Remote
SaaS
jobscollider
About this role
Olo is a leading SaaS platform accelerating digital transformation in the restaurant industry, by helping customers deliver more personalized and profitable guest experiences. As a result, our digital ordering, payment, and guest engagement solutions enable brands to do more with less and make every guest feel like a regular.
We are looking for a motivated Mid-Market Account Executive to add to our industry-leading GTM team. In this role, you will develop relationships with prospective brands ready to scale their digital potential. The ideal candidate will possess technical aptitude, sharp project management skills, and comfort selling into all levels of an organization. Sound like you? Read on.
Olo’s industry-leading online ordering platform has changed the restaurant landscape, helping many of our customers achieve 40%+ digital sales. You will be helping new logo brands move beyond fragmented tech by adopting an integrated platform for ordering, payments, and guest engagement.
This is an exciting opportunity to join a growing group of Account Executives within Olo’s Mid-Market Sales team, focused on restaurant brands with between 5 and 49 locations. You will report to the Senior Manager, Mid-Market Sales, and can work remotely from anywhere in the U.S. or at Olo’s headquarters in NYC.
How You’ll Make An Impact
Own the full sales cycle — from self-sourced prospecting and territory prioritization through discovery, demo, proposal, and close. Build and manage a healthy pipeline through outbound prospecting, referrals, industry events, and partner channels. Drive awareness of Olo products and services to an assigned “Book of Business” and book meetings to explore sales opportunities.
Deliver a unified vision of Olo’s Order, Pay, and Engage solutions, and present a recommended proposal for each prospect based on a thorough understanding of their business model, technology stack, and growth plans. Build and manage key stakeholders and “champions
Commission Structure
Base Salary
Not disclosed — ask in interview
Commission
Structure not specified
Ramp Period
Not mentioned — clarify timeline
Accelerators
Yes
Selling Motion
Sales Cycle
Mid-Market
1–6 month cycles, moderate deal complexity
Prospecting
Channel / Partner
Sell through partners, resellers, or alliances
Buyer Persona
Manager-Level
Departmental buyers and team leads
Requirements at a Glance
Typical Day — Account Executive
Estimates based on role type and selling motion — actual may vary by company.
Role Signals
Green Flags
Location flexibility
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
Walk me through your discovery process.
Template questionHow do you handle a prospect who goes silent mid-deal?
Template questionTell me about your largest closed deal and the sales cycle.
Template questionHow do you build business cases for stakeholders?
Template questionDescribe a deal you lost and what you learned.
Template questionAccount Executives are the revenue engine of any sales organization — this role will require strong pipeline management and closing skills.
Top SaaS reps often earn significant upside through accelerators once quota is exceeded.
Remote positions in sales offer flexibility but require strong self-discipline and proactive communication with distributed teams.
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