Full-Time

Vice President of Engineering

The League

The League

51-200 employees

Exclusive dating app for career-focused professionals

No salary listed

San Francisco, CA, USA

In Person

Bachelor's

Category
Engineering Management (1)
Required Skills
SQL
Postgres
AWS
DevOps
Data Analysis

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Requirements
  • At least 7 years experience in software/computer engineering
  • At least 2 years managing teams of engineers.
  • Experience hiring and building a team from the ground up.
  • Experience collaborating with other engineers to create apps with significant design and back-end engineering aspects
  • Proven experience implementing and monitoring in-app analytics.
  • Natural at debugging and profiling own applications.
  • Experience with AWS, basic dev ops, and scaling infrastructure to support increases in users.
  • Experienced in SQL and Postgres.
  • Familiar and up-to-date on mobile architecture design.
  • Bachelor's degree in Computer Science or related discipline
Responsibilities
  • Build out an awesome best-in-class engineering culture.
  • Own the product roadmap and work with Product Management and Chief Executive Officer to add new items to it regularly. Make technical and product decisions based on roadmap.
  • Own and monitor product analytics, recommend improvements to increase revenue and engagement, decrease churn.
  • Source, vet, and hire full-time engineer employees.
  • Manage engineers and contractors.
  • Create weekly sprints.
  • Mentor junior engineers.
  • Dictate deployment workflow process to ensure highest level of productivity.
  • Code review pull requests to ensure engineers are following best practices.
  • Build engineering culture; hold engineers accountable when sprints are missed; reward engineers when they make it.
  • Handle all Dev Ops, lead search for Dev Ops team if needed.
  • Own engineering budget and reduce burn strategically.
  • Prioritize pivotal with Product Management weekly.
Desired Qualifications
  • At least 3 years of experience developing, releasing and maintaining native iOS or Android applications. (We’d love to see your work in the App Store!)
  • Deep knowledge of the iOS Software Development Kit, Swift (Android a bonus!).
  • At least 2 years of experience building in Node.js

The League operates a mobile dating app for ambitious, career-focused singles. Users apply for admission and are screened with LinkedIn and Facebook data, creating a waitlist with about 20–30% acceptance. After acceptance, users receive a limited set of daily matches at 5 p.m. and access tiered subscriptions (Member, Owner, VIP) plus à la carte League Tickets. Acquired by Match Group in 2022 for around $30 million, the platform emphasizes selective matchmaking and a curated community, and now offers features like video speed dating, interest groups, and GoalMates to connect people by shared life goals.

Company Size

51-200

Company Stage

Seed

Total Funding

$2.2M

Headquarters

Pflugerville, Texas

Founded

2014

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Simplify Jobs

Simplify's Take

What believers are saying

  • The League launched in India on November 11, 2025, opening Mumbai and Delhi.
  • Match Group Q1 2026 revenue rose 4% to $864 million, funding product investment.
  • GoalMates campaigns in 2023 and 2026 reinforce The League's premium, ambition-first brand.

What critics are saying

  • Match Group cut COO Hesam Hosseini in March 2026, signaling tighter portfolio discipline.
  • Payers fell 5% in Match Group Q1 2026, pressuring The League's premium conversion model.
  • India launch in Mumbai and Delhi faces Tinder and Hinge competition inside Match Group.

What makes The League unique

  • Amanda Bradford built The League around admissions-based, career-filtered matching in 2014.
  • GoalMates in 2023 matches users by explicit ambitions, not endless swiping.
  • Match Group ownership since 2022 gives The League distribution, safety systems, and monetization muscle.

Help us improve and share your feedback! Did you find this helpful?

Benefits

Flexible Work Hours

Professional Development Budget

Growth & Insights and Company News

Headcount

6 month growth

20%

1 year growth

20%

2 year growth

20%
Matchmaker AI
Jun 13th, 2026
Dating apps are ruining society. Jessica Strickland's Matchmaker AI is doing something about it.

