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Remote Startup Jobs in Kentucky (NOW HIRING)

Toloka

We are a well-funded startup with an enviable portfolio of clients including Anthropic , Amazon ... Our remote-first team is globally distributed around the world: USA , UK , the Netherlands , Serbia ...

CTI

Clinical Trial Manager

Covington, KY · On-site +1

May conduct on-site or remote monitoring activities as needed, including, but not limited to, Pre-study and Site Initiation Visits during project startup * May act as the primary monitoring point of ...

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How much do remote startup jobs pay per year?

As of Aug 22, 2026, the average yearly pay for remote startup in Kentucky is $110,330.00, according to ZipRecruiter salary data. Most workers in this role earn between $94,700.00 and $124,600.00 per year, depending on experience, location, and employer.

What is a remote startup?

A remote startup is a newly established company where the founders and employees work from different locations, rather than from a central office. These startups leverage digital tools and online platforms to communicate, collaborate, and manage projects remotely. This model allows for greater flexibility, access to a global talent pool, and reduced operational costs. However, it also presents challenges in communication, team cohesion, and time zone coordination. Remote startups have become increasingly popular, especially in the tech industry, due to advancements in remote work technology.

What are remote jobs working for startups?

Remote startup jobs exist in various industries. The duties of these virtual positions vary but typically involve taking part in the development of processes, products, and services for a new business. Since these are virtual positions, you handle your responsibilities over the internet. As a software developer at a startup, you may code and test products or create internal programs that a startup can use on their computer network. As a graphic designer, you may create various images and visual elements for the website and/or product packaging. Startups also need remote business development specialists and accountants to create a development plan, make decisions, and handle the company’s finances.

What are the key skills and qualifications needed to thrive as a remote startup founder, and why are they important?

To thrive as a Remote Startup Founder, you need strong entrepreneurial skills, business acumen, and a solid understanding of your industry, often supported by prior startup or leadership experience. Familiarity with project management tools (like Asana or Trello), remote collaboration platforms (such as Slack or Zoom), and basic financial or analytics software is critical. Exceptional communication, self-motivation, adaptability, and the ability to inspire and lead a distributed team are standout soft skills. These skills and qualifications are vital to successfully launch, manage, and scale a business in a remote environment where clear direction and effective collaboration are crucial.

What unique challenges might I face working for a remote startup, and how can I succeed in this environment?

Working for a remote startup often means adapting to a fast-paced, constantly evolving environment where clear communication and self-motivation are crucial. You may encounter challenges such as managing time across different time zones, handling ambiguity in your role, and building relationships with colleagues you rarely meet in person. To thrive, it's important to proactively communicate, embrace flexibility, and be willing to take initiative on projects. Additionally, leveraging digital collaboration tools and maintaining regular check-ins with your team can help you stay aligned and connected.
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The most popular types of Startup jobs in Kentucky are:

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The top searched job categories for Remote Startup jobs in Kentucky are:

What cities in Kentucky are hiring for Remote Startup jobs?

Cities in Kentucky with the most Remote Startup job openings:

Remote Startup jobs near you
Infographic showing various Remote Startup job openings in Kentucky as of August 2026, with employment types broken down into 90% Full Time, 8% Part Time, and 2% Contract. Highlights an 83% Physical, 3% Hybrid, and 14% Remote job distribution, with an average salary of $110,330 per year, or $53 per hour.

Freelance Technical Consultant

Toloka

Remote

Full-time

Re-posted 26 days ago

Job description

Company Intro

At Toloka AI we create data that powers leading GenAI models and innovations. We work with frontier labs, big tech, renowned AI startups, enterprises and non-profit research organizations worldwide. We use a combination of Experts + Crowd + Tech Platform to teach AI models to reason and evaluate their efficacy and safety. We have experts in more than 50 different domains-from doctors and lawyers to physicists and engineers-and boast one of the most diverse global crowds, representing over 100 countries and speaking 40+ languages. We are a well-funded startup with an enviable portfolio of clients including Anthropic, Amazon, Microsoft, Poolside, Recraft,  and Shopify.

Recently, we secured strategic investment led by Bezos Expeditions and Nebius Group with participation from Mikhail Parakhin, CTO of Shopify  and board advisor to leading GenAI companies, who now serves as our Chairman of the Board. Our remote-first team is globally distributed around the world: USA, UK, the Netherlands,  Serbia, and more. 

About the Role

Technical consultants play a key role in our company, ensuring top-level delivery of our product, its correct configuration, and the deployment of tailored AI data solutions that meet our customers' needs and deliver an exceptional experience working with us.
As part of this role, you will not only design and implement data labeling pipelines but also act as a trusted technical advisor for our customers - helping them understand their data needs, discover new opportunities, and build scalable AI solutions.
We are looking for a person with more than 3 years of solid technical background, who feels comfortable working in technical environments, solving data-related tasks using Python and AI, and communicating directly with customers. You should be a confident communicator able to engage with both technical and executive stakeholders and collaborate closely with our commercial team.

