Build Beyond.
The Day Job.
Side ventures, real estate investments, contracts, and ongoing legal support for doctors, lawyers, advisors, and other high earners building real wealth outside the paycheck.
By Drew Jacobs, Esq. — Founder, Jacobs Counsel LLC
Last reviewed:
What Professionals & Families Get
Sophisticated legal strategies for side businesses, investment ventures, contracts, and ongoing outside counsel.
Business & Investment Ventures
Legal support for side businesses, investments, and entrepreneurial endeavors. Many high earners diversify income streams—do it right from the start.
Business Services for Professionals:
- • Entity formation for side businesses (LLC, S-Corp)
- • Real estate investment structuring
- • Angel investment and syndicate agreements
- • Partnership and joint venture agreements
- • Business purchase and sale transactions
- • Franchise agreements review
How We Can Help:
When professionals invest in commercial real estate with partners, we form multi-member LLCs with detailed operating agreements, structure capital contributions and profit-sharing, negotiate purchase agreements, and coordinate with lenders—turning handshake deals into professional investment structures.
Business transactions counsel →Ongoing Legal Counsel
Fractional GC services for professionals managing complex legal needs. Stop paying hourly rates for every contract review—get predictable, ongoing legal support.
What Ongoing Counsel Includes:
- • Unlimited contract review (within scope)
- • Business formation and entity maintenance
- • Real estate transaction support
- • Employment and contractor agreements
- • Strategic legal planning and advisory
- • Vendor and partner negotiation
How We Can Help:
A family managing multiple businesses, real estate holdings, and investment ventures needed reliable legal support without surprise bills. We set up monthly retainer covering contract reviews, entity management, transaction support, and strategic advice—giving them on-demand legal counsel at predictable flat fee.
Outside counsel services →Contracts, Non-Competes & Side-Business Strategy
When the day-job employment agreement says you can't moonlight, can't compete, or owns everything you build — we read the fine print and negotiate the room to operate.
What We Handle:
- • Non-compete and moonlighting clause analysis
- • IP assignment carve-outs for side ventures
- • Independent contractor agreements you receive
- • Service agreements you issue for your side business
- • Partnership and operating agreement disputes
- • Confidentiality and NDA review
Estate Planning & Wealth Protection
Estate planning, trusts, asset protection, and multi-generational wealth strategy for professionals are handled through our sister practice — same founder, same fixed-fee model, dedicated legacy focus.
Includes:
- • Revocable living trusts and dynasty trusts
- • Irrevocable trusts for tax minimization (ILIT, GRAT, SLAT)
- • Domestic asset protection trusts (DAPTs)
- • LLC structuring for real estate holdings (legacy side)
- • Charitable giving strategies (CRTs, DAFs)
- • Powers of attorney and healthcare directives
Common Questions from High-Performing Professionals
❓ "Can I start a side business with my non-compete?"
Usually yes, depending on the language and your state. Most non-competes are narrower than they appear, and many are unenforceable as written. We analyze the agreement and find the room to operate before you launch.
❓ "Should I put investment properties in an LLC?"
Generally, yes. LLCs provide liability protection (tenant lawsuit won't reach personal assets) and can offer tax benefits. For multiple properties, consider a series LLC with separate series for each property.
❓ "Do I need a flat-fee retainer or just one-off help?"
If you have multiple entities, recurring contracts, or active investing, a monthly retainer almost always costs less than ad-hoc hourly work. We'll tell you straight on the strategy call which model actually fits.
❓ "Do you handle estate planning?"
Estate planning is now handled through our sister practice, Legacy Counsel by Jacobs Counsel. Same team, same approach, dedicated focus on legacy work.
Find the Right Outside Counsel Scope
Get a personalized recommendation based on your side ventures, contracts, and goals.
Outside Counsel Readiness Assessment
Discover the right level of legal support for your side businesses, contracts, and investment ventures.
Why High Performers Choose Jacobs Counsel
Built for Success
We understand the unique legal needs of high-earning professionals managing day jobs, side ventures, and investments at the same time.
Sophisticated Strategies
Advanced structuring techniques that maximize protection, minimize friction, and keep the long game intact.
Long-Term Partnership
We're not transactional lawyers. We're strategic partners in your family's long-term success.
Resources for Professionals
Side Businesses & Non-Compete Agreements
How to operate without breaking your day-job contract.
BUSINESSBusiness Ventures for Executives
Legal considerations for side businesses and investments.
SISTER PRACTICEEstate Planning & Wealth Protection
Now handled by Legacy Counsel by Jacobs Counsel →
Ready to Build Beyond the Paycheck?
Book a strategy call and let's map out the legal infrastructure for your side ventures, contracts, and long-term plan.
BOOK STRATEGY CALL →