
23 Costly Mistakes First-Time Cottage Buyers Make (And How to Avoid Them)
Is Your Dream Cottage a Hidden Disaster Waiting to Happen?
You’ve just found the perfect Muskoka cottage. The view is breathtaking, the air is crisp, and the lake is calling your name. You can already imagine morning coffees on the dock and cozy evenings by the fire.
But what if, months later, you realize the road isn’t plowed in winter, your well runs dry in August, or the “boathouse” you planned to rebuild is actually illegal?
Buying a cottage isn’t the same as buying a home in the city. There are hidden pitfalls that first-time cottage buyers don’t know to look for—until it’s too late. And those mistakes? They can cost you thousands.
I’ve seen it happen firsthand. As someone who moved to Muskoka from the city, I know what buyers wish they had known before purchasing their dream retreat. So before you sign on the dotted line, let’s walk through 23 of the biggest mistakes first-time cottage buyers make—and how to avoid them.

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Financial Mistakes
1. Not Getting Pre-Approved
What would happen if the perfect cottage hit the market tomorrow—are you financially prepared to act?
Many first-time cottage buyers assume they can secure financing after finding the right property, but when your dream cottage hits the market, that’s a costly mistake. A colleague of mine had a lovely couple with good credit and an accepted offer on their dream cottage. But they hadn’t been pre-approved and came up just a few thousand dollars short. They had a financing condition in place that saved their deposit, but they lost the cottage. Every property they saw afterward paled in comparison, and their final choice never felt quite right.
✅ How to Avoid It:
Meet with a mortgage specialist who understands cottage financing before you start shopping.
Get pre-approved for a realistic budget so you’re ready to act fast when the right property comes up.
Don’t assume financing a cottage is the same as financing a primary home—lenders have different requirements for secondary and seasonal properties.
2. Underestimating Closing Costs
You’ve budgeted for the purchase price, but what about the hidden costs that come with closing? Many first-time cottage buyers forget about additional expenses like land transfer taxes, legal fees, title insurance, and utility hookups. Additionally, some cottages require septic and water quality inspections over and above a building inspection, which can add hundreds to your bill, but save you from expensive problems later.
And if that wasn't enough—Ontario’s foreign buyer speculation tax adds 25% to the purchase price due on closing, making upfront costs significantly higher. This tax is applicable to foreign nationals (non-Canadian citizens or permanent residents). To find out more please see the Government of Ontario's website
Finally, let’s not forget about propane. Many cottages rely on it for heat and hot water, and at closing, the tanks are filled and credited to the seller, which means you're paying for a full tank. With prices around $1,500 per tank, and some properties having two tanks, that’s a major unexpected cost.
✅ How to Avoid It:
Budget an extra 3-5% of the purchase price for closing costs.
Ask your real estate agent for a detailed estimate of expected fees before finalizing your budget.
Verify whether the property relies on propane, septic, or private well water—and plan for any required pre-closing inspections or adjustments.
3. Underestimating the Ongoing Costs of Cottage Ownership
Cottage ownership isn’t just summer sunsets and bonfires—it comes with year-round responsibilities that add up quickly. Many first-time buyers focus on the purchase price and overlook the ongoing costs of maintaining a cottage.
Annual expenses can include:
Property taxes – Varying by municipality, this video will explain how property taxes are calculated in Ontario based on the assessed value of your cottage.
Private road association fees – If your cottage is on a private road, you may be required to pay into a road maintenance fund for grading, plowing, and repairs.
Winterization costs – If your cottage is not winterized, shutting it down for the season involves draining pipes, adding special antifreeze, removing food, and sealing entry points—costs that add up over time.
Snow removal (for four-season cottages) – Many cottage roads are not municipally plowed, meaning private services or personal equipment (like an ATV with a plow) may be necessary.
Harsh weather-related maintenance – Roofs, docks, decks, and siding all take a beating from Muskoka’s extreme weather, leading to more frequent repairs than a typical home.
✅ How to Avoid It:
Set aside an annual maintenance fund to cover ongoing costs and unexpected repairs.
Ask about private road fees, tax rates, and expected maintenance costs before making an offer.
Consider the cost of winterization or snow removal, depending on whether you plan to use the property year-round.
4. Failing to Include Necessary Conditions
Imagine moving into your new cottage, only to realize the electrical system isn’t up to code, past renovations weren’t done properly, and the foundation has started to crack due to improper structural work. Skipping inspections and financing conditions might help you win a bidding war, but it can also leave you with a money pit.
