Why This Job is Featured on The SaaS Jobs
Field sales roles are less common in SaaS listings, which is why this one stands out. It reflects a go to market approach that still relies on in person acquisition and local territory coverage, using digital sign up tools to convert interest immediately. For SaaS professionals, it is a useful reminder that not every subscription business grows purely through inbound or inside sales, especially when customer awareness is built face to face.
From a career perspective, the role builds core SaaS revenue skills in their most direct form: structured outreach, qualification in real time, and disciplined tracking against activity and conversion metrics. Working across door to door routes, street activations, and community events also develops a practical understanding of how messaging and positioning land with prospects outside of controlled sales environments, a perspective that transfers well into broader sales and growth roles.
This role suits someone who prefers autonomy and clear performance feedback, and who learns best through repetition and real customer conversations. It can fit an early sales career stage or a transition from retail, hospitality, or events into subscription selling, particularly for professionals comfortable spending most working hours in the field across Connecticut.
The section above is editorial commentary from The SaaS Jobs, provided to help SaaS professionals understand the role in a broader industry context.
Job Description
- Location: Connecticut
- Schedule: primarily door-to-door during the week with some weekend events and street activations
- Employment type: W2 employee. This is a commission-only role.
- Compensation: Our reps typically earn around $1,200 per week, with top performers earning $2,400 per week or more. No cap on earnings. The more you sell, the more you make. Paid weekly by direct deposit.
About the role
Modern Milkman is looking for field sales reps to join our Connecticut team. We deliver farm-fresh milk, dairy, and everyday essentials straight to people's doors, sourced from local farms including Oakridge Dairy in Ellington, CT. You'll be the face of the brand on the ground, winning new customers and introducing them to a better way to get groceries.
This role is predominantly door-to-door. Most of your time is spent on foot in neighborhoods across Connecticut, having real conversations on the doorstep and turning interest into sign-ups. You'll also represent us at weekend events like farmers markets, fairs, and community gatherings, and run street sales where it makes sense. Your earnings are tied directly to your results.
Key responsibilities
- Knock doors across Connecticut neighborhoods, starting genuine conversations about The Modern Milkman and what we deliver
- Build relationships and sign up new customers on the spot using our digital tools
- Represent the brand professionally and warmly at events and street activations alongside your door-to-door work
- Set up and break down the stand, displays, and signage when working events
- Capture leads, contact information, and feedback for the team to follow up
- Take ownership of your own targets and KPIs to grow your earnings
- Hit weekly sign-up targets and contribute to territory growth
- Look after your branded uniform, equipment, and kit, and return everything in good condition
- Communicate clearly with your manager about results, learnings, and anything you're seeing in the field
What we're looking for
- Strong communication skills and a warm, confident manner with the public
- Self-motivated and comfortable working independently and managing your own performance
- Resilient and able to handle rejection. Not every door says yes, and the best reps keep going
- Happy to be out and about on foot every day, in all weather
- Valid US driver's license and access to a reliable vehicle. Travel between neighborhoods and events across Connecticut is essential
- Full availability across the week, including some weekends for events
- Right to work in the United States
- Sales, events, hospitality, retail, or community engagement experience is a plus but not required. We'll train and support you
What makes you stand out
- An entrepreneurial mindset and the drive to work hard and earn more
- You enjoy connecting with people and getting them excited about what we do
- You're hungry to hit targets and progress quickly into higher earning tiers
- You care about supporting local farmers and a more sustainable way to shop
What success looks like
- Consistent activity in the field, day in and day out
- Strong sign-up volume each week, hitting or beating territory targets
- Positive, professional representation of Modern Milkman in every conversation
- Reliable communication with your manager and the wider team
- Care for company property and uniform, returned in good condition
What we offer
- W2 employment with weekly pay by direct deposit
- Access to company health insurance
- Paid training
- Branded uniform and equipment provided
- Real room to grow your earnings as you hit consistent targets
