Account Executive- AI and Automation

About Quandary 

Quandary helps organizations solve complex operational challenges through AI, automation, operational consolidation, low-code platforms, integrations, and technology-enabled services. We work with teams that are outgrowing manual processes, disconnected systems, fragmented workflows, and legacy tools, helping them build smarter, more scalable ways to run their business. 

We are growing our Core business and are looking for a full-cycle Account Executive who can create new relationships, open new opportunities, and help companies modernize operations through AI, automation, and operational consolidation. 

About The Role 

We are hiring an outbound-focused Account Executive to drive net-new growth for Quandary's Core AI, automation, and operational consolidation business. 

This is a hunter role. You will be responsible for identifying target accounts, starting conversations from scratch, developing partner-led opportunities, and running complex B2B sales cycles from prospecting through close. 

The initial go-to-market wedge for this role is AI, automation, and operational consolidation. You will focus on companies struggling with manual workflows, disconnected applications, spreadsheet-driven processes, repetitive work, poor visibility, and teams that know they need better automation but do not have a clear path to implement it. From there, you will position Quandary as the partner that can help automate, integrate, consolidate, and modernize the systems that run the business. 

This is not a transactional hardware, printer/copier, office equipment, or commodity technology sale. Our clients need a seller who can understand operational pain, identify where AI, automation, and consolidation can create business value, and bring in the right technical and delivery resources at the right time. 

What You'll Do 

• Build and manage your own outbound pipeline focused on net-new logo acquisition 

• Prospect into target accounts using phone, email, LinkedIn, events, referrals, and partner relationships 

• Lead with AI, automation, and operational consolidation pain points such as manual work, repetitive processes, disconnected systems, workflow bottlenecks, reporting gaps, and teams outgrowing their current tools 

• Own the full sales cycle from prospecting and discovery through proposal, negotiation, and close 

• Work inbound and partner-sourced opportunities from Quickbase, Workato, Dialpad/Broadvoice, advisor relationships, and other ecosystem partners 

• Run discovery with executives, operations leaders, IT leaders, and department stakeholders 

• Position Quandary's services around business value, automation outcomes, operational consolidation, efficiency, visibility, scalability, and transformation 

• Sell core solution areas including AI-enabled workflows, business process automation, low-code applications, systems integration, operational consolidation, and reporting, with opportunities to expand into CCaaS/UCaaS-adjacent workflows where appropriate 

• Navigate complex, variable use cases where the solution is not the same every time 

• Bring in solution engineers, delivery leaders, and internal subject matter experts to support scoping and feasibility 

• Collaborate with leadership on messaging, talk tracks, target accounts, partner strategy, and go-to-market execution 

• Maintain accurate pipeline, activity, and forecasting in Salesforce 

• Ensure clean handoffs from closed deals into delivery and account management 

What We're Looking For 

• Proven success in full-cycle B2B sales, especially in AI, automation, SaaS, low-code, integration, consulting, or complex technology-enabled services 

• A true outbound hunter mindset, with comfort creating conversations from scratch 

• Experience selling to executives, operations leaders, IT leaders, and department stakeholders 

• Strong discovery skills and the ability to connect operational pain to automation, consolidation, and business impact 

• Ability to sell solutions that are not identical every time and adapt across multiple business use cases 

• Comfort selling AI, automation, workflow modernization, operational consolidation, systems consolidation, or business process transformation initiatives 

• Ability to understand enough about AI, automation platforms, integrations, low-code applications, and communications technology to position value and bring in technical resources when needed 

• Experience working with partner, channel, referral, or advisor-led sales motions 

• Strong ownership, follow-through, and CRM discipline 

• Resilience, curiosity, and comfort operating in a growth environment where the playbook is focused but still evolving 

Nice To Have 

• Experience with Quickbase, low-code platforms, workflow automation, business process consulting, integrations, AI-enabled applications, or custom business applications 

• Experience selling into operations-heavy environments where teams rely on spreadsheets, legacy tools, manual work, or disconnected systems 

• Familiarity with Workato, Zapier, Make, middleware, APIs, or integration-led sales motions 

• Familiarity with UCaaS/CCaaS solutions such as Dialpad, Broadvoice, or similar platforms 

• Experience selling to mid-market companies undergoing operational change, growth, consolidation, or process modernization 

What Success Looks Like 

Success in this role means building a predictable pipeline of high-quality net-new opportunities and turning outbound, partner, and referral channels into repeatable revenue. 

You will be expected to land focused conversations around AI, automation, and operational consolidation, then expand those opportunities into integrations, communications workflow, and broader technology-enabled services where appropriate. Over time, you will help turn Quandary's Core go-to-market motion into a scalable engine for new logo growth. 

Compensation 

Base Salary: $80,000 

OTE: $180,000 

Benefits: Health/ Vision/ Dental/ Life/ Accident Insurance
401K
Profit Sharing
PTO

Equal Opportunity 

Quandary is an equal opportunity employer. We value diverse perspectives and are committed to building a team where people can do great work and grow.