Jobs at Pickle (Now Hiring) — 5 open

About us

At our organisation, we redefine executive and business support through exceptional problem-solving, proactive execution, and advanced integration of technology and AI. We partner with purpose-led leaders who value strategic collaborators capable of swiftly turning complexity into clarity and challenges into opportunities.

You are highly tech-savvy and naturally leverage tools, including AI, to design, deliver, and scale impactful programs. Whether your background is in program management, operations, product, or enablement, you excel at driving clarity, alignment, and measurable outcomes across complex initiatives.

Join a culture that prioritises clarity, practical innovation, and the seamless integration of human intuition with technology and AI-driven efficiency.

About our client and the role

Freelance / Contract | Remote (UK Only)

Overview

Our client is an embedded enablement partner for tech companies, they design and deliver learning, sales enablement, and training programmes that help people sell, lead, and perform.

This is a SHORT TERM freelance content creator role. You'll take complex briefs, technical products, enterprise platforms, sales processes and turn them into clear, usable learning and enablement content: slide decks, e-learning scripts, job aids, playbooks, video scripts, storyboards.

Strong writing craft is essential. So is the ability to work accurately with technical subject matter, including APIs, software platforms, and implementation workflows. You'll use AI as part of your production process, but the judgement stays yours.

Key ResponsibilitiesContent Strategy & Narrative Development

• Translate complex client narratives, products, and use cases into engaging, learner-friendly stories and content structures.
• Take complex briefs and ask sharp, practical questions to clarify:
• Audience and context of use
• Asset-level goals vs programme-level goals
• Desired behaviour change or business impact
• Tone, constraints, and success measures
• Propose smart formats and approaches to communicate content clearly (e.g., scenario-based learning, modular job aids, decision trees, talk tracks, demos, cheat sheets).
• Build narrative flow that keeps the audience oriented, motivated, and able to act.

Instructional Design & Learning Content Development

• Create a wide range of content types, including:
• Sales and training slide decks
• Learning assets (infosheets, demo guides, job aids)
• Sales enablement playbooks and toolkits
• E-learning scripts or module-ready content
• Video scripts, storyboards, and narration copy
• Infographics and visual learning content (in collaboration with design)
• Developer or technical enablement assets such as guides, integration playbooks, technical onboarding materials, and demo flows for technical products or platforms
• Apply adult learning principles where relevant (clarity, relevance, practice, feedback, reinforcement).
• Write with precision and usability: the output should be immediately usable by the intended audiencewithout additional explanation.

Co-working with AI (required)

You should be proficient and confident using AI tools as part of your workflow — to increase speed, sharpen thinking, and improve quality (without outsourcing judgement).

• Use AI to accelerate outlining, drafting, iteration, summarisation, and content versioning.
• Validate all AI-assisted outputs for accuracy, tone, inclusivity, and brand alignment.
• Use AI to stress-test clarity (e.g., “what would a first-time learner misunderstand?”) and strengthen examples, knowledge checks, or scenario realism.
• Maintain confidentiality and follow project guidance on what can and cannot be shared with AI tools.

Subject Matter Translation (Enterprise / B2B)

• Transform technical product information into solution-focused content that supports sales conversations, customer confidence, and real-world application.
• Synthesise dense source material into crisp, high-value content with a clear throughline.
• Where needed, create realistic scenarios that reflect customer contexts, objections, or decision points — without inventing unsupported claims. Convert complex technical, product, or business information into practical, audience-friendly content.

Brand Alignment & Messaging

• Deliver content that adheres strictly to client brand guidelines, tone, and voice.
• Maintain consistency across assets (terminology, formatting, naming conventions, and narrative).
• Produce concise outputs that meet runtime or consumption goals (e.g., “under X minutes”, “one-page job aid”, “5-slide talk track”), without losing meaning.

Collaboration & Ways of Working

• Attend briefing and project meetings as needed to gather context and confirm direction.
• Collaborate effectively with the project POC, learning/design partners, and wider delivery team.
• Proactively flag ambiguity, missing inputs, or risks early — with proposed solutions, not just problems.
• Work smoothly across Google Workspace and shared documentation workflows (Docs, Slides, Drive).

Feedback Integration & Quality Control

• Receive and incorporate feedback constructively, quickly, and accurately.
• Maintain high standards of accuracy, consistency, and instructional soundness across all deliverables.
• Conduct final quality checks before submission, including:
• Accuracy and completeness vs brief
• Flow and readability
• Consistent terminology and style
• Formatting and usability
• Fact-checking and claim discipline (no unverified statements)
• Conduct technical accuracy checks against source documentation, SME feedback, and approved product guidance, ensuring all implementation steps, claims, terminology, and examples are correct.

Must Have

• Proven experience creating learning and/or enablement content for Enterprise / B2B audiences.
• Strong writing and editing craft: clarity, structure, tone control, and narrative flow.
• Confidence turning complex technical or product content into accessible, usable outputs.
• Proven experience creating content about APIs, technical products, software platforms, integrations, or implementation workflows.
• Ability to understand and explain API concepts such as endpoints, authentication, requests/responses, data structures, integrations, and error handling.
• Strong technical accuracy and writing discipline — able to simplify complex content without inventing, distorting, or overclaiming.
• Comfort working within Google Workspace (Docs and Slides especially).
• Strong collaboration habits: proactive communication, reliable follow-through, and comfort working with feedback.
• Confident co-working with AI tools in a professional content workflow (drafting, iteration, refinement).
  

Nice to Have

• Sales enablement or customer enablement content development.
• Learning & Development (L&D) experience.
• E-learning script writing and LMS content development.
• Experience working with technical products, software, AI, or digital transformation initiatives.

Ways of Working (what will help you thrive)

• Outcome-led: you anchor every asset to what the audience needs to do differently afterwards.
• Structured and fast: you can move quickly without compromising clarity and accuracy.
• Detail-driven: you notice the small inconsistencies that erode trust (language, formatting, logic).
• Low-ego, high-standards: you welcome iteration and improve work without fuss.

Why Join?

This is an opportunity to join a collaborative and ambitious team where you can make an immediate impact. You’ll work on meaningful projects, help drive operational excellence, and play a key role in ensuring successful delivery across the business.

Final Thoughts

Contract Type: Freelance / Project-Based
Location: Remote, UK
Engagement: Flexible, project-driven assignments with ongoing opportunities for successful contributors.