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For any founder, particularly technical founders who are closer to the code than non-technical founders, hiring the first Product Manager is risky business. It’s usually prompted by the Founder or engineering leader declaring:

  • “I’m too busy fundraising, hiring, and/or fill in the blank, to manage the product too. I’m worried that the product will suffer for it. Let’s hire someone.” Or,
  • “I’m worried that we’re building a snowflake product for every customer. Will my product scale?” Or at larger companies,
  • “Sales is saying we will win accounts if only engineering can build faster, but engineering is saying that sales is asking the impossible. There has to be a way forward here, maybe we need someone to champion our priorities.”

Unless there is absolutely no product experience whatsoever in the founding leadership team, it is unlikely that a VP of Product is necessary at this stage. Nonetheless, product is a role that is central to the life-blood of the company because it is responsible for so many decisions. These product decisions are foundational to the company going forward and not so easily reversed. And so, one of the trickiest parts about the first PM hire is trust with the founding team. This trust is essential to setting up your first PM hire for success. An important question to ask then, is whether the founding team is ready to have its product beliefs confronted by this hire?

Depending on your answer, there are commonly two ways to go about this hire:

Path #1: Hire a junior whose main function is to funnel data on the voice of the customer (VoC), maybe alleviate project management loads and help product marketing streamline the conversion funnel. The founder will primarily drive the product strategy here, and the junior PM is unlikely to set roadmaps, nor will he rally the troops on the product vision. But he will set up the analytics pipeline, gather VoC insights and make recommendations, collaborate with engineering on sprints, and get product out the door.

This path requires ongoing mentorship from an internal leader who has PM experience, or the mentorship services of an experienced outside PM. But, if the business direction requires little adjustment, and execution is the focus, then this path can be very beneficial with minimal disruption. This junior PM will grow over time to handle the company’s strategic needs, but this path is unlikely to fully address issues such as snowflake-product or product priorities in the near term.

Path #2: Hire a senior who will bring in her own opinions on the product strategy. On this path, the founders need to be willing to spar on the tough questions she will inevitably bring up about the business. In fact, if no arm-wrestling ensues you might not have a formidable enough partnership.

This senior is likely to have 3–8 years of experience as a PM who has ideally built product for a similar customer audience. This PM will set roadmaps and rally the troops, and she will almost certainly do it differently than the founder(s). Her arrival will disrupt the balance in the leadership team, sending the team back to the storming stage before re-emerging in the performing stage a few months down the road. It is essential that this PM has a seat at the leadership table in order to be effective. The ideas she brings in may well take the business down a different direction.

This PM requires mentorship during the ramp, but then takes the reins and runs with it, accelerating the team’s performance. While this PM can benefit any team, this path is only successful if the founding team is ready to be challenged on the product strategy. That’s because path #1 can be pursued at a lower cost, in terms of dollars and disruption, but at a higher cost of mentorship. 

OK I know my path, so what PM characteristics should I look for?

For any PM hire, I recommend five basic attributes: passion, smarts, judgment, communication, and empathy. I wrote about these attributes in detail in this post. The rest depends on whether path #1 or path #2 from above is being pursued. Path #1 will require an execution focused go-getter who is good with details. Path #2 will require a bigger picture thinker and problem solver, who is complimentary in personality traits to the rest of the leadership team.

But where do I find the PM candidates?

There are many PM communities now where PMs hang out. Posting in those communities can be helpful. Women in Product (Slack channel), Products that Count (email list), (forum), Mind the Product (event).

Who should the first PM report to?

If you’re pursuing path #1 and hiring a junior, then whichever leader is currently holding the reins on Product, typically CTO or CEO.

If you’re pursuing path #2 and hiring a senior, then CEO, always. And be sure to give this person a seat at the leadership table. Keep in mind though, that as you scale and hire more PMs to take the reins, your first PM hire may stop reporting to the CEO and lose this seat at the leadership table. Anticipate this change and do what you need today to enable that transition later.

What about team structures — what’s a good ratio between PM’s and Engineers?

For a product with front-end and back-end, I’ve seen successful team ratios as high as 1 PM to 1 Designer to 7 Engineers. That often includes development, ops and test engineers. For a product with mostly backend, such as those with an API interface, I’ve seen ratios as high as 1 PM to 0.2 Designer to 12 Engineers. This last ratio assumes that the engineers are writing technical specifications as well.

At what point does it make sense to bring on additional PMs? What makes these hires different from your first PM — are there distinct characteristics you’re looking for in these additional PM hires?

I explore these questions and more in the next article, which focuses specifically on growing your PM org from 1 to 5 Product Managers.

For further reading, check out:


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This post was written by Connie Kwan (CEO of Product Maestro, and Mentor in the Founder Institute Silicon Valley chapter), and was originally published at  

Connie Kwan is a Storyteller and Product Executive with 15-years in Product Management. She's led teams and shipped products at Atlassian, Microsoft, SunPower, Cypress and startups such as Carrot, and Sourcemap. Her company Product Maestro leverages theatre techniques to help growth stage companies craft and deliver powerful stories about their products. Twitter: @productmaestros

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