We’re hiring · 6 open roles

Help contractors win back their time

DripJobs is the all-in-one CRM trusted by 2,500+ painting and home service contractors across the US and Canada. We’re a fully remote team, we’re growing, and we’re looking for people who want to do the best work of their careers helping the trades.

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Built by a contractor

Our founder ran a $1.5M painting company before building DripJobs. We know our customers because we’ve been our customers.

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Bootstrapped and fully remote

No outside investors, and a fully remote team around the world. We grow by making customers successful, and every person on the team has a real impact on that.

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People before profit

We treat customers like people, not tickets or deals, and we treat each other the same way.

Open roles

Click a role to see the details, then apply below.

SalesSales Development Representative (SDR)Full-time · Remote

Full-time, remote Sales Development Representative. Your one job: book 15+ high-quality demos a month on our Senior Account Executive’s calendar. This is a quality-over-quantity role. A demo only counts when the right decision maker shows up. You’ll make around 50 consistent outbound calls a day, working lists we provide and leads you find yourself.

What you’ll do

  • Make 50+ outbound calls a day in Close CRM to contractors from event lists, Facebook groups, map searches, and self-sourced leads
  • Prospect on Facebook, Instagram, LinkedIn, Alignable, and more
  • Qualify every demo: the decision maker (or a strong influencer) is on the call, and the business fits our industries: painting, concrete/flooring, foundation repair, asphalt/paving, gutters, deck/fence, exterior services, cabinet refinishing, junk removal, and pool installation
  • Log each demo in your Close Smart View with company, website, contact name, phone, email, and notes for the AE
  • Confirm booked demos so they show up, which can mean confirming with the prospect several times before the call with the AE

What we’re looking for

  • Fluent, clear spoken English. You’ll be calling US and Canadian business owners all day
  • 3+ years of quality-focused outbound: booking and confirming demos
  • Comfortable with rejection and steady daily volume
  • Organized in a CRM; experience with Close is a plus
  • Outbound experience at scale is a plus
  • Reliable high-speed internet, a quality headset, and a quiet workspace
SalesAccount Executive (AE)

You run live demos for contractors, show them how DripJobs fits the way they work, and help them choose the right plan. You close by understanding the business, not by pushing.

What you’ll do

  • Run consultative product demos for painting and home service contractors
  • Build a plan around each prospect’s needs, including add-ons and extra users
  • Manage your pipeline and follow-ups through to a closed deal
  • Hand new customers off to onboarding with clear notes so they start strong

What we’re looking for

  • A track record of closing in a sales role, ideally SaaS or the trades
  • You can explain software in plain language to busy business owners
  • You’re honest about what the product does and doesn’t do
  • You’re disciplined about pipeline hygiene and follow-up
SupportCustomer Support Representative

You help contractors get unstuck. When someone has a question about proposals, drips, invoicing, or anything else in DripJobs, you’re the person who gets them a clear answer fast.

What you’ll do

  • Answer customer questions through live chat and email
  • Troubleshoot issues, reproduce bugs, and escalate them clearly to the product team
  • Walk customers through features so they get more out of DripJobs
  • Help keep our help center articles accurate and up to date

What we’re looking for

  • Patient, friendly, and clear in writing
  • You enjoy figuring out how software works
  • You take ownership of a problem until it’s solved
  • Previous customer support or SaaS experience is a plus
SupportCustomer Support Manager

You lead the team that keeps 2,500+ contractors happy. You set the standard for how we support customers, and you build the processes that let us keep that standard as we grow.

What you’ll do

  • Hire, coach, and lead the customer support team
  • Set and track goals for response time, resolution, and customer satisfaction
  • Own escalations and turn recurring issues into fixes with the product team
  • Build out the help center, saved replies, and internal playbooks

What we’re looking for

  • Experience leading a support or customer success team, ideally in SaaS
  • You use data to find problems and measure improvements
  • You stay calm with frustrated customers and coach your team to do the same
  • You write clear, simple documentation
EngineeringDevelopment QA

You make sure what we ship works for the contractors who rely on it every day. You test new features before they go out and catch problems before customers do.

What you’ll do

  • Test new features and releases across our web app and mobile app
  • Write and maintain test cases and regression checklists
  • Reproduce reported bugs and document them clearly for developers
  • Work with engineering and support to verify fixes before release

What we’re looking for

  • Experience in software QA or testing
  • Very detail-oriented, with clear, reproducible bug reports
  • Comfortable with bug trackers and testing tools
  • Experience with test automation is a plus
PartnershipsPartnership Assistant

You help us grow through the companies and communities contractors already trust. You keep our partner relationships organized and our partner programs running smoothly.

What you’ll do

  • Coordinate with partners on co-marketing, webinars, and referral programs
  • Help organize trade shows and industry events
  • Track partner referrals and keep partner records up to date
  • Prepare partner materials and follow up on open items

What we’re looking for

  • Highly organized, with strong follow-through
  • Friendly and professional in writing and on the phone
  • Comfortable juggling several projects and deadlines
  • Interest in the trades or the home service industry

Apply to DripJobs

Tell us a bit about yourself and attach your resume. We review every application.

DripJobs is an equal opportunity employer. We welcome applicants of every background and do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other protected characteristic.