The Opportunity

Shift has earned its place as an industry innovator. Now it's time for the world to know it. We are looking for a high-impact Strategic Communications Director to dramatically elevate Shift's profile across tier-1 business and technology media, position our CEO as a preeminent voice in AI and insurtech, and ensure Shift punches well above its weight in market awareness.

This is not a traditional PR role. We want a strategist, storyteller, and execution oriented leader who knows how to move markets—someone who has the media relationships, executive presence, and creative instincts to break through the noise and put Shift on the map alongside the most recognized names in AI and enterprise technology.  We believe Shift’s story is a powerful one worth telling, and we’re looking for someone who can make it happen.

What You'll Do

Drive Tier-1 Media Coverage

• Build and maintain deep relationships with senior journalists, editors, and producers at leading business and technology outlets—including print, digital, and broadcast—across the Wall Street Journal, Financial Times, Bloomberg, Forbes, Fortune, CNBC, and sector-specific technology and insurtech media.
• Pitch and land feature articles, executive interviews, bylines, and well-placed quotes that position Shift as an essential voice in the AI and insurance transformation narrative.
• Develop compelling, news-driven story angles that resonate beyond the insurance vertical and into mainstream business and technology conversations.
• Manage all aspects of media relations, including rapid-response to breaking news, proactive pitching, and crisis communications preparedness.

Elevate CEO Visibility & Thought Leadership

• Own the CEO's communications platform end-to-end: develop speeches, keynote presentations, talking points, op-eds, and LinkedIn content that establish a distinct, compelling executive voice.
• Secure high-profile speaking opportunities at premier AI, insurtech, and investor conferences—including Davos-tier business forums, major technology summits, and industry flagship events.
• Prepare the CEO for media appearances, panel discussions, podcast interviews, and analyst briefings, ensuring every interaction reinforces Shift's strategic narrative.
• Build and manage relationships with event organizers, conference program committees, and industry organizations to ensure Shift's leadership is consistently represented on the most prestigious stages.

Shape Shift's Strategic Narrative

• Develop and continuously refine Shift's corporate communications strategy, messaging architecture, and brand narrative in close partnership with the CMO and CEO.
• Translate complex AI and insurance technology concepts into accessible, persuasive stories for diverse audiences—including business press, investors, partners, and customers.
• Collaborate across marketing, product, sales, and leadership to ensure a consistent, differentiated voice across all external channels.
• Monitor the competitive communications landscape and identify opportunities to seize narrative ground and inject Shift into key industry conversations.

Operate at the Executive Level

• Engage comfortably and credibly with Shift's Board of Directors, C-suite, strategic customers, and investor community—advising on communications strategy and representing the company externally when appropriate.
• Partner directly with the CMO on enterprise-wide communications priorities, budget, agency relationships, and team development.
• Serve as a trusted advisor and communications counselor to senior leadership on high-stakes announcements, market positioning, and reputational matters.

What We're Looking For

Required Qualifications

• 12+ years of progressive communications experience, with meaningful time in senior roles at a high-growth technology company, global PR agency serving tech clients, or both.
• A verifiable track record of securing feature coverage and prominent placement in tier-1 business and technology media—not just industry trade press.
• Proven ability to develop CEOs and senior executives as media figures and thought leaders, including speech and presentation development, media training, and conference positioning.
• A robust, active network of journalist, editor, and producer relationships at top-tier media outlets.
• Demonstrated success securing executive speaking slots at leading, high-profile industry conferences in AI, enterprise technology, financial services, or insurance.
• Exceptional writing skills—the ability to craft compelling narratives, speeches, op-eds, briefing documents, and messaging frameworks with minimal direction.
• Experience operating at the executive level, including advising C-suite and Board stakeholders and managing sensitive communications with discretion.

