AI Strategy & Solutions Consultant

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    "datePosted": "2026-04-30",
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    "description": "<p><span style=\"font-size: 14pt; font-weight: bold\">Job Description</span></p>\n\n\n\n\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt; font-weight: bold\">Position: </span><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">AI Strategy &amp; Solutions Consultant</span></p>\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt; font-weight: bold\">Reports To: </span><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Chief Operating Officer</span></p>\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt; font-weight: bold\">Location: </span><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Remote</span></p>\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt; font-weight: bold\">Type: </span><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Full-time, exempt</span></p>\n<p><br></p>\n\n\n\n\n<p><span style=\"font-size: 14pt; font-weight: bold\">About the Role</span></p>\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Worthwhile is pursuing a consultative service model that repositions the firm from capacity provider to strategic partner. Instead of responding to client requests with proposals to build, we respond with a structured process to determine whether the right thing to build is being built at all. The AI Solutions Consultant is the person who makes this model work — they sell the engagement, lead the strategic analysis, present the recommendation, and plan the execution path if the recommendation is to proceed.</span></p>\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">This is not a consulting role grafted onto a services firm. It is the core revenue-generating position in Worthwhile’s next operating model. You are equal parts business developer, strategic thinker, and delivery planner. You will challenge client executives on their assumptions, tell them when they shouldn’t build something, and earn their trust by being right. </span></p>\n<p><span style=\"font-size: 14pt; font-weight: bold\">Primary Responsibilities</span></p>\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt; font-weight: bold\">Revenue Ownership &amp; Pipeline Leadership (approximately 30–40% of time)</span></p>\n<ul>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Identify and qualify Pathfinder opportunities within Worthwhile's existing and prospective client base.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Lead positioning conversations that demonstrate strategic authority and earn the right to a structured decision engagement.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Own the pipeline from initial conversation through signed engagement letter.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Collaborate with the COO on pricing strategy and proposal development.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Build and maintain Worthwhile's credibility narrative using case studies, cost-of-building-wrong data, and retrospective examples from delivery history.</span></li>\n<li><span style=\"color: rgb(68, 71, 70); font-size: 10pt\">Contribute to building the Pathfinder playbook, sales materials, and repeatable processes.</span></li>\n<li><span style=\"color: rgb(68, 71, 70); font-size: 10pt\">Mentor other team members as the function scales, helping establish a repeatable consulting and sales motion.</span></li>\n</ul>\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt; font-weight: bold\">Pathfinder Engagement Leadership (approximately 40–50% of time)</span></p>\n<ul>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Own the Pathfinder engagement end-to-end, from kickoff through executive presentation.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Run stakeholder discovery interviews to surface the real problem behind the stated request.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Translate client initiatives into economic terms: problem value, viable options, and ROI under conservative, expected, and optimistic scenarios.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Build the options analysis across build, buy, configure, AI-enable, build smaller, and do nothing.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Develop the risk assessment covering execution, technology, organizational, and market dimensions.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Author and present the Pathfinder Playback to the client's executive team with a clear go/no-go recommendation and a prioritized roadmap with decision gates.</span></li>\n</ul>\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt; font-weight: bold\">Delivery Planning (approximately 15–25% of time)</span></p>\n<ul>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">When the recommendation is to build, translate the strategic decision into a concrete execution plan.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Define the milestone structure, delivery timeline, and risk mitigation approach.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Establish decision gates within the build phase that keep execution accountable to the original recommendation.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Own the handoff to the delivery team, ensuring they inherit a clear scope, prioritized backlog, and measurable success criteria.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Remain available as a strategic checkpoint during execution to prevent scope drift.</span></li>\n</ul>\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt; font-style: italic\">This role requires occasional client travel for discovery sessions and executive presentations.</span></p>\n<p><span style=\"font-size: 14pt; font-weight: bold\">Qualifications</span></p>\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt; font-weight: bold\">Required</span></p>\n<ul>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Five or more years of professional experience spanning business development, management consulting, or strategic delivery leadership in a technology services or product environment.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Demonstrated ability to lead executive-level conversations about business outcomes, not just project status.