Trusted advisors to club owners and operators.

Racquet sports are our passion, and helping clubs succeed is our work. We handle the legal, tax, and insurance side of the business so owners can focus on their courts and members.

Who we serve

Padel

Padel is where we started. Our clients range from a first-time owner opening a single site to an operator adding a second and third location.

Pickleball

Indoor clubs, outdoor complexes, and courts added to a business that already exists. We work with all of them.

Tennis

Much of our work for tennis clubs is adding padel or pickleball without disturbing what already works, including member-owned and nonprofit clubs.

Other

Squash, racquetball, badminton, table tennis, platform tennis, beach tennis, you name it. So long as there is a ball, a net, and a court, we have you covered.

About Courtside Advisory

Courtside Advisory is a legal, tax, and insurance practice for racquet clubs. Our clients include first-time owners, multi-site operators, and clubs navigating operational and financial challenges.

Our lawyers and advisors spent years in BigLaw restructuring, courtrooms, and Fortune 100 consulting before turning to racquet clubs. We also play, hold club memberships, and send our kids to junior programs. We are personally invested in the industry’s growth and sustained success.

Meet our team

How we help

We help club owners with the decisions that shape the business behind the courts. Some clients bring us a single project. Others keep us involved as the club opens, grows, and changes.

Legal

We draft and negotiate the contracts a club runs on, and handle the lease, lender, and partner problems when they come.

  • Participant waivers and releases
  • Membership agreements
  • Booking terms and house rules
  • Junior registration and parent consent
  • Coach, staff, and vendor agreements
  • Leases, workouts, and partner disputes
Learn more about legal services

Tax Strategy & Structuring

We set up the entities behind the club, capture the tax savings a buildout creates, and build the numbers an owner, a lender, or an investor can trust.

  • Entity structure and tax elections
  • Buildout depreciation and cost segregation
  • Sales tax on memberships and court fees
  • Coach and staff classification
  • Court-hour and membership pricing
  • Lender- and investor-ready models
Learn more about tax strategy and structuring

Insurance & Risk

We review the coverage a club already has against its contract and lease, handle tenders and claims, and, through our partners, offer comprehensive risk management education & certification as well as access to custom insurance programs — all built specifically for padel facilities.

  • Padel Risk Manager education and certification for owners and managers
  • Policy review against the club’s contracts and lease
  • Access to exclusive padel-specific coverage across all key policy types
  • Tenders and claims
Learn more about insurance and risk

Packages built for every stage of your business

Opening Package

First site, pre-lease to opening day

Entity structure, lease review, core contracts, buildout tax plan, opening insurance program, and a Year 1 operating model.

Expansion Package

More courts, a new site, or a new sport

Structure for the new site, buildout tax plan, updated contracts, coverage review, and an expansion model.

Club Health Check

Operating clubs

Contract and lease audit, sales tax and classification review, coverage gaps, and a pricing and utilization review.

Club Under Pressure

Lease, lender, or partner problems

Situation assessment, options memo, negotiation support, and sale or exit modeling.

What to expect

Step 01

A conversation

Tell us about the club and what’s worrying you. No charge.

Step 02

A written scope and a fixed fee

What we’ll do, what you’ll get, and what it costs.

Step 03

Delivery and a walkthrough

We finish the work, walk your team through it, and stay available afterward.

Interested in working with us?

Tell us about the club. We’ll come back with a written scope and a fixed fee.

Required fields are marked with an asterisk (*).

info@courtsideadvisory.com

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