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Build TailorTalk With Us
We are building practical AI systems that help businesses convert more leads, automate customer communication, and grow without enterprise complexity. If you want to work close to the founder, ship fast, and shape the company early, you will like it here.
Generous early-stage startup ESOPs for core team roles
A Note from Shiva
Founder, TailorTalk
TailorTalk exists because most businesses still do not get practical AI. We are building the layer that makes sales, support, and lead qualification automation actually usable for real companies, not just enterprise teams with giant budgets.
We are still early, which means every strong person here will shape product direction, customer outcomes, and company culture. We care much more about speed of learning, ownership, and taste than about impressive job-title history.
If you want to work on meaningful problems, move close to the founder, and help build an ambitious early-stage AI company from the inside, send your application directly to me.
Open Roles
Email your application directly to shiva@tailortalk.ai. Share your LinkedIn, work samples, and a short note on why you want to join.
CTO
Full-time
Own technical direction, systems architecture, backend foundations, and AI product evolution.
This is a hands-on early leadership role for someone who can think like an architect and still ship like an engineer. You will work closely with the founder to design TailorTalk’s technical foundations across backend systems, AI workflows, platform architecture, reliability, and product evolution. We want someone who can make sound technical decisions early, build for scale without overengineering, and turn product ambition into durable systems.
Set technical direction across systems design, backend architecture, and AI product infrastructure
Build and review critical services, APIs, orchestration layers, and internal platforms
Create the engineering foundation for scale, reliability, and strong technical culture
CBO
Full-time
Own business growth across revenue, partnerships, GTM strategy, and commercial execution.
This is an early leadership role for someone who can help build TailorTalk’s commercial engine from the ground up. You will work closely with the founder across business development, partnerships, GTM strategy, pricing feedback loops, and high-leverage growth opportunities. We want someone who can think strategically, operate hands-on, and turn market signal into repeatable revenue systems.
Drive business growth across partnerships, pipeline development, and strategic GTM initiatives
Build repeatable commercial systems spanning outbound, partnerships, and revenue operations
Translate customer feedback and market signal into sharper positioning and growth decisions
Founding Engineer
Full-time
Build core product systems across backend, automation, integrations, and AI execution layers.
You will work directly with the founder on backend systems, automation workflows, API design, AI orchestration, integrations, and product infrastructure. This role is for someone who enjoys building real systems, reasoning about architecture, and shipping quickly without needing a large team around them.
Own high-impact systems across backend services, integrations, and product infrastructure
Ship fast in automation workflows, APIs, system design, and AI-assisted execution layers
Help shape architecture, engineering standards, and technical direction from the earliest stage
Head of Business Development
Full-time
Own outbound, partnerships, pipeline creation, and early revenue motion.
This role is for someone who can help TailorTalk become the default automation partner for SMBs and high-intent service businesses. You will drive founder-led sales systems into a repeatable business development engine across outbound, agencies, channel partners, and strategic collaborations.
Build and run outbound, partnership, and deal-closing motion
Open doors with agencies, operators, and industry partners
Turn early traction into a scalable revenue pipeline with clear feedback loops
Head of Marketing
Full-time
Own content, positioning, growth experiments, and demand generation across channels.
We are looking for a hands-on marketing leader who can connect SEO, distribution, product storytelling, case studies, landing pages, and brand positioning into one growth system. This is not a pure manager role. You should be comfortable writing, testing, shipping, and learning fast from real funnel data.
Lead messaging, content strategy, SEO, and campaign execution
Build a repeatable demand engine across organic, social, and founder-brand channels
Translate product strengths into high-conviction positioning and pipeline growth
Business Development Intern / Associate
Internship or full-time
Support pipeline generation, outreach, research, follow-up, and sales ops.
This role is ideal for someone hungry to learn modern GTM from the ground up. You will help research leads, run outreach, support follow-up, maintain CRM hygiene, and learn how early-stage sales systems are actually built. Strong performers can grow into full ownership quickly.
Research prospects, verticals, and warm outbound opportunities
Support outreach, follow-up, qualification, and deal tracking
Learn founder-led sales, RevOps basics, and AI-assisted GTM systems
Content Marketing Intern
Internship
Create content that compounds: landing pages, SEO content, case studies, and growth assets.
You will work on content that directly influences traffic, brand trust, and pipeline. This role is for someone who enjoys writing, researching, structuring ideas clearly, and learning how content ties into revenue. You should be excited by AI, startups, distribution, and the craft of making technical ideas simple.
Assist with SEO blogs, landing-page copy, case studies, and distribution assets
Turn research and product context into clear, high-signal content
Learn how content supports search growth, sales enablement, and brand positioning
Why Join TailorTalk Early?
Small team, real ownership, fast learning, and room to shape the company while it is still being built.
See a Role You Want? Reach Out Directly
Send a thoughtful email with your LinkedIn, portfolio or work samples, and a short note on why TailorTalk is the right fit for you.