About Dupple

Dupple is a bootstrapped tech media company. We operate a network of niche newsletters across AI, cybersecurity, DevOps, finance, and marketing, reaching hundreds of thousands of decision-makers. Our brands include Techpresso, Devshot, Cyberpresso, Finpresso, Marketingshot, and Toolradar.

Our revenue comes from newsletter sponsorships that connect B2B tech companies with the audiences they want to reach. We are small, profitable, and fully remote. We move fast, ship often, and use AI across everything we do.

The Role

You will own the complete sales cycle for newsletter sponsorships, from prospecting to close. This is a full-cycle seat: you find advertisers, run the pitch, negotiate, and sign the deal. You also convert one-time advertisers into ongoing partnerships by keeping deals moving and staying close to the accounts you win.

You keep momentum on every deal and use AI tools to work faster at each step.

What You Will Do

Own deals end to end: Prospect, pitch, negotiate, and close newsletter sponsorships
Convert advertisers into partners: Turn one-time buyers into recurring sponsors
Keep deals moving: Hold momentum across the pipeline and step in when an opportunity needs it
Sell to SaaS buyers: Understand how B2B and SaaS marketing teams evaluate and buy
Use AI to move faster: Lean on AI tools to research, personalize, and follow up at scale
Build the playbook: Set up the processes and sequences that make the motion repeatable

What We Are Looking For

2 to 5 years of B2B sales experience, ideally in media or sponsorships
A track record of closing deals and carrying them to signature
A working understanding of SaaS buyer behavior
The judgment to recognize when a deal needs intervention
A self-starter who acts without waiting for perfect information

Not a Good Fit If

You need detailed instructions to get going
You want extensive oversight and hand-holding
You expect a structured sales infrastructure already in place
You prefer following templates over building your own process

The Environment

Small team, high autonomy: Your work directly drives revenue
Direct access: Work close to the decision-makers, with no layers in between
Build, do not inherit: Set up the process rather than follow someone else's template
AI-native: Use the latest tools and move faster than you could anywhere else

Compensation & Location

$100,000 OTE with a 30/70 base-to-incentive split. Open to candidates in US or Western EU timezones, fully remote.

Account Executive