UpWork's most experienced attorney freelancer. Licensed attorney with 15 years of experience.
Trusted advisor to businesses, entrepreneurs, professionals, and individuals seeking practical legal guidance, strategic risk assessment, and effective solutions to legal and business challenges.
Experience includes contracts, labor & employment matters, business disputes, liability issues, intellectual property, legal research, and strategic advisory services.
Graduate of Vermont Law School and Seton Hall University with four advanced degrees. Since launching my practice, I have assisted more than 1,000 businesses and individuals with contracts, disputes, employment matters, risk management, compliance, and strategic legal guidance.
I focus on practical solutions, responsive communication, and helping clients make informed decisions that protect their interests and achieve their objectives. Just read what my clients have said below.
Daniel A.
Fractional CTO Advisory | Technical Due Diligence | Risk Assessment
Ramsey, Minnesota
$250/hr$250 per hour5.0 (35) 70 jobs $300K+ total earnings
Most $100K-$500K technology failures start with one bad decision — and by the time you realize it, the money's gone.
The founder approves the dev agency. The CEO commits to the AI platform. 6-12 months later: project stalled, budget burned, nothing shipped.
I help you see the fatal flaws BEFORE you commit the capital.
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
𝗪𝗛𝗔𝗧 𝗜 𝗗𝗢:
I provide independent technical governance — validation and risk assessment for founders, investors, and CEOs making technology decisions that can't afford to fail.
When you're about to commit $200K to a dev agency, hire your first CTO, or approve a legacy system replacement — you need someone who's seen it go wrong 50 times.
I find the fatal flaws vendor pitches hide:
• Architecture constraints that make roadmaps impossible
• Development estimates 3x too optimistic (blowing your runway)
• Integration assumptions that break under real conditions
• Missing decision ownership, letting projects drift 6+ months
My rate is $250/hour, but most work is structured as ADVISORY PACKAGES — full scope and pricing in my Project Catalog below:
𝟭. 𝗧𝗘𝗖𝗛𝗡𝗜𝗖𝗔𝗟 𝗗𝗨𝗘 𝗗𝗜𝗟𝗜𝗚𝗘𝗡𝗖𝗘 𝗦𝗣𝗥𝗜𝗡𝗧
Question: "Should we invest/hire this agency/approve this project?"
Deliverable: Go/No-Go recommendation (3-5 days)
At stake: $50K-$500K
ROI: One avoided bad hire pays for 5+ years of diligence
𝟮. 𝗣𝗥𝗘-𝗙𝗨𝗡𝗗𝗥𝗔𝗜𝗦𝗜𝗡𝗚 𝗧𝗘𝗖𝗛 𝗣𝗔𝗖𝗞𝗔𝗚𝗘
Question: "How do we pass investor technical diligence?"
Deliverable: Investor-ready docs + Q&A prep (1-2 weeks)
At stake: $500K-$3M round
ROI: Failed fundraising costs 3-6 months + founder credibility
𝟯. 𝗧𝗘𝗖𝗛𝗡𝗜𝗖𝗔𝗟 𝗚𝗢𝗩𝗘𝗥𝗡𝗔𝗡𝗖𝗘 𝗦𝗧𝗔𝗥𝗧𝗘𝗥 𝗠𝗢𝗡𝗧𝗛
Question: "Who do we call for CTO-level judgment without a CTO?"
Deliverable: Starter month of on-call guidance (5-8 hrs), converts to a standing retainer if it's a fit
At stake: $100K-$300K quarterly spend
ROI: One bad vendor/architecture choice costs $150K+ to unwind — often the natural next step after a Due Diligence Sprint
𝟰. 𝗖𝗨𝗦𝗧𝗢𝗠 𝗔𝗗𝗩𝗜𝗦𝗢𝗥𝗬
CTO transitions, dev agency evaluation, legacy modernization, AI feasibility — scope and pricing based on complexity and capital at risk.
$350 scoping session (credited toward your package if you move forward) to assess what you're protecting.
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
𝗪𝗛𝗬 𝗧𝗛𝗜𝗦 𝗠𝗔𝗧𝗧𝗘𝗥𝗦:
Technology failures hide in:
• Dev proposals skipping hard integration questions
• "Modern stack" pitches ignoring your operating constraints
• AI demos working in labs but failing in production
• Roadmaps assuming 5 things go perfectly — all 5 wrong
6-12 months post-contract: budget spent, runway shortened, asking "how did we miss this?"
You missed it because the pitch looked credible, the agency spoke confidently, the contractor said "feasible" — and no one asked questions exposing fatal flaws BEFORE commitment.
I ask those questions.
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
𝗪𝗛𝗔𝗧 𝗜'𝗩𝗘 𝗣𝗥𝗘𝗩𝗘𝗡𝗧𝗘𝗗:
25+ years across defense, water infrastructure, energy, fintech, edtech — 14M+ endpoints, zero-downtime environments.
Recent outcomes:
• $250K dev contract avoided — assessment revealed team lacked integration experience (founder negotiated 40% better rate elsewhere)
• $1.2M seed secured — package removed investor concerns (diligence passed first review, 30-day close vs 60-90)
• $180K AI killed at 60 days — retainer ID'd misaligned case before $140K more spent
• $320K migration, zero downtime — rollback protocol designed, 12% under budget
• $150K saved on CTO hire — assessment caught skill gaps founder couldn't evaluate
I understand startup urgency AND enterprise reliability — critical when burning $50K-$100K/month.
