Lessons from one of the world’s top executive recruiters | Lauren Ipsen (Daversa Partners, General Catalyst)

Nov 3, 2022 Episode Page ↗
Overview

Lauren Ipsen, a top product recruiter, shares tactical advice for founders on hiring senior product leaders, product managers on career growth, and recruiters on attracting talent. The discussion covers market pulse, relationship building, and common hiring mistakes.

At a Glance
30 Insights
1h 8m Duration
19 Topics
3 Concepts

Deep Dive Analysis

Lauren Ipsen's Career Journey and Executive Search Background

Why Top Recruiters are Moving to VC Funds

Founders' Biggest Mistakes When Hiring First Senior Product Leader

Defining the Right Product Leader for a Specific Role

Common Archetypes of Product Leaders

Understanding Startup Product Titles: Head of, VP, CPO

Proactive Networking for Future Senior Hires

Effective Time Management for Hiring and Talent Sourcing

Leveraging Your Network vs. LinkedIn for Top Talent

Market Mapping and Identifying High-Performing Companies

Lauren's Most Memorable Executive Placement

Product Leaders: Importance of Diverse Experience for Career Growth

Balancing Company Loyalty and Career Advancement

Strategies for Effective Reference Checks

Resume Red Flags and the Importance of Honesty

Interview Tips for Product Managers

Career Planning: Goals vs. Adaptability for Product Leaders

Common Mistakes Recruiters Make and How to Build Trust

When and How to Choose an Executive Recruiter

Logo Collecting

This refers to the practice of frequently changing jobs to accumulate big-name company logos on a resume, often without staying long enough to make a meaningful impact. While it might look good on paper, it can be a red flag to recruiters who look for sustained impact and commitment.

Market Mapping

This is a strategic process used in recruiting to identify the best companies within a specific industry or area. It serves as a starting point to then delve deeper and identify the top-performing individuals within those organizations, rather than just relying on brand reputation.

Backchannel References

These are references obtained by a recruiter or hiring manager from individuals who have worked with a candidate but were not formally provided by the candidate. They are considered a more reliable source of truth than provided references, offering an unfiltered perspective on a candidate's performance and impact.

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What is the biggest mistake founders make when hiring their first senior product leader?

Founders often make the mistake of being distracted by 'shiny objects' or big names from large companies, who may be too far removed from the day-to-day work required at an early-stage startup. Instead, they should seek someone closer to the work who can operate as a senior PM while also building from a leadership perspective.

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How should founders approach defining the product leader role they need to hire?

Founders should work backward from the desired outcome, determining where the product leader should specialize (e.g., design, core product, growth, monetization) and what their mandate will be. They need to be incredibly granular about what the person will do in the first 90 days, one year, and two years, rather than just hiring a 'head of product' because they feel they need one.

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What are the common archetypes of product leaders?

Product leaders typically fall into three main buckets: platform/infrastructure-focused, core/consumer product-focused (which can include UX/design), and specialists hyper-focused on areas like growth or monetization.

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How should startups think about product job titles like Head of Product, VP of Product, or CPO?

Early-stage startups are often title-agnostic or 'allergic' to C-level or VP titles, using 'Head of' more frequently up to Series C or D. For the most part, 'Head of Product,' 'VP of Product,' and 'CPO' can mean the same thing depending on the stage, representing the most senior product leader, but founders should avoid over-promising C-level titles too early to prevent potential demotions later.

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What should founders do proactively if they plan to hire a senior product leader in the future?

Founders should always keep a pulse on the market, understanding which companies and individuals are thriving. They should chat with 'good looks like' candidates without an immediate agenda, building rapport and trust, and potentially involving them in an advising capacity to stay close to great talent for future needs.

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How can product leaders give themselves the most career opportunities?

Product leaders should focus on gaining breadth of experience by touching many different components of product (e.g., platform, user-facing, internal tools) rather than specializing too early. They should also diversify their experience by working at entrepreneurial ventures and more established companies to gain different skill sets and best practices.

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How long should a product leader stay at a company?

While 'logo collecting' (frequently jumping companies) is generally a red flag, staying too long at a declining company can also be detrimental. The key is to stay long enough to make a meaningful impact that others can speak to, leaving the place better than you found it, and being able to articulate why you moved on.

