Aakash Gupta

Career coach · virtual

Services

ServiceWhat is includedPrice
Land a PM Job Cohort #5
current PMs, laid-off PMs, career switchers, professionals transitioning into product management
12 weeks · 12-week live bootcamp · 2-3 live sessions per week · bi-weekly 30-min 1:1 coaching (6 sessions total) · mock interviews with detailed feedback · resume, LinkedIn, and portfolio reviews $5,000
AI PM Course
PMs wanting to become AI PMs
6 sessions · Builder PM: Ship with AI · Prompting, Context, RAG · Prototyping with Claude Code · Evals & Measurement · Agents & Agentic Workflows $3,000
PM Fundamentals in 2026
career changers into PM
5 sessions · Product Discovery · Strategy & Roadmapping · Execution & Delivery · Metrics & Growth · Product Leadership $2,000
Engineer to PM Career Transition Guide
engineers moving into product management
product thinking · stakeholder management · communication skills · business acumen · user research on request
Operations to PM Career Transition Guide
operations, analytics, or business professionals moving into product management
product sense development · technical learning · user empathy · cross-functional collaboration · agile expertise on request

As published on their website, read Sep 30, 2026.

How they compare

Computed by Callings from the prices and experience coaches publish. Not a rating.

Where they fit

StudentsEarlyMidManagerDirectorVP / C-suite
Resume and LinkedInnonoyesyesyesyes
Interviews and offersnonoyesyesyesyes
Job search strategynonoyesyesyesyes
Career direction and changenonoyesyesyesyes
Leadershipnononononono
Personal brandnonoyesyesyesyes

How they work

Process
Apply and talk to the team · Join a cohort · Onboarding within a day · Attend 12 weeks of live sessions · Complete homework and coaching sessions · Get personalized feedback and mock interviews
Before coaching
VP of Product, Apollo.io (16 years); Senior PM, Microsoft (13 years); AI PM, Uber; Group PM, Meta

Do it yourself, or hire a coach?

Doing it yourselfUsually enough whenA coach earns the fee when
Resume4 to 8 hours for a strong base, then about 30 minutes per posting. Callings can tailor it to each job.You are staying in the same field and level and have recent results to cite.You are changing field or level, coming back after a long break, or many applications brought no interviews.
Interviews3 to 6 hours of practice out loud per interview process. Callings can prepare you for each job you track.Early rounds in a format you know.Final rounds, panels, a new kind of role, or you tend to freeze.
Job searchA target list, a weekly plan and steady outreach. Callings builds the weekly plan and tracks every application, free.Interviews are coming in.Three months without traction, or a senior search that runs on your network.

Times are our estimates. Try Callings.

Questions to ask before hiring

  1. If I land a job partway through, what happens to the sessions I have not used? (multi-session package)
  2. Who do you usually work with, and how long does a typical engagement last? (always worth asking)

Their website promises results: "Two interviews or your money back. Students who attend every live session, complete all homework and follow the process for the full 12 weeks are guaranteed at least two interviews, or they get a full refund.". No coach can guarantee a job, interviews or a placement rate. Be careful with anyone who does, and with promises of a "hidden job market" or exclusive recruiter access.

What they publish

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