Business Associate (Shape-Shifter / Ex-Founder Friendly)

Qualifications

• You’ve taken at least one major initiative from idea to live experiment (e.g., a new channel, playbook, or vertical GTM) with measurable results
• You’ve built repeatable systems around at least one successful experiment (workflows, templates, dashboards)
• You’re a trusted “go-to” operator for the CEO and leadership team on hairy, cross-functional problems
• You’ve developed a strong point of view on where CustomGPT should focus next — and you’re pushing those ideas forward with data, not just opinions
• 2–5 years of experience in a high-ownership environment:
• Early-stage startup, consulting, banking, product/ops, or
• You’ve founded or seriously built something yourself (startup, side project, non-profit, etc.)
• Founder mentality: you’re scrappy, biased to action, and comfortable with ambiguity
• Shape-shifter energy: you’re happy to jump between strategy and execution, from building a model in Excel to writing a cold email campaign to jumping on a customer call
• Strong writing & communication skills: you can write clear emails, docs, and decks that move people to act
• Analytical & data-comfortable: you can pull numbers, build models in spreadsheets, and make decisions based on data
• High standards & ownership: you care about the details, honor your commitments, and treat the business like it’s yours
• You’ve been a founder, early employee, or first hire on a new initiative
• Strong academic background (e.g., top-tier school or standout performance) — but we care more about proof you’ve built things than logos
• Experience with AI, SaaS, or B2B software

Benefits

• Spin up new growth programs
• The next, jumping on calls with enterprise prospects;
• Compensation: $75,000 to $90,000 + performance-based bonus + meaningful undiluted equity (no VC dilution), commensurate with experience
• Benefits: Health insurance, PTO, and a culture that values learning, ownership, and winning together

Responsibilities

• You’ll work side-by-side with the CEO and leadership team to take ideas from 0 → 1 and, when they work, turn them into repeatable machines
• You’ll be a true generalist-builder
• Launch or scale a new channel: partners, affiliates, outbound, vertical-specific GTM, etc
• Design experiments, messaging, and basic playbooks, then iterate based on data
• Act as an “internal founder” for key initiatives
• Own 0 → 1 projects from concept to execution: market research, planning, execution, measurement
• Coordinate across Sales, Marketing, Product, and Customer Success to get them over the line
• Burn the midnight oil on execution
• Prospect and engage prospects or partners via email, LinkedIn, and calls
• Build enablement materials: 1-pagers, decks, SOPs, onboarding flows
• Write landing pages, emails, and basic marketing copy when needed
• Build systems, not just projects
• Turn successful experiments into processes, workflows, and dashboards
• Document what works so it can be handed off to a team or future hire
• One week you might be analyzing Stripe data and building a cohort report;
• The next, helping refine product positioning for a new vertical

Full Description

Why This Role Exists

At CustomGPT.ai, we hire entrepreneurial “shape shifters” who have bootstrapped completely new programs from scratch.

You operate like a founder inside the company and help us punch way above our weight.

We want people with 2+ years experience who still have that founder fire.

Think ex-founders, early startup operators, builder-types in consulting/banking who were always theperson spinning up the new thing.

This is a Founder Track Business Associate role: high-ownership, cross-functional, and directly tied to company growth. You’ll work side-by-side with the CEO and leadership team to take ideas from 0 → 1 and, when they work, turn them into repeatable machines.

About CustomGPT.ai

CustomGPT.ai is a profitable, bootstrapped AI SaaS company that lets enterprises deploy custom AI agents on their own data — fast, secure, and with real ROI.

We’ve been recognized as one of the emerging leaders in AI alongside giants like OpenAI, Google, Microsoft, and others, backed by research firms and by thousands of paying customers.

We’re not “yet another AI startup.” We have real product-market fit, inbound traction from 10,000+ customers, and growing enterprise adoption, without traditional VC pressure.

That means real ownership, autonomy, and upside if we win.

What You’ll Do

You’ll be a true generalist-builder. Examples of what your first 6–12 months might look like:

• Spin up new growth programs

• Launch or scale a new channel: partners, affiliates, outbound, vertical-specific GTM, etc.

• Design experiments, messaging, and basic playbooks, then iterate based on data.

• Act as an “internal founder” for key initiatives

• Own 0 → 1 projects from concept to execution: market research, planning, execution, measurement.

• Coordinate across Sales, Marketing, Product, and Customer Success to get them over the line.

• Burn the midnight oil on execution

• Prospect and engage prospects or partners via email, LinkedIn, and calls.

• Build enablement materials: 1-pagers, decks, SOPs, onboarding flows.

• Write landing pages, emails, and basic marketing copy when needed.

• Build systems, not just projects

• Turn successful experiments into processes, workflows, and dashboards.

• Document what works so it can be handed off to a team or future hire.

• Do whatever helps us win

• One week you might be analyzing Stripe data and building a cohort report;

• The next, jumping on calls with enterprise prospects;

• The next, helping refine product positioning for a new vertical.

If you’re looking for a tidy, narrowly-defined job… this isn’t it.

If you want to be the person who figures it out and makes it work, you’ll be very happy here.

What Success Looks Like (First 90 Days)

In your first few months, we’ll know you’re winning if:

• You’ve taken at least one major initiative from idea to live experiment (e.g., a new channel, playbook, or vertical GTM) with measurable results.

• You’ve built repeatable systems around at least one successful experiment (workflows, templates, dashboards).

• You’re a trusted “go-to” operator for the CEO and leadership team on hairy, cross-functional problems.

• You’ve developed a strong point of view on where CustomGPT should focus next — and you’re pushing those ideas forward with data, not just opinions.

Over time, this role can grow into owning a function (e.g., Partnerships, Growth, Ops, or a new business line) depending on your strengths and where you deliver outsized impact.

Who You Are

Must-Haves

• 2–5 years of experience in a high-ownership environment:

• Early-stage startup, consulting, banking, product/ops, or

• You’ve founded or seriously built something yourself (startup, side project, non-profit, etc.).

• Founder mentality: you’re scrappy, biased to action, and comfortable with ambiguity. You don’t wait to be told what to do; you propose and ship.

• Shape-shifter energy: you’re happy to jump between strategy and execution, from building a model in Excel to writing a cold email campaign to jumping on a customer call.

• Strong writing & communication skills: you can write clear emails, docs, and decks that move people to act.

• Analytical & data-comfortable: you can pull numbers, build models in spreadsheets, and make decisions based on data.

• High standards & ownership: you care about the details, honor your commitments, and treat the business like it’s yours.

Nice-to-Haves

• You’ve been a founder, early employee, or first hire on a new initiative.

• Strong academic background (e.g., top-tier school or standout performance) — but we care more about proof you’ve built things than logos.

• Experience with AI, SaaS, or B2B software.

Job Details

• Location: Needham, MA (on-site).

• We’re building a tight, fast-moving team — this role is in-person only.

• We are not able to sponsor visas for this role at this time.

• Start Date: ASAP (we’ll move fast for the right person).

• Compensation: $75,000 to $90,000 + performance-based bonus + meaningful undiluted equity (no VC dilution), commensurate with experience.

• Benefits: Health insurance, PTO, and a culture that values learning, ownership, and winning together.