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What are effective ways to conduct reference checks?

When conducting reference checks, especially with provided references, it's crucial to dig deep beyond standard positive feedback. Ask hard questions like 'Why would I not hire this person?' or 'What are their biggest weaknesses?' and probe further if generic answers are given. Also, ask if the reference would hire or report to the candidate again, and pay attention to any pauses or hesitations.

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What are common resume red flags for product leaders?

A recurring pattern of short stints (less than a year) at multiple companies is a red flag, though a single short stint might be explainable by market conditions. Another red flag is dishonesty, such as omitting short tenures or misrepresenting titles, as recruiters value transparency and the ability to honestly tell one's career story.

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What are key tips for product managers during the interview process?

Product managers should avoid blaming engineering or other teams for missed deadlines or product issues, instead taking a holistic view. They should be honest and authentic about their strengths and weaknesses, and practice telling their career story, articulating their impact and why they were a valuable asset to previous organizations.

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When should a founder engage with an executive recruiter?

Engaging with recruiters proactively is always beneficial, even informally for advice. Venture firms often provide talent support to their portfolio companies. Typically, Series B (or Series A depending on check size) is a good time to bring in a firm to help hire key big players, as companies at this stage are well-positioned to do so.

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What should founders look for when choosing an executive recruiter?

Founders should provide their hiring direction and then ask the recruiter to recite it back to ensure they've listened and understood. They should also ask for immediate candidate ideas to gauge the recruiter's network and calibration. This helps determine if the recruiter is someone they can effectively calibrate with and who can show their work beyond just a deck of past searches.

1. Maintain Market Pulse

Continuously monitor the market to understand which companies are thriving and which individuals are building great things, whether you’re hiring or seeking opportunities, to always know “what good looks like.”

2. Proactive Talent Engagement

Founders should proactively chat with high-caliber individuals to understand benchmark profiles, staying close to great people and involving them in an advising capacity or product involvement before a specific hiring need arises.

3. Clarify Role Mandate

Before hiring, founders must get granular about the specific outcomes and mandate for the role, defining what success looks like for the individual in 90 days, a year, and two years, rather than hiring just to fill a title.

4. Hire for Specific Fit

Focus on identifying the candidate who is the best fit for the specific role and current stage of the company, rather than simply pursuing the “best talent in the world” who may not align with immediate needs.

5. Don’t Chase Big Names

Founders should avoid being distracted by big names from large companies, as these individuals may be too far removed from hands-on work and not suitable for early-stage companies with limited resources that need executors.

6. Cultivate Career Breadth

To maximize future opportunities, especially for product leadership roles, focus on gaining broad experience across many different product components rather than specializing in just one area.

7. Network Continuously

Always maintain a pulse on the market and build your network, even when content in your current role, to ensure you have options and can be selective about future opportunities.

8. Deliver Tangible Impact

Ensure you make a clear, tangible impact that you can point to and be proud of, as recruiters look for specific accomplishments and “fingerprints” on products, not just short stints.

9. Ensure Visible Impact

Beyond making an impact, ensure your contributions are recognized and can be spoken to by cross-functional leaders and your team, as this provides a strong “stamp of approval” for your accomplishments.

10. Depart Gracefully

Always strive to leave a company better than you found it and as seamlessly as possible, regardless of circumstances, because the tech world is small and positive references are crucial.

11. Impactful Hiring Focus

When actively hiring, dedicate significant, concrete time, focusing on impactful actions like leveraging a strong pre-built network for referrals rather than blindly cold-messaging on LinkedIn, to differentiate your approach and find top talent.

12. Utilize Trusted Referrals

Tap into a strong, trusted network of industry leaders for high-quality referrals and introductions, as this ensures quality and saves time compared to cold outreach and blind reference checks.

13. Probing Reference Questions

When conducting reference calls, ask hard, specific questions like “Why would I not hire this person?” or “Would you hire them again?” to uncover genuine weaknesses and potential red flags, looking for any hesitation in their answers.

14. Master Your Career Story

Regularly practice articulating your career story, including your accomplishments, impact, and reasons for transitions, so you can naturally and effectively communicate your value in interviews.

15. Recruit with Empathy

Recruiters must treat candidates as human beings, building genuine, long-term relationships and trust by showing care for their career and life beyond work, rather than viewing them as commodities.

