Entrepreneur-in-Residence Column

As a tech entrepreneur and startup advisor, I’m often asked for my take on startup issues from fundraising, to team-building, to dealing with difficult people at work. For this week’s Entrepreneur-in-Residence column at EH, I’m replying to a submission from Claire.

Question: At first, I was super excited about a new consulting project. It’s interesting work, and the client team seems cool. The problem? I’m having a weird experience — the harder I work, and the better work I do, the less my client seems to value what I do. I’m crushing all my performance metrics, and delivering high-quality output…

ENTREPRENEUR-IN-RESIDENCE COLUMN

As a tech entrepreneur and startup advisor, I’m often asked for my take on startup issues from fundraising, to team-building, to dealing with difficult people at work. For this week’s Entrepreneur-in-Residence column at EH, I’m replying to a submission from Jason.

Question: I interviewed for a startup that aims to make nutritional counseling available to anyone — a mission I care deeply about. I’m confident I conveyed my passion in my interview, and they were impressed that I had volunteered with nutrition initiatives around the world. Making a difference in the nutrition field is my dream. But I didn’t get…

A while back, I got a call from Casey out of the blue. I’d met her the year before in New York when I was recruiting for my e-commerce startup. At the time, Casey held a senior level-position at a blue-chip retailer, and was looking for a career change. We didn’t have anything for her, but she and I had gotten along well enough, so I was excited to hear from her again.

“My husband got a massive promotion, so we relocated to LA,” she told me. “We just bought a house in Malibu. I’m looking to get back to…

Entrepreneur-in-Residence column

As a tech entrepreneur and startup advisor with successes, failures, and everything in between, I’m often asked for my take on startup issues from fundraising, to team-building, to dealing with difficult people at work. For this week’s Entrepreneur-in-Residence column at EH, I’m replying to a submission from Jana.

Question from Jana: I just started a job at a wellness startup after 15 years in a big corporation. I asked my boss a question, but she only got back to me days later. When she replied, she asked me what I had learned from R&D, instead of answering my question. I…

Entrepreneur-in-Residence

As an entrepreneur and advisor who has experienced successes, failures, and all manner of in-betweens, I’m often asked for my take on everything from fundraising to team-building, to dealing with difficult people at work. For this week’s Entrepreneur-in-Residence column, I’m doing some myth-busting when it comes to common interview advice, especially for people over thirty.

Reader question from James: I’m 33, and am interviewing at several startups for roles managing an operations team. I just had my first interview after seven years at my last job. When they asked about my biggest weakness, I gave the same answer I gave…

Column: Entrepreneur-in-Residence

As a tech entrepreneur and startup advisor with successes, failures, and everything in between, I’m often asked for my take on startup issues from fundraising, to team-building, to dealing with difficult people at work. For this week’s Entrepreneur-in-Residence column at EH, I’m replying to a submission from Anna.

Reader question from Anna: “I have an interview with a startup coming up. What kinds of questions can I ask that will impress my interviewer?”

The biggest mistake people make in the “Do you have any questions for me?” portion of the interview is asking lazy questions.

The first thing to understand…

“Sophia” was one of the strongest creative people I’d worked with, and the best curator my e-commerce company had ever seen. Though she only had a few years' experience, her talent in assembling interior design collections on budget and on brand blew me away. She commanded a rare combination of skills: impeccable taste, a dogged work ethic, and superb organization. Her responsibilities grew quickly. Within four months, we promoted her twice. And in another six, she might have been running the whole merchandising operation.

The problem? She left after only four months — just as she was starting to hit…

It was after midnight when my phone rang. It was my friend Mattie. She was in the middle of a crisis involving a family business, a lot of money, and some lawyers, and she needed to talk. This was going to be a marathon call, so I put on some tea, cracked a window, and closed my eyes. I drew a deep, slow breath. Then exhaled.

Alright. I was ready for duty.

“Hey, Mattie. You okay?”

I’d been friends with Mattie for years, and she was always dealing with a crisis. Sometimes parents, sometimes bosses. Once, her cat was boycotting…