Dating apps are ruining society. Jessica Strickland's Matchmaker AI is doing something about it. Jessica Strickland has a controversial opinion - and she's betting her company on it. Dating apps are not broken by accident. They're designed to keep you swiping, keep you single, and keep you paying. After three years working as a professional matchmaker in Austin, Texas with high-net-worth clients, Strickland watched this play out up close: smart, accomplished singles cycling through app after app, more burned out and more disconnected with every passing year. She believes this is not just a personal problem. It's a societal one. "We're more digitally connected than ever, yet more emotionally disconnected than ever. Dating apps profit by keeping you single. I think it's ruining society - and I want to be the change the world needs." Strickland making the case against the swipe-based dating app onstage in Austin. Compatibility science, not swiping. Where competitors like Tawkify and Kelleher rely on human matchmakers at premium price points, and apps like Hinge and The League still default to profile browsing and algorithmic swiping, Matchmaker AI takes a fundamentally different approach. Every match is built on a multi-framework compatibility model - Enneagram, attachment style, Myers-Briggs, love languages, conflict resolution, and sexual blueprint. These are the frameworks couples typically discover in couples counseling. Matchmaker AI puts them to work before the first date. "If you can't tell me your Enneagram, your attachment style, your love language, you're not ready - yet. That's exactly what we'll teach you. And it's actually fun." Verified members. Real standards. Matchmaker AI requires every member to pass a background check and income verification before joining. Men must meet a minimum income threshold of $100,000. Women are evaluated on a case-by-case basis. This isn't gatekeeping - it's curation. Financial security is a real pillar of long-term partnership, and the platform is designed to reflect that reality honestly rather than pretend it doesn't exist. After every date, members receive an accountability check-in from their AI matchmaker. Ghosting is eliminated. Bad actors are removed immediately. The community holds itself to a standard that no dating app has ever been willing to enforce. AI Jess: the world's first empathetic AI matchmaker. The platform's most groundbreaking innovation is AI Jess - a voice model cloned from Jessica Strickland's own voice and personality using Hume AI's empathetic voice technology. AI Jess is kind, honest, supportive, and warm. She's available every day to coach members through their dating journey, help them understand their own patterns, and deliver post-date feedback with the sensitivity of a trusted friend - not a chatbot. No other matchmaking platform, traditional or tech-enabled, offers anything like it. A mission bigger than matching. Strickland came to this work the hard way: three years on the front lines of Austin's dating scene, working with high-net-worth clients who had everything except a partner worth keeping. She built the technology she wished existed. She'll be using it herself to find her person. Follow her journey on Instagram and connect with her on LinkedIn. "I built this because I believe dating should be a self-discovery journey, not a dopamine loop. The world deserves better than what the apps are giving us." For serious singles ready to leave the apps behind, Matchmaker AI is now accepting applications. Apply to join Matchmaker AI. Tags #dating apps #matchmaker ai #jessica strickland #compatibility #ai matchmaker Ready to find your perfect match? No app required. Text Matchmaker AI LLC to join, start in your browser, or download the app.

TechCrunch
Sep 6th, 2023
Dating app The League launches 'GoalMate' feature to help users find goal-oriented matches

The League, the dating app designed for driven and career-focused people, announced today the launch of its new feature "GoalMate," allowing users to share their goals on their profile and match with like-minded individuals.

PR Newswire
Sep 6th, 2023
The League Launches "Be A Goaldigger" Campaign, Hailing Goalmates As The New Soulmates

"We believe Goalmates are the new Soulmates for this generation of daters. In an era where dating has started to feel transactional, singles are experiencing dating burnout," says Amanda Bradford, founder and CEO of The League. "Features like GoalMates combat this disillusionment to help users find those who share similar ambitions, as having shared goals is the biggest predictor of long-term relationship success."The new GoalMates feature encourages members to openly share their goals on their profile so the algorithm can match them to like-minded 'goalmates' accordingly. The League members can select up to 10 goals from a list of 100+ to place on their profile, including:Climb KilimanjaroBecome less terrible at surfingGet a PHD in something I know nothing aboutRun a marathon. Okay, maybe a half marathonWrite the next great American NovelWhen matched with someone new, The League members will be prompted to connect over and discuss their shared goal(s). Additionally, members can join goal-specific groups that reflect their goals, and as part of the group can meet members all over the world who share their same ambitions

Sunnyadi
Aug 7th, 2023
Tinder to Launch "High-End" Membership for Match Makers by Fall 2023

Van Ryswyk used lessons learned from Match Group's July 2022 acquisition of The League, another expensive dating service that can charge users up to $1,000 per week, as inspiration for the new offering.

TechCrunch
Jul 12th, 2022
Match Group Acquires Members-Only Dating App The League

Match Group, the parent company of several popular dating apps including Tinder and Hinge, has acquired exclusive dating app The League, a spokesperson from the company confirmed to TechCrunch. The financial terms of the deal were not disclosed. Founded in 2014, The League is a highly-selective dating app designed to match ambitious and career-focused people looking for a long-term relationship. TechCrunch was first alerted to the closing of the deal when an unknown source sent us a copy of the company’s internal announcement email from Match Group CEO Bernard Kim