16. Data-Driven Conflict Resolution

As a product leader, navigate disagreements and make changes by presenting data-backed arguments rather than emotional ones, which allows for impactful decisions without alienating colleagues.

17. Prioritize Career Longevity

While loyalty is good, avoid staying at a company too long if it’s clearly declining; be selfish about your long-term career, working hard while remaining open to new opportunities.

18. Show Resilience

Avoid leaving a company as soon as challenges arise, as demonstrating resilience and commitment through difficult periods (e.g., internal disputes, market volatility) is a valued trait in the startup and tech world.

19. Value Impact Over Title

Don’t let fancy titles or company valuations derail you from a role where you are making an impact, learning, and growing, as true fulfillment comes from meaningful work, not just a prestigious title.

20. Resume Honesty

Always be honest and transparent on your resume about all past roles, even short ones, as omitting them can be a bigger red flag than addressing them directly and explaining the circumstances.

21. Accurate Employment Dates

Ensure your LinkedIn and resume accurately reflect start and end dates for all roles; misrepresenting current employment or past tenures is a significant red flag.

22. Address Short Stints

While multiple short job stints (less than a year) are a red flag, be prepared to honestly and gracefully explain the reasons behind them, as context matters and recruiters understand market volatility.

23. No Blaming in Interviews

In interviews, never speak negatively about past colleagues or blame other teams for failures, as this reflects poorly on your ability to collaborate and take accountability.

24. Strategic Career Alignment

If you have a clear long-term career goal (e.g., CEO), strategically choose roles that build relevant skills, such as moving from product leadership to a GM role with P&L ownership, to inch towards that objective.

25. Early-Stage Title Strategy

For early-stage startups, use “Head of Product” rather than C-level or VP titles to avoid over-promising long-term role stability, as talent needs and company direction can change rapidly.

26. Proactive Recruiter Engagement

Founders should engage with recruiters or talent advisors proactively and informally, even before a formal hiring need, to gain insights and bounce ideas, especially leveraging resources from venture firms.

27. Evaluate Recruiter Expertise

When evaluating a recruiter, test their listening skills by asking them to summarize your needs, and then immediately ask for real-time candidate ideas to assess their network and expertise.

28. Network with No Agenda

If you don’t have a network, it’s worthwhile for founders to cold message impressive individuals on LinkedIn for open-ended conversations, as people are often flattered and more receptive when they don’t sense an immediate recruitment agenda.

29. Beyond Company Brand

While market mapping for top companies is a good start, always dig deeper to identify the truly exceptional individuals within those organizations, as not everyone at a successful company is a top performer.

30. Envision Role Trajectory

CEOs and founders should think beyond immediate tasks, considering the product direction and how a hire’s role might evolve over 12-18 months, potentially growing into a CPO role through IPO.

Regardless of whether or not you're hiring, you should always be keeping a pulse on the market. That is the most important thing.

Lauren Ipsen

You never want to put yourself in a position where you have no idea what good looks like, whether that's from a company standpoint or from a candidate standpoint.

Lauren Ipsen

Just because this is the best talent, that doesn't necessarily mean they're the best talent for this role today.

Lauren Ipsen

You want to have an impact. You want to be able to say, you know, I did X, Y, and Z. I'm super proud of this. And the reason I moved on is because, you know, I, I did what I came in to accomplish.

Lauren Ipsen

You have to be a human, you have to start with a relationship, find common ground, build rapport, listen to people, like actually listen and remember what they say.

Lauren Ipsen
85
Executives placed by Lauren Ipsen Over the course of her career, across various tech companies.
7 months
Duration of courtship for a VP of Engineering placement For a candidate at Postmates, involving advising and collaborative discussions before a formal offer.
2 weeks
Time to get a VP of Engineering to make a move For Alex Strand at IRL, though the start date was pushed out for seven months.
2
Minimum number of negative provided references Lauren has received Out of all candidates, indicating provided references are typically positive.
90%
Percentage of work automated by Vanta for SOC 2 compliance As stated in the sponsor message.
weeks
Time to get ready for security audits with Vanta Instead of months, less than a third of the usual time.
$1,000
Discount for Lenny's podcast listeners on Vanta Off Vanta services.