Responsibilities1. Client Ownership & Communication
  • Act as the primary technical point of contact for customers across technical and executive stakeholders.
  • Lead discovery conversations to deeply understand client goals, problems and quality criteria.
  • Translate client needs into clear, actionable solution designs and delivery plans.
  • Advise customers on best practices in data collection, data quality, evaluation, and model training workflows.
  • Set expectations proactively, communicate progress regularly, and manage risks and trade-offs transparently.
  • Identify expansion opportunities and additional ways Toloka can create value through data and AI solutions.
2. Solution Design & Delivery
  • Design end-to-end data solutions using Toloka's platform, selecting appropriate components, workflows, and quality controls.
  • Configure data labeling components and quality controls, develop user interfaces and AI-driven tooling (e.g. agentic systems, RAGs, synthetic data generation), and integrate them into end-to-end automated pipelines for AI training and evaluation.
  • Run experiments and pilots to validate quality, throughput, and cost assumptions.
  • Lead technical execution during delivery, coordinating internal teams and external stakeholders as needed.
  • Ensure solutions meet agreed quality, performance, and scalability requirements.
3. End-to-End Ownership & Project Management
  • Own delivery outcomes holistically - including technical performance, quality, timelines, and financial efficiency.
  • Monitor key KPIs (e.g. throughput, quality metrics, Gross Margin, Contribution Margin) and act on deviations.
  • Prioritize work based on customer impact and business value.
  • Analyze data to identify failure modes, inefficiencies, and opportunities for improvement.
  • Continuously optimize solutions through iteration, automation, and adoption of new technologies.
  • Troubleshoot delivery, process, or technical issues in collaboration with support, infrastructure, and product teams.
  • Drive solutions toward stable operation with minimal ongoing maintenance.
RequirementsCore Experience
  • Experience as a Solution Engineer, Technical Solutions Engineer, Data Scientist, Data/Systems Analyst, or Technical Project Manager.
  • Proven experience owning projects end-to-end, including scoping, delivery, and stakeholder management.
  • Direct experience working with external customers on technical projects (requirements gathering, delivery, iteration).
Technical Skills
  • Strong Python skills for data manipulation (e.g. NumPy, pandas), natural language processing (e.g. NLTK, spaCy), and building lightweight web services or tools (e.g. FastAPI, Flask).
  • Solid understanding of ML concepts and data workflows; familiarity with LLMs and prompt engineering is a strong plus.
  • Experience designing multi-stage pipelines and complex systems.
  • Understanding of software development fundamentals: version control, testing, MVPs, iterative development etc..
  • Bachelor's or Master's degree in Data Science, ML/AI, Software Engineering, or a related quantitative field such as Physics or Applied Mathematics, with strong analytical foundations.
  • Ability to reason about trade-offs between quality, speed, cost, and scalability.
Communication & Ownership
  • Excellent English communication skills (B2+), with the ability to explain complex technical concepts to non-technical audiences.
  • Confidence working with data engineers, ML engineers, and researchers from leading tech companies.
  • Strong ownership mindset: comfortable being accountable for outcomes, not just tasks.
  • Ability to manage multiple projects in fast-paced, ambiguous environments.
Nice to have
  • Experience with crowdsourcing, expert workflows, or large-scale data labeling.
  • Experience working on ML training, evaluation, or agentic systems.
  • Familiarity with quality frameworks, audits, or data validation pipelines.


[Important Notice] Scam Alert Regarding Fake Job Postings

It has come to our attention that an individual or group is fraudulently impersonating Toloka to post fake jobs and solicit personal information from applicants.Please be aware:

  • Official Communication: Our recruiting team will only contact you from an official "toloka.ai" email address. We will NEVER use Gmail, Yahoo, Tolokainc, toloka.inc,  or other personal or seemingly business email accounts.
  • Our Process: We will never ask for your bank account details, credit card number, or any fees as part of the application or interview process.
  • Official Listings: All legitimate job openings are posted on our official careers page: https://toloka.ai/careers#job-list
What to do: If you see a suspicious job posting or have been contacted by someone you suspect is a scammer, please do not provide any personal information. Instead, report the incident to us directly at security@toloka.ai and report the profile/post to LinkedIn.We are taking this matter very seriously and are working with the appropriate parties to resolve it.
Thank you for your vigilance!
To learn how we collect, use, disclose, and store personal data, check out our Privacy Notice.

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