Quandary Consulting Group

Role Description 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 - 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 - Teams that know they need better automation but do not have a clear path to implement it 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 - 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 - 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 - Reporting - 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 Qualifications - 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 - Expand those opportunities into integrations, communications workflow, and broader technology-enabled services where appropriate - 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.

• Lead Client Engagements • Run discovery sessions that surface root business challenges, not just surface symptoms. • Challenge assumptions, reframe problems, and guide clients toward scalable outcomes. • Present confidently to stakeholders at every level, from operations teams to the C-suite. • Navigate difficult conversations, manage scope, and build lasting trust as a strategic advisor. • Drive Pre-Sales and Scoping. • Partner with sales to lead requirements-gathering before contracts are signed. • Build proof-of-concept solutions and prototypes that help prospects see the vision. • Facilitate solution demos that connect platform capabilities to specific client goals. • Author accurate, defensible levels of effort and scoping documents that protect both sides. • Design and Build Solutions. • Architect and build solutions from process mapping through deployment. • Translate complex business requirements into scalable, well-documented application designs. • Develop integrations and automations that eliminate manual work and drive efficiency. • Own Delivery End-to-End. • Take full accountability for project outcomes: timeline, scope, quality, and client satisfaction. • Flag risks proactively and escalate blockers before they become visible to the client. • Produce clear documentation: process maps, requirements specs, training materials, and handoff guides. • Elevate the Team. • Mentor junior consultants and contribute to a culture of high standards. • Share lessons learned, contribute to the internal knowledge base, and improve team processes.