I know several people (myself included) who waived inspection conditions to compete in the red-hot market during COVID. Many of us later discovered structural issues, which can cost upwards of 20% of the purchase price to remedy. Now, I make sure all of my clients have full inspections done, even if they need to happen before the offer to eliminate conditions while still protecting their investment.
✅ How to Avoid It:
ALWAYS get a full home inspection. If you need to wave some conditions to stay competitive, inspections should be completed before submitting an offer. Financing and water testing conditions should also be carefully considered, as skipping them can lead to significant risks.
Have a licensed home inspector check for unpermitted work, outdated electrical; hire specilized septic and well inspectors.
Ensure the financing condition gives you enough time to confirm mortgage approval for a cottage-specific loan.
5. Failing to Verify Short-Term Rental Feasibility
Thinking about renting out your cottage on Airbnb or VRBO to offset costs? Not so fast. Every Muskoka municipality has licensing and operational requirements for Short Trem Rentals, which can include septic inspections, guest limits, and the designation of a responsible person who must attend on-site within a given timeframe. Buyers often assume their rental income will cover their expenses—until a slow season leaves them scrambling.
Imagine buying a cottage with plans to rent it out to help cover costs. You assume the rental income will be enough to offset expenses, but then unexpected hurdles arise. After closing, you find out the township requires a septic inspection to obtain a short-term rental license. The inspection fails, and now you’re facing a $30,000 septic replacement before you can legally list the property. Meanwhile, rental demand isn’t what it used to be, and you’re struggling to get bookings.
✅ How to Avoid It:
Research local rental bylaws and verify the specific licensing requirements for the property. Ensure you understand how these bylaws apply to the cottage you’re considering.
Run a full investment analysis to see if short-term renting is truly profitable for your property. Don't just stop at ROI - make sure you do Financial Stress Testing which simulates extreme but plausable economic senarios, like a dip in demand. This allows you to assess your ability to withstand finacial shocks.
Factor in costs for furnishing, property management, and seasonal contractors.
Waterfront Mistakes 🌊
6. Assuming All Muskoka Lakes Are the Same
Many first-time cottage buyers assume that any Muskoka lake will suit their boating, swimming, and recreational needs, but the reality is not all lakes are created equal. Some lakes are ideal for motorized boating and watersports, while others restrict or prohibit motorized boats altogether.
For example, Go Home Lake, despite being less known than Lake Muskoka or Lake Rosseau, is actually an excellent lake for boating, with a strong boating culture, large cottage community, and scenic waterways. On the other hand, some Muskoka lakes, such as Barrett Lake and Clark Lake, either discourage or outright ban motorized boats, making them more suited for quiet paddling and swimming rather than wakeboarding or tubing.
This distinction is critical if your dream involves boating, fishing, or water sports. Imagine purchasing a beautiful waterfront property, only to discover after closing that your lake has speed limits, no-wake zones, or outright motor restrictions. Conversely, if your goal is peace and quiet, you may want to avoid a high-traffic boating lake where wake from passing boats constantly rocks your dock.
A cottage is more than just a house on the water—it’s about the lifestyle it offers. Making sure your lake matches your vision is just as important as finding the right property itself.
✅ How to Avoid It:
Research the specific lake’s regulations before buying. Some lakes have zoning restrictions, wake regulations, and motorized boating bans.
Spend time on the lake during peak season. What seems peaceful in the spring could be a hub of activity in the summer.
Ask about typical water levels and boating conditions. Some lakes fluctuate seasonally, which could affect docking and access.
7. Overlooking Water Quality
Imagine jumping into the lake, expecting crystal-clear water—only to find murky water filled with weeds and algae blooms. Some lakes suffer from invasive species that impact swimming and fishing. Others contain harmless amoebas that can feel strange on your skin while swimming.
Imagine spending your first summer at the cottage, only to realize the nearby public beach is closed after every heavy rainfall due to high bacteria levels. You had pictured swimming and relaxing by the water, but now you're worried about safety. A local real estate agent would have known this history and advised you accordingly, or you could have learned from talking to neighbors who have lived in the area for years.
✅ How to Avoid It:
Research lake association websites for water quality reports.
Visit the lake in different seasons to check clarity and weed growth.
Ask your real estate agent for research beyond the MLS listing—they should know about water conditions, or be able to get that information for you.
8. Not Investigating Shoreline Ownership
Many buyers assume owning a waterfront cottage means owning the shoreline, but that’s not always the case. In Ontario, a 66-foot Shore Road Allowance (SRA) often exists between private property and the water's edge. This allowance was originally established in the 1800s to provide public access for activities like logging and transportation. If this SRA hasn't been purchased from the municipality, it remains public land, potentially allowing public access along your perceived private waterfront.