Strongly Preferred

• Background in or deep familiarity with AI, machine learning, insurtech, or enterprise SaaS—enough to credibly represent Shift's technology and market position.
• Experience navigating international or multi-market communications, given Shift's global footprint.
• Track record working with companies at scale-up or growth stage—motivated, entrepreneurial , resourceful, and adept at driving outsized impact with focused resources.
•  Existing relationships with organizers of marquee AI and insurtech conferences (e.g., Money20/20, InsureTech Connect, AI Summit, Davos forums).

What It Takes to Succeed

You are a hands-on communications leader who knows how to make things happen. You combine strategic vision with a willingness to jump in —developing narratives, driving media outreach, preparing executives, and managing high-priority opportunities from start to finish with a urgency and sound judgement. You are proactive, adaptable, and execution-focused, with the ability to operate effectively in a fast-paced global environment where priorities evolve quickly. You bring creativity, persistence, and strong judgment to every interaction and are motivated by elevating meaningful stories and delivering tangible results.

We are seeking a highly motivated and experienced SaaS Enterprise Sales Executive to join our US Property and Casualty sales team. As Shift continues to rapidly grow its SaaS footprint in the US insurance market, we are looking for an Account Executive who thrives in a high-performance, results-driven, and collaborative environment. This role is central to driving new business across key insurance functions—including Fraud, Underwriting, Claims, and Subrogation—by positioning our SaaS solutions as mission-critical tools that deliver measurable value.

The ideal candidate has a strong track record of selling complex, enterprise-grade SaaS platforms to C-level executives at leading insurers and is skilled at navigating long sales cycles and multiple stakeholders.

What You'll Do:

• Prospect and Generate Leads: Identify and qualify new business opportunities
• Develop Territory and Account Strategy: Create and execute effective territory and account plans to achieve and exceed targets. Effectively report on activities, pipeline, and forecasts.
• Drive Customer Engagement: Build and maintain strong, long-lasting relationships with customer stakeholders and C-Suite Executives
• Negotiate and Close Deals: Lead contract negotiations and close deals, ensuring favorable terms and conditions
• Maintain Product Expertise: Ensure a deep understanding of our products across all lines of business, staying updated on industry trends and competitive landscape.
• Collaborate: Work closely with internal teams, including Marketing, Partnerships, Product, Data Science and Customer Success, to ensure a seamless customer experience

What You Bring:

• 7+ years of demonstrated success in meeting or exceeding sales targets year over year, ideally with a sales cycle of 9-12 months
• 5+ years of experience in B2B, vertical software sales to Fortune 500/large enterprise customers
• Knowledge of the Insurance / financial services industry is strongly preferred
• Extensive background in negotiations, deal strategy & construction
• Excellent communication, presentation and executive engagement skills
• Drive for results with a high standard of quality
• A deep sense of accountability to yourself and your team
• Proven success in coordinate and motivate internal teams to execute a deal
• A growth mindset 

#LI-REMOTE

#LI-MG

At Shift, we build the most impactful products for insurers globally, leveraging data and agentic AI. Originally focused on Claims Fraud Detection, we have steadily expanded our product portfolio over the years to cover multiple use cases and provide multiplied combined value.

One of our key assets is the Insurance Data Network (IDN) for the US market, an innovative cross-carrier data exchange with an unprecedented array of shared data fields. Launched in April 2025, its first use case has been to augment the impact of our fraud detection solution, already generating significant value for our clients.

Our strategy goes beyond fraud detection, we plan to build multiple new products leveraging the richness of IDN data, targeting key problems for P&C carriers in the US. This position is at the core of this strategy.

Job Responsibilities

Your first responsibility will be in product discovery and design, to create the most advanced new products with the best product-market fit for carriers. This will typically include

• Discovery with clients and prospects
• Ideation with Shift’s subject matter experts
• Data exploration
• Study of similar assets in the insurance industry or other industries
• Precise formalization of insurers problems, processes and systems

Your second responsibility will be with Shift’s technical squad dedicated to IDN, defining the vision, providing product requirements and building the roadmap.

