Pros
Rippling has a genuinely fantastic team. The people are hardworking, supportive, and really do their best despite the challenges. There’s strong potential for the product to fill a genuine gap in the mid-market to small enterprise space once they sort out resourcing and product issues The product itself is genuinely impressive. It covers a broad scope and enjoyable to learn. The role offers the chance to work with a diverse range of stakeholders, build deep product knowledge, and navigate an interesting and challenging sales cycle
Cons
I don’t see Rippling ever being competitive in the SMB segment any time soon. It doesn’t feel like Rippling really understands the needs of Australian small businesses or how they’re structured. The market is already crowded with software companies that not only get the needs of Aussie businesses but also absolutely nail their value propositions. A big watch-out for SDRs considering this role: if you’re hoping to move up to an AE position within one or two years, this could be a bit of a trap. Given Rippling’s limited product-market fit in the SMB space, the path to promotion simply isn’t there. There are some seriously great people, and everyone’s doing their best. But, with how hard the role is, the culture just isn’t where it could be yet. The high pressure and constant hurdles mean everyone’s pretty stressed, which makes it hard for a strong culture to shine through