Senior AI Engineer, Topline Pro
5 days a week in office
Generative AI platform for home service business marketing
Be an early applicant
Generative AI platform for home service business marketing
101-200 employees
Be an early applicant
5 days a week in office
101-200 employees
Company mission
To empower local service pros across the country.
Role
Who you are
- 5+ years of experience in AI, ML, or NLP-related engineering roles
- Proficiency in Python, with preferred experience in Django, React, and PostgreSQL
- Real-world experience with Retrieval Augmented Generation (RAG) and similar practices, including vector embeddings and vector databases
- Hands-on experience with OpenAI and Anthropic APIs
- Familiarity with LLMs and NLP techniques, including prompt engineering, fine-tuning, and evaluation
- Experience with coded agentic frameworks such as Pydantic AI, LangChain/LangGraph, or similar
- Experience with end-to-end MLOps practices: monitoring, deployment, and evaluation
- Experience deploying AI-powered applications in production environments (e.g., cloud-based APIs, real-time processing)
- Experience working on an empowered team with Product and Design as equal counterparts
- Experience in an Agile Scrum environment
- Sharp problem-solving instincts, especially in fast-moving, ambiguous situations
- Confidence to make decisions with best-available rather than perfect information
- A drive to understand why your systems behave the way they do, not just that they work, but how
- Excellent written and verbal communication skills
- A team-first mentality and a love of learning
- Low ego, high energy
- We believe "great candidates" do not come about simply from a check mark next to past experience. We believe in hiring people, not just skills. Even if you do not check every box but find excitement at the prospect of working with us in this capacity, please apply
What the job involves
- We're hiring a Senior AI Engineer to join the team here in Boston. This is an opportunity to have a significant impact on the product. Come help us scale to the next level!
- You will have the opportunity to make a huge impact on a small yet growing team and culture. In this role, you will work directly on a cross-functional engineering team, reporting to the VP of Engineering
- Build AI Agent and Chat Capabilities – Develop AI-powered assistants using cutting-edge technologies and tooling that help our customers run their small businesses
- Deploy & Scale AI Features – Build infrastructure and pipelines to support real-time AI interactions in a production environment
- Experiment & Iterate – Prototype new AI applications, evaluate their performance, and continuously refine them based on user feedback
- Partner with engineering and product leaders – Contribute strategically and play a key role in the product development process
Our take
Home service businesses such as repairs and building contractors must typically focus on the practical, and their business expertise may not lie in digital marketing and expanding their online presence. That’s where Topline Pro comes in, providing automated, generative AI-powered tools to help home service businesses scale their business online.
Topline Pro helps service professionals build a social media presence, simplify and boost online direct bookings and utilise SEO in marketing campaigns. This means that service professionals needn’t juggle tasks that they are not suited to, and can focus on the services they provide. The company received several high-profile awards in 2023, including a naming on the SMBTech 50, sharing the accolade with high-profile tech companies like Gusto and Stripe.
To be listed among these names is no mean feat for 2020-founded Topline Pro, and this was hammered home by significant Series A funding in 2023 which will be used to expand hiring and its generative AI capabilities. The company has seen substantial sales growth between 2022 and 23, indicating that targeting the home services market with robust digital marketing software is a niche they’ve nailed.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
Company
Funding (last 2 of 4 rounds)
Aug 2025
$27m
SERIES B
Jul 2023
$12m
SERIES A
Total funding: $44.2m
Company benefits
- Health & Wellness: Comprehensive medical, dental, and vision plans. plus a Platinum tier Wellhub membership, fully covered by Topline Pro.
- Top tier tools: The tech, equipment, and workspace setup you need to do your best work.
- In-Office Energy: State-of-the-art offices in the heart of downtown Boston and the historic Domino Sugar Factory in Brooklyn, plus late-night Uber Eats coverage and a fully stocked kitchen and pantry so you're never running on empty.
- 401(k) plan: Retirement savings available through Vestwell, with flexible employee contributions.
- Team Retreats & Pod Culture: Company offsites, inter-office travel, team events, and coffee chat budgets designed to build connection across teams.
- Learning & AI Budget: Monthly AI tool funding and annual professional development support to help you keep learning.
Company HQ
Southside, NY
Leadership
Nick Ornitz
(Co-Founder & CEO)Previously Co-Founder and CEO at Dwelling, Engagement Manager at McKinsey & Company, Research and Development Intern at Unilever and Construction Management Intern at Gilbane Building Company.
Shannon Kay
(Co-Founder & COO)Previously Co-Founder and CPO at Dwelling, Senior Analyst at Wayfair and Business Technology Analyst at Deloitte.
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