Requirements

• Product Management Experience: 5-7 years of experience as a Product Manager in B2B SaaS.
•  Insurance industry experience
• State Reporting experience required: mandated data submittal, compliance information, or progress reports to state-level government agencies or international bodies.
• Proficiency in data analysis: Ability to find innovative ways to look at data and create useful insights.
• Strategic Communication: Superior ability to interact with clients and prospects, communicating about complex products and understanding their needs.
• Collaborative Leadership: Proven track record of working across Sales, Marketing, and Technical teams to build consensus and drive a unified market message.
• Agile Mindset: Comfortable in a culture of rapid delivery, measurement, and feedback, with the ability to pivot GTM strategies based on market response.

• Successfully complete support tickets
• Successfully complete project tickets
• Be responsible for following all processes
• Manage desktop computers, make sure they are compliant with security policies
• Manage the badge access system
• Manage computer inventory and system performance
• Maintaining office printer
• New user onboarding and offboarding
• Manage laptop delivery in remote locations
• Manage the internal Windows App (Intune) Store
• Maintain great co-worker relationships
• Deploy new applications from our deployment tool
• Take care of new responsibilities when needed
• Drive cross-team collaboration and clear communication to proactively identify risks, ensure alignment, and minimize operational and business impact
• Provide stronger autonomy in day-to-day execution and reduce the amount of oversight required on more complex initiatives

• Familiarity with Windows, Intune, G Suite, Office, and Active Directory
• Knowledge of computer security, anti-virus, patch management
• Basic knowledge of cloud services (Azure AD, Office 365, G-Suite, Atlassian etc.)
• Basic knowledge of PowerShell
• Ticketing system and trouble resolution
• VPN and network connectivity troubleshooting (TCP/IP, OSI Model)
• Documenting problem resolution and routine tasks
• Candidates must be within commuting distance to Boston, MA

• Microsoft Azure AD, Intune & Autopilot, Office 365, G Suite, Jira, Confluence
• Windows Endpoints and Windows Server
• Cisco Meraki AP
• Barco ClickShare
• Patch My PC
• Global Protect by Palo Alto
• Absolute Security
• Delinea

What We Are Looking For

• Technical Abilities:
• Familiarity with Windows, Intune, G Suite, Office, and Active Directory
• Knowledge of computer security, anti-virus, patch management 
• Basic knowledge of  cloud services (Azure AD, Office 365, G-Suite, Atlassian etc)
• Ticketing system and trouble resolution
• VPN and network connectivity troubleshooting (TCP/IP, OSI Model)
• Documenting problem resolution and routine tasks
• Candidates must be within commuting distance to Boston, MA

Soft Skills:

• You have a minimum of 4-5 years experience in desktop/ help desk support
• You are a proactive team member and take pride and ownership of your work
• You are dynamic, curious, and eager to learn; always looking to expand your fields of expertise
• You can work under pressure and still deliver excellent service to our customers

About the Team

• This role is part of our Data Science team which is the largest team in our organization consisting of over 200+ Data Scientists throughout the world.
• Our Data Scientists work in a full lifecycle role and on a broad range of subjects acquiring extensive technical and professional experience in data science, data engineering, coding, business understanding and client engagement.
• Our company is small enough that each person’s achievements has an impact on our overall performance, yet big enough to be a world leader and innovator in our domain.
• As a member of the data science team, you will be working alongside our technical experts and your role will be key to rolling out our enterprise level solutions to our clients.

