Remote opportunity at
OloMid-Market Account Executive
Olo seeks a Mid-Market Account Executive to join its go-to-market team and drive sales for restaurant brands operating between 5 and 49 locations. The selected professional…
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About This Role
Olo seeks a Mid-Market Account Executive to join its go-to-market team and drive sales for restaurant brands operating between 5 and 49 locations. The selected professional will manage entire sales lifecycles, introduce integrated software platforms for digital ordering, payments, and guest engagement, and help dining establishments transition away from fragmented technology systems. Olo provides an open software-as-a-service platform that helps restaurant brands increase order volume, streamline operations, and enhance customer…
Job Description
Olo seeks a Mid-Market Account Executive to join its go-to-market team and drive sales for restaurant brands operating between 5 and 49 locations. The selected professional will manage entire sales lifecycles, introduce integrated software platforms for digital ordering, payments, and guest engagement, and help dining establishments transition away from fragmented technology systems. Olo provides an open software-as-a-service platform that helps restaurant brands increase order volume, streamline operations, and enhance customer experiences.
This position reports directly to the Senior Manager of Mid-Market Sales. Candidates can perform their duties remotely from anywhere within the United States or out of the company headquarters located in New York City. The role requires professionals who can independently generate leads, demonstrate complex platform capabilities to stakeholders at all organizational levels, navigate multi-year software agreements, and collaborate cross-functionally with customer success and deployment departments.
The compensation for this full-time opportunity ranges from USD 84,000 to USD 120,500 per year, supplemented by incentive compensation opportunities. Olo provides a comprehensive compensation and total rewards package including health coverage, paid time off, and a remote-office stipend.
Responsibilities
- Manage the complete sales lifecycle spanning independent prospecting, pipeline prioritization, discovery, software demonstrations, proposal creation, and final contract closing
- Build and sustain a robust sales pipeline through outbound activities, industry events, partner channels, and referral generation
- Present Olo order, payment, and engagement solutions to an assigned book of business through tailored proposals matching each client model and technology stack
- Engage multiple stakeholders across target organizations via multi-threading techniques and lead high-impact video or in-person product demonstrations
- Coordinate introductory meetings, draft timely session recaps, handle competitive threats, and partner with deployment and customer success groups for smooth client launches
- Meet or exceed regular monthly and quarterly revenue targets and new client acquisition quotas
Requirements
- Accumulate at least five years of overall sales experience with a minimum of three years working in a closing role
- Perform independent outbound prospecting as a regular daily habit without relying entirely on incoming marketing leads
- Demonstrate proficiency in utilizing CRM software like Salesforce, Excel, and data analytics applications
- Possess experience reading and interpreting legal contracts along with navigating multi-year software agreement nuances
- Communicate effectively with internal cross-functional departments to address client feedback and solve problems
Qualifications
- Prior background selling B2B software-as-a-service products, payment solutions, or hospitality technology
- Familiarity with selling to the hospitality and restaurant sector
- Experience building trust and working with founder-led brands where decision-making processes are less bureaucratic
- Ability to consult restaurant brands specifically around the operational inflection point of scaling from 5 to 49 locations
- Skill in building customized return on investment models that quantify the financial impact of fragmented technology stacks
- Deep knowledge of the hospitality technology ecosystem to differentiate against legacy point-of-sale systems and niche ordering applications
Core Skills
Benefits
- 20 days of paid time off
- 10 sick days
- 11 paid holidays plus a year-end closure
- Health, dental, and vision insurance coverage for employees and their families
- 401(k) matching program
- Remote-office stipend
- Generous parental leave plan
- Volunteer time off
- Gift matching policy
- Incentive compensation eligibility
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
What is the location and remote work policy for this role?
This role can be performed remotely from anywhere in the United States, or employees can choose to work from the company headquarters in New York City.
What is the salary range for the Mid-Market Account Executive position?
The estimated compensation range is between USD 84,000 and 120,500 annually, depending on experience and location, and the position is also eligible for incentive compensation.
What restaurant brand segment does this sales team focus on?
The Mid-Market Sales team focuses on restaurant brands that operate between 5 and 49 locations.
What level of sales experience is required?
Applicants must have at least 5 years of sales experience, including a minimum of 3 years in a closing role.
Sample Interview Questions
AI-generated questions tailored to this specific role — a preview of the full practice set.