Job Search

How to get your foot in the door at a company

Recruiters aren't responding and your application is sitting in a queue. Here's how to build several credible paths to the team instead of waiting on one.

11 min read

You found a role that fits, tailored your resume, applied, and heard nothing. Now you're probably about to do the thing that keeps most job seekers stuck: sending the same resume through the same portal and hoping the queue moves.

This article covers how to map the people around a role, and how to run listening conversations. It also covers asking for introductions that get answered, and writing cold outreach and hiring manager notes worth replying to. Work through it in order, then run the weekly plan at the end so you always have several paths open at once.

The advice comes from Lauren Ipsen, a partner at Daversa Partners who recruits senior executives for venture-backed companies; Phyl Terry, whose book Never Search Alone has put thousands of job seekers through free job search councils; and Matt Mochary, who coaches tech CEOs and wrote the double opt-in introduction method used below.

Map the people around the work

A company has more than one door. The posting sits in an applicant tracking system, but the team behind it has a manager, peers, a recruiter, former employees, customers, and communities where they show up. Start with the role, then widen the map: the likely hiring manager, two people who'd be your peers, the recruiter, a former employee or two, customers or partners who know the team's work, and, at a smaller company, investors. Then search your own contacts for anyone connected to those names.

Rank each path by how much the person trusts you and how close they are to the work:

  1. Direct trust: someone who has worked with you and knows the target team.
  2. Shared context: a school or company alum, a customer, or someone from a community you both belong to.
  3. Relevant cold path: a person whose work you understand well enough to write a specific note.

Ten names with a reason to reply are more useful than a hundred scraped contacts.

Start with a listening tour

Before you ask anyone for access, ask for their read on the market. Phyl Terry tells job seekers to ask people one question: if you were in my shoes, how would you approach this? People find it easy to answer, and answering it makes them more invested in how your search goes.

The golden question. The player below is queued to 25:14, the exact moment Phyl Terry explains it. Watch on YouTube.

"I asked them to ask a golden question: if you were in my shoes, how would you approach this? I call that the golden question. It's such a creative question. It really opens the conversation."
Phyl Terry, author of Never Search Alone · Lenny's Podcast

Terry says people are often scared of what they'll hear on a listening tour. In practice, most people in jobs like helping when the request is thoughtful, and the occasional piece of critique is worth having. Once in a while someone tells you that you make everything a priority, and that's useful to know before an interviewer notices it.

Bring enough preparation to make the conversation interesting. Share the roles you're considering, the strengths you want to use, the problems you want to work on, and why this company stands out. Then ask where your assumptions look weak.

End every conversation with a small next step: another person to talk to, something to read, or permission to send a short update later. If the conversation goes well, that person will often lead you to the next one.

Stay known before you need anything

Lauren Ipsen's advice for founders who want to hire great people works just as well for job seekers who want to reach great teams: keep the relationship warm long before you need it.

Stay known and relevant. The player below is queued to 26:18, the exact moment Lauren Ipsen explains how to keep relationships warm so later outreach doesn't feel transactional. Watch on YouTube.

"If you have a tremendous amount of respect for someone, continue to harvest that relationship and ask what good looks like. Find excuses to continue to touch base with people that are important in your network... Just make yourself known and relevant, and then when you reach out and timing is right, it won't feel so obscure or so transactional."
Lauren Ipsen, partner at Daversa Partners · Lenny's Podcast

Useful contact can be small. Congratulate a former colleague on a launch and ask what surprised them. Send an article that connects to a problem you discussed. Tell someone how their advice worked out. When you eventually reach out about a role, your note has history behind it instead of arriving cold.

Ask for the right introduction

A strong introduction request names the person, explains the fit, and hands the connector text they can forward. Matt Mochary recommends the double opt-in: your connector privately asks the other person whether they want the introduction before putting you both on a thread. Nobody gets ambushed, and a yes means the person actually agreed to talk to you.

Forwardable introduction request

"Would you be comfortable asking Priya whether she is open to an introduction? I'm exploring the product operations role on her team. We worked together on the Atlas launch, so you can speak to my cross-functional planning. I'd like to ask how she defines the role's first six-month outcomes. Here is a short note you can forward..."

Give the connector an easy exit. If the other person declines or goes quiet, thank the connector and move to another path.

Ipsen uses a version of this move whenever she starts a search: she calls the people she already trusts and asks who the best person they've ever worked with is.

Ask who the best person is. The player below is queued to 28:31, the exact moment Ipsen describes using trusted relationships to reach exceptional people. Watch on YouTube.

"I think it's building a really strong network in advance, and then once you actually get to a place where you need to hire that person, calling all of those amazing people that you've built relationships with and saying, now tell me who your favorite person is and who the best person you've ever worked with is. And could you put me on a thread with them? How are you going to differentiate yourself from the rest of the market?"
Lauren Ipsen, partner at Daversa Partners · Lenny's Podcast

Borrow it as a job seeker. Ask the people who know your work to point you toward practitioners they genuinely respect at your target companies, and to put you on a thread when they're willing.

