Description
This is a rare opportunity to skip 5 years of corporate ladder climbing, hop into a startup, and make high-impact, founder-level decisions from day 1. We are looking for a hungry, motivated, and figure-it-out type of person to join the rocket ship. See key profile we’re looking for at the end of the JD.
As a Chief of Staff, you’ll lead GROWTH and some PRODUCT initiatives working closely with the CEO.
Our CEO is an ex Bain consultant + Head of Sales / Growth at 2 different YC startups before. He has scaled businesses from 0 to $1 billion in the past, and is looking to work with a Chief of Staff to do it again.
We are looking for a DETAIL-ORIENTED person so this is our poison pill in all caps:
DO NOT apply directly via this job posting. Those who click apply will be disqualified. Instead, email shan+CoS@breadd.ai with your linkedin profile url + a few lines of why you’re interested. Do not write these few lines with AI, we can tell. Literally 3 lines will do. Please sound human.
What is a Chief of Staff?
- Think of this role as a COO-in-training
- A COO is responsible for executing strategies and delivering results independently
- A COO-in-training (Chief of Staff) does that with direct guidance from the CEO
Who we sell to
- Freight brokers who keep America moving (THANK YOU)
What we do
- Sell them a sales tool
- Make their lives less miserable – by making sales much easier – with a tool that actually works
- Not self-proclaimed worked – ACTUALLY works – read our customer reviews on breadd.ai
What this person does
- Work directly with the cofounders to experiment, execute, and scale growth.
- e.g.
- Nerd out on how to sell freight in any market
- Create content from winning sales playbooks (posts, newsletters, videos, podcasts, etc.)
- Distribute content across different channels (linkedin, reddit, email, search, partnership, etc.)
- Capture engaged audience into targeted funnel and convert into new sign-ups
- Redesign our entire onboarding + product UX for easy conversion
- Redesign and optimize our pricing and trial program for easy conversion
- Tell us what other experiments to run to grow
- And more
Depending on this person’s interest and skillset, actual job focus could lean closer to MARKETING or SALES or PRODUCT DESIGN.
We’re looking for someone…
- Young and hungry, old and hungry, or just HUNGRY
- Motivated and not yet jaded at work / in life
- Someone who SPIKES in growth & sales OR product design
- Who likes to nerd out about cracking the formula behind sales playbooks
- Who likes to write and is not shy to get his or her voice out there
- Who appreciates the impact of follow up in sales
- Who is a generalist and can, WILL figure it out
- Hands on and understand that execution is what gets it done
- Based in US / Canada (with strong preference to those in person based in Montreal – mention this in your msg)
This is for you if you are:
- HUNGRY
- A broker sales rep / agent who wants to jump to a startup and talk to brokers all day for a living
- A junior sales / marketing / growth person feeling trapped and want to do bigger things
- A senior sales / marketing / growth person who’s not afraid to get their hands dirty
- A consulting associate who skews towards doing more than thinking
- A product designer who wants to move closer to customers & own the growth impact directly
- A content creator who is ready to get obsessed with US trucking and freight
- A new grad who’s impatient to wait your turn and ready to prove your worth
- A dropout
- An ex-founder
Why you shouldn’t apply
- Startup is inherently risky
- It’ll be very fast pace and intense
- There’s a lot to learn and figure out, often on your own
- And more…
We care about finding the right person and then fitting the role to him/her. So please don’t be shy to ping us and we’d love to have a conversation.
Remember the poison pill and do not click apply.