Imagine thinking you've purchased private lakefront, only to find out later that the land between your cottage and the water belongs to the municipality. This means public access is allowed right in front of your dock, and you have no control over who uses it. You could purchase the shoreline road allowance from the municipality, but that’s an added expense and time-consuming process that should have been factored into the purchase price. In the end, you'll feel like you've overpaid for a property that isn’t as private as you thought.
✅ How to Avoid It:
Have your lawyer specifically review the property survey and legal documents to confirm shoreline ownership before buying.
Ask your lawyer to clarify any potential restrictions.
Consider waterfront ownership when evaluating your offer and purchase price. Your real estate agent should compare the property to others with similar shoreline ownership to ensure accurate pricing and prevent overpaying.
9. Not Understanding Shoreline Alteration Rules
Many buyers assume they can modify their shoreline, expand docks, or build a boathouse without issue—only to discover that strict municipal and environmental regulations limit these changes. Each township in Muskoka enforces different shoreline management bylaws, often restricting activities such as dredging, grading, and the removal of natural vegetation near the water.
For example, in the Township of Muskoka Lakes, Site Alteration and Tree Conservation By-Laws apply to land within 300 feet of navigable waterways, aiming to protect water quality and prevent erosion. Other municipalities, like Bracebridge, Huntsville, Gravenhurst, and Lake of Bays, also regulate shoreline development, requiring permits for any modifications that could impact the environment. Additionally, the Ministry of Natural Resources and Forestry (MNRF) and the federal Department of Fisheries and Oceans (DFO) enforce regulations that protect fish habitats, meaning dock extensions or boathouse construction may require environmental assessments and approvals.
The Muskoka Watershed Council further promotes natural shoreline buffers, discouraging unnecessary alterations that remove trees and increase runoff into the lake. Even seemingly minor modifications, such as adding a retaining wall or clearing land for better water access, can violate these bylaws.
✅ How to Avoid It:
Check municipal bylaws before making any shoreline modifications—rules vary by township.
Consult with environmental organizations like the Muskoka Watershed Council and Muskoka Conservancy to understand best practices.
Confirm with local building departments whether your dock or boathouse plans require approval or environmental impact assessments.
Logistical Mistakes 🚧
10. Not Checking Cell Service & Internet Availability
Imagine buying your dream cottage, only to realize you have no cell service or reliable internet—and you need both for work. One buyer I worked with was excited about a particular riverfront cottage, only to discover the property was in a dead zone. Two minutes down the road? Full reception. But at that cottage? Nothing. Good thing we checked at our initial viewing!
This is especially true in summer, when fully leafed-out trees can weaken signals, making what seemed like decent service in winter completely unreliable.
✅ How to Avoid It:
Test cell service at the property—don’t assume coverage maps are accurate.
Speak with technical support from service providers, not sales reps.
If you rely on internet for work, check available providers and speed tests before making an offer.
11. Ignoring Local Amenities & Emergency Services
A secluded cottage sounds like the perfect escape—until you need a hospital, fresh groceries, or even a cup of coffee in the off-season. Many first-time buyers assume that essential services in Muskoka are available year-round, only to discover that many grocery stores, restaurants, cafes, and bakeries operate seasonally, closing after Thanksgiving and reopening in May. This can make winter living or even weekend getaways outside of peak season far less convenient than expected.
Healthcare Considerations
Muskoka’s hospitals are undergoing major expansions, but they still have limitations. As of July 2024:
Bracebridge Hospital is expanding, with a larger emergency department, more acute care beds, and new specialized clinics for women’s and seniors’ health.
Huntsville Hospital is upgrading to a Level 3 ICU, meaning it will offer more advanced critical care.
Despite improvements, serious cases may still require transfer to Barrie or Toronto, leading to long travel times in an emergency.
Grocery & Restaurant Availability
In peak summer, Muskoka has plenty of farm stands, independent grocers, bakeries, and cafes. But in winter, your options shrink dramatically. Many local grocery stores, coffee shops, and restaurants shut down after Thanksgiving, meaning you’ll likely need to drive to Huntsville, Bracebridge, or Gravenhurst for essentials.
Imagine waking up on a snowy morning, craving fresh coffee and baked goods, only to find your go-to café is closed until May. If full-time cottage living is your goal, knowing which stores and restaurants remain open in the winter is crucial.
Cottage life is incredible—but only if you’re prepared for seasonal realities that affect accessibility, convenience, and quality of life beyond the summer months
✅ How to Avoid It:
Check if grocery stores, bakeries, and restaurants stay open year-round. Some areas have winter options, while others rely on seasonal tourism.