Check whether you asked or pitched

Work Coach records the listening calls this plan sets up and shows you the talk-time split. If you did most of the talking you'll see it, and you can practice the next one against a stand-in.

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Write cold outreach that gets a reply

Cold outreach works when the note proves you picked the person for a reason. Build it from five parts:

  1. Context: how you found them or why their work matters to you.
  2. Relevance: one line about your related experience.
  3. Specificity: one informed question or observation.
  4. Small request: 15 minutes, a reply, or the name of the right person to contact.
  5. Easy exit: respect their time and accept silence.

A credible first note

"I'm researching how product teams are improving onboarding for regulated customers. Your team's recent work on [specific project] caught my attention because I led a similar change at [company], where we reduced time to launch by 18 days. I have one question about how you organized the handoff. Would you be open to a 15-minute conversation next week?"

Ipsen gets asked whether cold LinkedIn messages are worth a founder's time, and her answer applies to job seekers too: reach out to people whose work impresses you, and lead with curiosity instead of an ask.

Lead with curiosity. The player below is queued to 30:35, the exact moment Ipsen explains why open-ended cold outreach gets a warmer reception than an obvious pitch. Watch on YouTube.

"I do think it is worth that time. If you see someone that looks amazing, hell yeah, reach out to them. Spend time with them, why not? And oftentimes, again, people are excited to see, oh, this CEO and founder wants to pick my brain, doesn't look like they're coming at me to try and recruit me, but rather just to have an open-ended conversation."
Lauren Ipsen, partner at Daversa Partners · Lenny's Podcast

Her warning in the same answer matters too. People can tell when a message has an agenda behind it, and they close up as soon as they sense one. The same thing happens when a networking note is obviously a job request with a question attached.

Be selective. Five researched notes to relevant people leave you time to personalize each one and follow up properly, which a hundred templated messages never do.

Contact the hiring manager with evidence

Apply through the official channel first unless the posting says otherwise. Then send one short note to the likely hiring manager. Name the exact role, one outcome you've delivered that resembles the work, and one useful question.

Hiring manager message

"I applied for the Senior Customer Operations role today. The focus on reducing implementation time is close to work I led at Northstar, where I redesigned the sales-to-implementation handoff and cut median launch time by 18 days. I would be interested to learn whether the first priority is process redesign or execution within the current model. I have attached a one-page resume for context."

Don't ask the manager to dig up your application or schedule an interview. Your job is to give them enough signal to decide whether a conversation is worth their time. If it is, they know how to make one happen.

None of this works as a one-time push. Set a weekly target you can actually hit:

A focused weekly target

  • Choose three target companies and one role hypothesis for each.
  • Map five relevant people per company.
  • Hold three listening conversations.
  • Request up to two double opt-in introductions.
  • Send five researched direct messages.
  • Make one useful follow-up to an existing relationship.
  • Review replies and improve your weakest message.

Track conversations and what you learned alongside applications. A good week can leave you with better market knowledge and stronger relationships even when no recruiter has replied yet. And when one of these paths turns into a scheduled interview, switch to the 24-hour interview prep plan.

Frequently asked questions

Should I contact a recruiter more than once?

One concise follow-up after five to seven business days is reasonable. If there's still no response, keep working other paths and other companies.

Can networking help after I already applied?

Yes. A conversation can add context to an application already in the system. Tell the person you've applied and focus on learning about the work.

Does cold outreach actually work for jobs?

It can, when it's selective, informed, and easy to answer. A relevant question or useful observation gets more replies than a generic request to pick someone's brain.

What should I offer when I have little experience?

Bring preparation, a specific question, and evidence of how you learn. A thoughtful project, analysis, customer insight, or clear connection to the company's problem can make you relevant.

How long should a networking message be?

Aim for 75 to 125 words. The reader should understand why you chose them, why the topic connects to you, and what small response you want.

The foot-in-the-door plan on one page

Map

  • Choose a company and define the problem you want to help solve.
  • List the manager, peers, recruiter, former employees, customers, and communities around the role.
  • Rank paths: direct trust, shared context, relevant cold.

Listen

  • Hold listening conversations using the golden question before you ask for anything.
  • End each one with a small next step.

Get introduced

  • Keep important relationships warm with small, genuine contact.
  • Ask for double opt-in introductions and hand the connector a forwardable note.

Reach out

  • Send researched cold notes built from context, relevance, specificity, a small request, and an easy exit.
  • Apply, then send one evidence-led note to the likely hiring manager.

Keep moving

  • Follow up once, then move on.
  • Run the weekly targets and improve your weakest message each week.