Investment Associate

Firm Overview

Sidekick is a top-performing, early-stage investment firm with offices in New York City and Dallas-Fort Worth. Since 2013, we have backed more than 100 companies in the technology and consumer industries. We invest in Seed & Series A rounds, as well as tech-enabled roll-ups.

We are generalists by design. We underwrite businesses and founders, not technology cycles. Our focus on business model, unit economics, and team have produced industry-leading returns across all prior fund vintages.

Portfolio companies include:

• Ring (exited) – video doorbell and home security
• Touchland (exited) – premium personal care brand
• LedgerWay (exited) – roll-up of tech-enabled accounting services firms
• Figs (exited) – high-quality medical apparel
• Ovia Health (exited) – digital platform for women’s health
• Halo Top (exited) – low calorie, high protein ice cream
• Chronograph (partially exited) – portfolio monitoring and valuation software for institutional private capital investors
• DailyPay – on-demand payroll technology
• Alternative Payments – payments and financial infrastructure for services businesses
• Mangomint – vertical software for salon and spa management
• Rebuy – personalization and merchandizing software for e-commerce merchants
• ArcHouse – vertical software for the hospice industry
• Crown Affair – premium haircare products

Job Description

Sidekick is hiring an Investment Associate to join the investment team. You will see the full investment lifecycle from first founder call to diligence to investment committee to portfolio support.

We are a small team, so you will be trusted with significant responsibilities. The role is based in New York City or Dallas-Fort Worth, and is in-office at least 3 days per week.

Responsibilities

• Build and manage a proprietary pipeline of investment opportunities across technology, consumer, and business services companies
• Develop relationships with founders, angels, accelerators, and co-investors, and represent Sidekick at industry events
• Lead commercial diligence, build financial models, and run customer and founder reference calls
• Write investment memos and present recommendations to the investment committee
• Support portfolio companies on hiring, reporting, fundraising and introductions
• Contribute to LP reporting, CRM and pipeline hygiene, and internal tooling

Skills and Qualifications

• 1-4 years in professional services, an operating role at a startup or technology company, or prior investing experience
• Strong financial modeling and analytical skills
• Exceptional written and verbal communication
• Self-directed, comfortable with ambiguity, and comfortable with the pace of a small team
• Composure in front of founders and outside audiences
• High integrity, low ego, and discretion with confidential information

What Sidekick Offers

• Exposure to every part of the investing process: sourcing, underwriting, confirmatory diligence, legal documentation, and negotiation
• Meaningful responsibility and ownership
• Competitive salary and benefits
• A small team that moves quickly and takes a rigorous approach to investing

How to Apply

Please send the following to dylan@sidekickpartners.com with the subject line “Sidekick Investment Associate Candidate – [Your Name]”.

1. Resume
2. 300 words maximum describing:
3. Two early-stage companies (Pre-Seed, Seed, Series A) you would invest in and why
4. An example of how you’re using AI to make yourself more efficient