Confirm the nearest hospital’s capabilities and whether it meets your healthcare needs. While Muskoka’s hospitals are improving, major emergencies may still require a long transfer.
If full-time living is your goal, prioritize access to winter road maintenance, medical clinics, and pharmacies.
12. Overlooking Garbage Removal Services
Not all cottages have curbside garbage pickup. Some require self-hauling to a transfer station, while others use community bins near the main road—especially in detached condo communities. In bear country, you may even need bear-proof bins to keep wildlife out.
And don’t forget—Muskoka has green bin areas with strict waste separation rules. Garbage must be in clear bags, with compost in green bins and recycling in blue bins or see-through blue bags.
✅ How to Avoid It:
Use the District of Muskoka website to check waste collection schedules by property address.
Ask if the area has community bins, private waste collection, or self-haul requirements.
Ensure your setup meets bear-proofing standards if needed.
13. Overlooking the Need for a Good Water Source
Imagine turning on the tap, expecting fresh water—only to find nothing comes out. You assumed the well was reliable, but by mid-summer, it runs dry. Now, every week, you’re hauling in drinking water just to meet basic needs, turning what should be a relaxing retreat into a frustrating chore. Worse, if the water is present but not potable, you're stuck filtering every drop or buying bottled water just to cook and clean.
Cottages rely on different water sources, each with its own advantages and risks:
Dug wells – Shallow and prone to drying up in summer or becoming contaminated by surface runoff.
Drilled wells – More expensive to install but far more reliable, tapping deeper aquifers. However, they may contain high levels of minerals like iron, requiring filtration.
Lake-drawn water – Common for cottages, but requires treatment to be safe for drinking.
✅ How to Avoid It:
Test the water source before purchasing—request a potability test and confirm well depth and capacity.
If using lake water, ensure there’s a filtration and treatment system in place.
Ask your real estate agent to verify seasonal reliability—some wells are fine in spring but dry by summer.
Factor in the cost of filtration or well upgrades if necessary for safe drinking water.
14. Underestimating the Availability of Trades & Services
Think you can call a plumber or electrician anytime? Think again. Skilled tradespeople are in high demand in cottage country, and wait times can be weeks—sometimes even months.
When we first moved here, we had a minor issue with our outdoor tap. It wasn’t urgent, but it needed to be fixed. It took us a full year to find someone available to do the job. Tradespeople in cottage country prioritize emergencies and larger projects, leaving small repairs at the bottom of their list. If you need renovations or maintenance work done, expect to wait—sometimes for months. In winter, half-load road restrictions also limit when heavy equipment can be transported for major projects, adding another layer of delay for larger projects
✅ How to Avoid It:
Call ahead to get lead-time estimates from tradespeople before buying, if renovations are needed for the property.
Factor in seasonal, or other road restrictions that limit large deliveries.
If you plan major work, consider whether the property has year-round, or sufficient access for contractors.
Seasonal Mistakes ❄️
15. Not Considering Spring Flooding
Spring flooding can wash out driveways, erode shorelines, and flood basements. When considering a riverfront property, flood risk isn’t always obvious from listing photos or even from a quick visit. Some of the most valuable insights come from talking to long-time neighbors, who have experienced flooding firsthand.
I’ve had hour-long conversations with locals who can tell you exactly how high the water has risen over the past 50 years, which areas flood first, and what years were the worst. This hyper-specific information often isn’t recorded in public flood maps, yet it can make or break your decision to buy in a particular area.
✅ How to Avoid It:
Research historical flood data for the area before buying, but don’t rely on it exclusively.
Look for signs of past flooding, such as water stains in crawl spaces or shifting foundation cracks.
If buying on a river, talk to long-time neighbors—they often have firsthand knowledge of past flood heights, problem areas, and trends over time that don’t appear in public records.
16. Ignoring Bug Season
Black flies and mosquitoes are much worse in cottage country than in the city. They’re bigger, they bite harder, and they stick around longer. Black fly season starts when the leaves begin to break from their buds and lasts for several weeks, depending on how wet the spring is. Mosquitoes persist until late summer, and deer flies relentlessly chase you on hot days.
My first spring in Muskoka was dedicated to digging in a large vegetable garden. The swarms of black flies while we worked were unbearable, and I quickly learned why Muskoka rooms (screened-in porches) are such a common feature on cottages. It gave me a newfound appreciation for dragonflies—nature’s best defense against biting insects. Once they showed up, the black flies started to disappear, making it finally possible to enjoy the outdoors.
✅ How to Avoid It:
If you think bugs might be an issue, visit Muskoka at the time of year you expect to use your property. Waiting to see the conditions at a specific property might mean losing the opportunity to buy it.