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Proven ability to drive user adoption and organizational change — you understand that successful technology delivery requires managing people, not just projects, and you know how to bring skeptical stakeholders along.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Experience leading adoption initiatives such as stakeholder alignment, training strategy, internal communications, or change readiness assessments that determined whether a technology investment actually stuck.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Experience building financial models, ROI analyses, or business cases that informed significant investment decisions.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Track record of selling professional services engagements in the $25K–$100K+ range.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Strong written and verbal communication — the Pathfinder Playback must read like it came from a top-tier consulting firm, delivered by someone who knows what it takes to actually achieve business outcomes.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-family: Arial, sans-serif; font-size: 10pt\">Comfort operating with autonomy in a small, distributed team where the playbook is still being written.</span></li>\n</ul>\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt; font-weight: bold\">Preferred</span></p>\n<ul>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Experience in a firm that transitioned from time-and-materials to value-based or fixed-fee pricing.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Familiarity with software architecture trade-offs and AI/ML feasibility assessment at a conceptual level. </span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Background in digital transformation, product strategy, or technology advisory roles.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Experience with mid-market clients (companies with $10M–$500M in revenue).</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-family: Arial, sans-serif; font-size: 10pt\">Familiarity with CRM tools, particularly Salesforce.</span></li>\n</ul>\n<p><span style=\"font-size: 14pt; font-weight: bold\">What Success Looks Like</span></p>\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt; font-weight: bold\">In Your First 90 Days</span></p>\n<ul>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">You have completed your first Pathfinder engagement alongside the COO and internalized the playbook.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">You have taken over pipeline management for active Pathfinder opportunities.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">You understand Worthwhile’s delivery history well enough to draw on it in client conversations.</span></li>\n</ul>\n<p><span style=\"color: rgb(51, 51, 51); font-size: 10pt; font-weight: bold\">In Year One</span></p>\n<ul>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">You have sold and delivered 8–10 Pathfinder engagements.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">At least two clients have expanded into ongoing consulting or build engagements as a result of a Pathfinder recommendation.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">Clients describe Worthwhile as a strategic advisor, not a vendor.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">You have built a pipeline that gives the firm clear visibility into the next quarter’s consulting revenue.</span></li>\n<li><span style=\"color: rgb(51, 51, 51); font-size: 10pt\">The COO no longer reviews every deliverable — the playbook is proven and the team trusts it.</span></li>\n</ul>\n<p><span style=\"font-size: 14pt; font-weight: bold\">About You</span></p>\n<p><span style=\"color: rgb(63, 64, 72); font-size: 10pt\">You are a highly motivated and results-oriented professional with a proven track record of building and nurturing strategic partnerships. You thrive in a fast-paced environment and have a passion for generating revenue and driving business growth. You have excellent communication and negotiation skills, with the ability to develop and maintain relationships with key stakeholders. You are strategic, and analytical, and have a keen eye for identifying new business opportunities. You are a natural leader who excels at collaborating with cross-functional teams to achieve common goals.</span></p>\n<p><span style=\"color: rgb(63, 64, 72); font-size: 10pt\">Above all, you align with our core values, demonstrating a passion for problem-solving and an unwavering commitment to innovation and growth. </span></p>\n<p><span style=\"font-size: 14pt; font-weight: bold\">About Worthwhile</span></p>\n<p><span style=\"color: rgb(40, 49, 63); font-size: 10pt\">Worthwhile helps mid-market companies out-innovate their competition through software and data. We utilize a Design Thinking methodology to continuously design, build, and run digital transformation initiatives that deliver real business value in the professional services, finance, and healthcare sectors.</span></p>\n<p><br></p>\n<p><span style=\"color: rgb(40, 49, 63); font-size: 10pt\">Our culture is unique and defined by our Values in Action. This relentless focus throughout our 25+ year history has enabled us to achieve an unprecedented Net Promoter Score of 98, be listed as an Inc. 5000 Company, and be recognized as one of South Carolina’s Best Places to Work in 2024 (#1), 2023 (#12), 2022 (#4), and 2021 (#2).</span></p>\n<p><br></p>\n<p><span style=\"color: rgb(63, 64, 72); font-size: 10pt\">At Worthwhile we are a destination for people seeking the most fulfilling work. Our team members are marked by our core values: </span></p>\n<ul>\n<li><span style=\"color: rgb(63, 64, 72); font-size: 10pt\">Advancing Mastery: Our value is ever-increasing because we get better at getting better.</span></li>\n<li><span style=\"color: rgb(63, 64, 72); font-size: 10pt\">Enduring Partnerships: We achieve transformative results, cultivating dynamic lasting relationships.</span></li>\n<li><span style=\"color: rgb(63, 64, 72); font-size: 10pt\">Constructive Conflict: Caring people with distinctive voices and humble spirits yield exceptional ideas.</span></li>\n<li><span style=\"color: rgb(63, 64, 72); font-size: 10pt\">Industrious Joy: Diligent effort, shared purpose – and a little levity – produce meaningful work.</span></li>\n</ul>",
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