Jack & Jill
Sales Development Representative (£40k + Equity) at Milo
How your CV stacks up
Upload your CV to see how well it fits this job role
?%
This is a job that Jill, our AI Recruiter, is recruiting for on behalf of one of our customers.
She will pick the best candidates from Jack's network.
The next step is to speak to Jack.
Job Title
Sales Development Representative
Salary
£40k + Equity
Company Description
Milo.ai is an early-stage London AI startup building an AI analyst that empowers product teams to query databases in plain English. By eliminating the need for SQL and complex dashboards, Milo.ai helps non-technical users get instant answers, preventing business decisions from being based on guesswork or delayed by analytics bottlenecks.
Job Description
As a Sales Development Representative at Milo.ai, you will drive growth by building a high-quality outbound pipeline through phone-first prospecting. Working directly alongside the Head of Sales and CEO, you will master a specific sales methodology and use tools like Salesfinity and Apollo to engage prospects, qualifying opportunities that directly impact company revenue and expansion.
Location
London, UK
Why this role is remarkable
- Receive daily, hands-on coaching and live feedback from the Head of Sales, bypassing generic playbooks for real-world skill development while sitting in our Central London office.
- Join an early-stage AI startup with direct access to leadership and a clear 12-month path to becoming an Account Executive for high performers who want to be closers.
- Secure a generous package including a £40k base, uncapped commission with a realistic £55k+ OTE, and 0.5% equity in a high-growth product category.
Reasons to use Rodeo
Start with a chat, not a search bar
Grad scheme, placement, apprenticeship? Not sure what you want yet — that's fine. Your agent talks it through with you and turns "I have no idea" into a shortlist.
It searches the market for you
Every day your agent scans the market matching roles against what actually matters to you, not just keywords on a CV.
Only hits
No noise. No "maybe this fits." Just roles with a clear explanation of why they're right — and where to focus when applying.
What You Will Do
- Execute high-volume outbound prospecting via phone, LinkedIn, and personalized video outreach using Salesfinity, Apollo, and Vidyard to target high-priority accounts.
- Manage and update the HubSpot CRM with meticulous detail, qualifying inbound leads and booking discovery calls that translate directly into closed revenue.
- Collaborate on messaging strategies and help create sales enablement content like competitor comparisons and use-case videos to improve conversion rates.
The ideal candidate
- Brings 1-2 years of B2B sales or customer-facing experience with a proven track record of resilience and a hunger to thrive in a high-challenge environment.
- Demonstrates exceptional communication skills and a high level of comfort with phone-first prospecting, showing a coachable mindset and openness to direct feedback.
- Possesses a genuine interest in the data/analytics space and is ready to work from our office near Monument, London, 5 days per week.
Who are Jack & Jill?
Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
Get help with your application
Your very own career expert that helps elevate your application to the next level.
And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
How does this work?
- Jack's an AI agent for job searching and career coaching. He works for you.
- Jill is the AI recruiter working for the company. She recruits from Jack's network.
- If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.
We never post fake jobs
This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network.
Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description.
We appreciate this can make them look a bit suspect, but there isn't much we can do about it.
Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.
“It took my CV and asked me questions relevant to understanding what kind of jobs to suggest for me. Suggestions were almost perfect. Jobs were exactly what I’ve been looking for.”
Jessica, London
Skills
Location