Business Development Representative Intern 
Sidekick (YC S26) AI automation start-upremote
Sidekick (YC S26) AI automation start-upremote Finding the first leads for a YC startup.
11
qualified meetings generated for the AEs
~300
B2B leads sourced over three months
~4%
meeting rate from targeted outbound
problem
An early-stage AI automation start-up needed B2B clients for its AI-powered SMS assistant, across manufacturing, auto dealership and retail.
what I did
- Ran targeted outbound for Sidekick's AI-powered SMS assistant, sourcing ~300 B2B leads over three months.
- Prospected across manufacturing, auto dealership and retail, tailoring messaging to each segment's operational pain points and ROI drivers.
- Ran multi-touch follow-up across email, LinkedIn and phone to re-engage cold and stalled leads, then handed qualified opportunities to the AEs with full context.
11 qualified meetings
Generated for the AEs from ~300 sourced leads in three months.
skills used pipeline generationcold outreach and multi-touch sequencingdiscovery and lead qualificationvalue and ROI-based messaging