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
𝗖𝗟𝗜𝗘𝗡𝗧𝗦:
"Finding Daniel was hitting 'Triple 7's'! Grasped our concept immediately, provided extremely valuable insight. Tasked him with vetting dev teams — methodically found perfect fit. Without Dan, wouldn't have achieved our progress. Cannot recommend enough."
— Steve, ZinZuu
"In the first few minutes Daniel showed us he's a true professional and expert. He provided more value than we asked for and really simplified complex technical things in terms our whole team understood. Highly recommend for advice on development projects."
— Robert, Private - Startup Initiative
"Knew within minutes we found who could lead us to launch. Detail oriented, professional, responsive, excellent communication. Knowledgeable, experienced leader. Recommend without reservation."
— Jen, GoShimmy
"Hired for Windows app requiring deep IoT I/O understanding. Took loose specs, unraveled details, developed fast/reliable solution. Highly recommend as Sr. engineer for any magnitude."
— Heath, Mueller Water
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
Ready to de-risk your next decision? Request a 30-minute discovery call, or check the Project Catalog below.
Lets fix it
Michelle C.
Technology and Operational Risk Specialist
Milwaukee, Wisconsin
$70/hr$70 per hour5.0 (2) 2 jobs $6K+ total earnings
I am incredibly passionate about Governance, Risk and Control (GRC) topics and am ready to guide you to success regarding GRC program or process builds, documenting or enhancing processes, and finding a way to make governance work for you and your team. I know the burdens and problems that GRC programs can cause, and will work hard with you to avoid them.
-Knowledgable and proven experience with security and technology compliance topics, along with industry best practices (I.e PCI, NIST, FFIEC, etc.)
-Understands operational risk program necessities and how to build from the ground up
-Skilled risk assessor
-Able to help you plan/strategize, execute/implement or any combination of activities needed for you
-Quick learner, great listener, and ready to help
Cameron B.
Third Party / Vendor Risk Management
Bloomington, Indiana
$100/hr$100 per hour5.0 (2) 6 jobs $20K+ total earnings
Through my time at a large consultancy firm and collaborating with mid to Fortune 500 sized companies, I bring expertise in third-party risk management, GRC, and information security. I specialize in building out TPRM programs, optimizing existing programs, and providing a fully managed program. From findings management to current state maturity analysis and adept project management, I offer a full suite of services tailored to your needs. An example of TPRM services include:
Initial Program Development:
- Planning & Strategy
- Due Diligence
- Contracting
- Ongoing Management
- Monitor & Validate
- Termination & Offboarding
Program Optimization:
- Enhance & Streamline Vendor Onboarding
- Optimize Third-Party Engagement
- AI Assisted Due Diligence
- Automate Findings Management
- Built-In Continued Program Improvement
TPRM as a Service:
- Have a fully developed program running without oversight
- Receive cyclical summary reports
Other Services:
- Findings Management
- Current State TPRM Maturity Analysis
- Project Management
- Have something else in mind? Let’s talk!
How it works
Post a job for freePost a job
Tell us what you need. Create your own job post or generate one with AI then filter talent matches.
Hire top talent fast
Consult, interview, and hire quickly, so you can meet the freelancers you're excited about.
Collaborate easily
Use Upwork to chat or video call, share files, and track project progress right from the app.
Payment simplified
Manage payments in one place with flexible billing options. Only pay for approved work, hourly or by milestone.
Don't just take our word for it
“Upwork provides an umbrella-level of security. I can see a talent’s work history and ratings. I can hold payments in escrow. I can communicate through Upwork Messages instead of working through my email address.”
KD
Kim Darling
Verified
Emerald Tiger
“Upwork is the best platform to hire skilled professionals when we're not looking for a full-time employee. All the companies in our portfolio use Upwork to find talent across a wide range of fields.”
DM
David Merry
Verified
Kinetic Investments
“Our very specific requirements can be a challenge—With Upwork, we’re able to access a bigger community to ensure the success of our projects.”
KK
Katja Krohn
Verified
Summa Linguae
How do I hire a Risk Assessment Freelancer in the United States on Upwork?
You can hire a Risk Assessment Freelancer in the United States on Upwork in four simple steps:
Create a job post tailored to your Risk Assessment Freelancer project scope. We'll walk you through the process step by step.
Browse top Risk Assessment Freelancer talent on Upwork and invite them to your project.
Once the proposals start flowing in, create a shortlist of top Risk Assessment Freelancer profiles and interview.
Hire the right Risk Assessment Freelancer for your project from Upwork, the world's largest work marketplace.
At Upwork, we believe talent staffing should be easy.
How much does it cost to hire a Risk Assessment Freelancer?
Rates charged by Risk Assessment Freelancers on Upwork can vary with a number of factors including experience, location, and market conditions. See hourly rates for in-demand skills on Upwork.
Why hire a Risk Assessment Freelancer in the United States on Upwork?
As the world's work marketplace, we connect highly-skilled freelance Risk Assessment Freelancers and businesses and help them build trusted, long-term relationships so they can achieve more together. Let us help you build the dream Risk Assessment Freelancer team you need to succeed.
Can I hire a Risk Assessment Freelancer in the United States within 24 hours on Upwork?
Depending on availability and the quality of your job post, it's entirely possible to sign up for Upwork and receive Risk Assessment Freelancer proposals within 24 hours of posting a job description.
Find more freelancers
Top states for Risk Assessment Freelancers in the United States