opportunities...  ...the top 50 "Best Small Companies to Work... 
    Contract work
    Temporary work
    Flexible hours

    Jobleads-US

    Chicago, IL
    15 hours ago
  • $85k

     ...Job Description As an Account Executive, you will sell AI-powered...  ...You will sell primarily to business owners, office managers, and...  ...commissions: Uncapped — paid on opportunities created and revenue...  ...Customer type: Multi-location small and medium-sized businesses •... 
    Contract work
    Work at office
    Local area
    Monday to Friday
    Night shift
    Weekend work

    Just Sales Jobs

    Chicago, IL
    10 days ago
  • $57.9k - $107.5k

     ...use product suite that helps businesses automate and streamline HR and...  ...quota-driven, and targets medium-sized businesses (49-499 employees...  ...and pursuing new business opportunities, with a strong emphasis on independently...  ...keyboard and manipulate small objects Sensory ability... 
    Local area
    Remote work
    Work from home
    Worldwide

    Paylocity

    Chicago, IL
    5 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Account Executive, Small to Medium Business (Future Opportunities). Be the first to apply!