Key Responsibilities

• Your role will be to actively contribute to the US- Insurance roadmap and clients, and working on various data types such as structured data, free text, documents and images. 
• Build and productionize data pipelines (structured, text, documents, images) optimized for LLMs and multi-modal models.
• Design, develop and deploy LLM-based solutions (RAG, embeddings, instruction tuning) for subrogation, claims handling, document understanding, and related use cases.
• Experiment with the latest in Agentic AI technologies (Langchain/Langgraph, OpenAI Agent SDK, MCP, A2A) and develop MVP for the next generation of autonomous subrogation solutions.
• Develop "Chain-of-Thought" and "ReAct" prompting strategies to ensure the agent can justify its liability percentages based on the Comparative Negligence laws of different jurisdictions.
• Create custom "tools" for the agent, allowing it to query internal databases, call external weather APIs, or calculate impact force based on telemetry data.
• Establish rigorous evaluation frameworks (LLM-as-a-judge) to ensure the agent’s decisions are unbiased, legally sound, and explainable.
• Ensure responsible-AI practices: privacy, hallucination mitigation, explainability and compliance.
• Lead client workshops, present prototypes, gather feedback and help define roadmap priorities.

WHAT WE ARE LOOKING FOR

We are looking for candidates with diverse skills to help us build excellent technology solutions for our clients and be proficient in the following skills:

• Expert proficiency in production-level object-oriented programming (OOP) for building scalable and reliable systems.
• Proven hands-on experience with Large Language Models (LLMs) and generative AI techniques (including RAG, embeddings, prompt engineering, and model tuning), leveraging frameworks such as OpenAI/Anthropic or open-source variants.
• Solid foundation in ML fundamentals with practical experience in the full machine learning lifecycle, including model evaluation, monitoring, versioning, and deployment in production environments.
• Experience designing and implementing robust data pipelines for document, OCR, and multi-modal data workflows.
• Agentic Frameworks: Experience with integrating frameworks like LangChain/LangGraph, OpenAI Agent SDK, CrewAI, A2A/MCP with Databricks or Azure-hosted models (e.g., DBRX, OpenAI GPT-5.3, Anthropic Claude, Google Gemini).
• Demonstrated ability to effectively engage with clients, translate complex business needs into clear, actionable technical solutions, and manage stakeholder expectations.

Highly Desired Skills

• Databricks Ecosystem: Deep expertise in Mosaic AI (formerly MosaicML), Unity Catalog, and Delta Lake.  Good understanding of Spark data architecture is a plus.
• Experience using MLflow for the full lifecycle: from experiment tracking and prompt engineering in the AI Playground to model evaluation.

 #LI-MG1

The Sales team is responsible for driving new business. We work closely with teams across the business to identify client pain points and highlight how our software is a solution to our client’s problems. Discovery calls, relationship building and complex deals make our days diverse and exciting!

What you'll do...

This individual can be located anywhere in the US area

As part of our globally growing Healthcare Solutions sales team, you will be a key player in helping us scale our business and rolling out Shift Technology solutions to new clients. Your role in the Shift adventure will be to grow the Health Insurance business in the United States!

The Payment Integrity solution we provide is key to our customers and you will be managing C-level relationships within the country's Health insurance ecosystem.

• Develop and implement strategic territory plan to ensure Shift exceeds its revenue objectives
• Identifying new opportunities and the right customer stakeholders within Healthcare
• Independently and collaboratively strategize for solving deal-level challenges;
• Work on and submit proposals and contracts to customers.

What you bring...

• Have at least 5 years of successful experience selling large, complex enterprise-grade SaaS solutions to Insurance Payers business units (Utilization Management, Provider Management, CFO, SIU)
• Have a deep Health Plan knowledge
• Have existing relationships within the Payer ecosystem
• Drove SaaS selling of $500K and above across a multiyear contract
• Worked with a partner ecosystem to deliver results and scale
• Have an understanding of pipeline creation, and a keen ability of negotiation skills
• Have excellent communication skills, including oral written, and non-verbal; you know how to make complex things feel simple;
• Can tailor communication to the customer’s needs with confidence, and can effectively deliver memorable presentations leveraging storytelling skills;
• Are a strategic thinker to systematically solve problems and hypothesize possible pain points and implicit needs;
• Are effective at networking and can identify the right customer stakeholders and build connections quickly to drive consensus for deals
• Can manage multiple opportunities simultaneously