Suggestion Ox
We’re hiring

Account Executive, Outbound (Contract)

Remote (US) · 1099 contract, path to full-time · Retainer plus uncapped commission

About Suggestion Ox

Suggestion Ox helps organizations hear what their people won’t say out loud. HR, compliance and leadership teams use it to listen, respond, and mitigate risk. Employees use it to share ideas, raise concerns and report misconduct anonymously.

Current customers find us through search and word of mouth. As our first dedicated outbound seller, you won’t be inheriting pre-built templates or heavy outbound tooling. You’ll have high agency to build the outbound motion and playbook from scratch, with a high comfort for ambiguity and working closely with the founders. We have a fast-moving sales cycle with strong deal economics, and we want to continue driving higher contract value as we scale outbound.

The role

You’ll sell to compliance, HR and people leaders at organizations with 200 to 2,000 employees, starting in healthcare, manufacturing and financial services, and then finding other prime markets. You own each deal from first contact to signed contract, while designing and iterating on our cold outreach playbook. You’ll work closely with and report directly to our CEO.

  • Build your own target lists and reach decision-makers by phone, email, and LinkedIn.
  • Run discovery, demos and pricing conversations, including demos for qualified inbound leads.
  • Find out the budget, decision process and timing early, and drop deals that aren’t real.
  • Log your activity and next steps in our CRM the same day, with deal values based on actual pricing conversations.
  • Tell us which objections, competitors and messages you’re hearing about, so we can sharpen how we sell.

What you can earn

You’ll receive a monthly retainer of $4,000 to $8,000 plus tiered commission on new annual recurring revenue (ARR) you close. The commission structure rewards high performers with increasing rates as you hit milestones. Commission is uncapped and paid quarterly, offering strong earning potential for driven sellers.

After six months of hitting your targets, we’ll discuss converting to a full-time role with competitive base salary and benefits, as well as the opportunity to help build and lead the sales team.

How we work

We’re a small, fully remote team. We trust people from day one, share numbers and decisions with everyone, and pass on bad news as quickly as good news. You don’t get credit for looking busy. You get credit for the meetings you book, the deals you move forward and the customers you win. Nobody has a “lane.” You participate in strategy, messaging, and product decisions.

What you bring

  • A track record closing mid-market B2B software deals with multi-week sales cycles, including deals you found through outbound yourself.
  • Emails that get replies, and the confidence to talk with a compliance officer or a CEO.
  • The habit of logging your own activity in a CRM (Pipedrive is a plus) and a qualification method you actually use, such as BANT or MEDDIC.
  • Radical candor. You’re able to say and hear the hard things.
  • Nice to have: experience selling to HR, compliance, legal or risk buyers.

How to apply

Send your resume and a short note covering:

  1. A deal you found and closed yourself in the last 12 to 18 months: who the buyer was, how you found them, how long it took and what it was worth.
  2. Your quota and attainment for the last two years.
  3. The first cold email you’d send to a VP of Compliance at a 1,000-employee hospital system, pitching Suggestion Ox.

We review applications as they come in and are interviewing now, so there’s no need to wait. Finalists will do a short mock discovery call and give us two references, including a former manager.