If you expect to use your cottage in late spring/early summer, consider cottages with Muskoka rooms (screened-in porches)—they exist for a reason.
Properties near breezy shorelines tend to have fewer bugs than wooded lots.
17. Failing to Prepare for Winter Power Outages
Cottage country experiences frequent power outages in winter, and if your heating system fails, frozen pipes can burst, causing thousands in water damage. Many cottage owners rely on generators for backup power, but while most are reliable, they are never a 100% solution. Generators require regular maintenance and a steady fuel supply to function properly. If the generator fails to start or runs out of fuel during a prolonged outage, your property could still be at risk.
✅ How to Avoid It:
Install a temperature and power failure alarm system that alerts you remotely.
Service your backup generator regularly and have an extra fuel supply on hand.
If you’re not there full-time, arrange for a local caretaker to check on the property in winter storms.
18. Forgetting About Dock & Boat Storage Needs
Many first-time cottage buyers don’t consider the costs and logistics of maintaining a dock and storing a boat—especially through Muskoka’s harsh winters. Not all docks can stay in the water year-round, and improper winterization can lead to costly damage.
Some docks, like standing/pipe docks and fixed/stationary docks, must be removed before ice forms, requiring seasonal storage and sometimes professional removal services. Floating docks can sometimes stay in, but only if they are properly secured, which may involve relocating them to a sheltered area, loosening anchor chains, or adding visibility markers. Even then, winter ice movement can still cause damage, leading many owners to remove them anyway.
Boat storage is another expense that catches buyers off guard. If you don’t have indoor space, winterization and marina storage fees can add up quickly, and availability at local storage facilities can be limited.
✅ How to Avoid It:
Know whether your dock type requires seasonal removal and budget accordingly.
Factor in storage costs for both docks and boats if on-site storage isn’t available.
Check local marina availability early—winter storage spots can fill up fast.
19. Failing to Plan for Snow Removal & Winter Maintenance
Many cottage roads are not plowed by the municipality, meaning you may need private snow removal services. Three-season cottages must be properly winterized to prevent damage from freezing temperatures, which includes draining pipes, sealing openings, and ensuring no water is left in vulnerable areas. Four-season cottages, on the other hand, require regular snow removal, which may be covered by Private Road Association fees in some communities.
If you are renting your cottage or simply don’t want to spend your weekend retreat shoveling, you may need to hire someone for driveway snow removal. Additionally, heavy snow loads on roofs can lead to structural damage, and hiring a professional to clear it—especially for larger cottages—can cost upwards of $900 per clearing, depending on the size of the roof.
✅ How to Avoid It:
Verify if the road is municipally maintained year-round or requires private plowing.
Check if the roof is built for heavy snow loads and budget for professional clearing if needed.
If renting or using the property part-time, arrange for driveway snow removal in advance.
If winter access is critical, consider buying an ATV with a plow attachment or arranging private services.

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Expansion Mistakes 🏗️
20. Buying Without Enough Flat, Usable Land
Dreaming of adding a garage, a guest bunkie, or even just expanding your deck? That’s great—unless your property is too rocky, steep, or swampy to allow for it. Elevation and flood maps can provide useful insight, but walking the property yourself is essential to spot potential issues. Some areas may look fine on paper but reveal unstable slopes, poor drainage, or bedrock close to the surface that could make construction difficult or costly.
✅ How to Avoid It:
Walk the property with a contractor or surveyor before making an offer, to assess the feasibility of your future plans.
Check topography and soil conditions—some land is too unstable for construction or requires expensive grading.
Review elevation and flood maps to identify potential drainage issues or areas prone to seasonal flooding.
Add conditions to your offer allowing time for professional assessments to ensure your plans can be fulfilled, before committing to the purchase.
21. Assuming Septic & Well Systems Can Support Expansion
Having flat, usable land is just the starting point when considering an addition to your cottage. Many buyers assume that as long as there’s space, they can expand—but they overlook the limitations of septic systems and well capacity. Thinking about adding a bedroom or an extra bathroom? Your septic system may already be at capacity, and expanding it isn’t always easy—or cheap.
Imagine moving forward with renovation plans, only to find out that your lot is too small to accommodate a larger septic field or that the groundwater supply can’t support another bathroom. Without the ability to expand your septic system or well capacity, your dream renovation could be impossible—or require a costly upgrade.
✅ How to Avoid It:
If planning an addition, include a condition in your offer allowing time for a professional assessment to confirm feasibility before committing to the purchase.
If the septic approval permit is not on available, or if the system is getting older, have a licensed septic inspector assess the system before purchasing.
Check with the municipality about lot size requirements for septic expansion.
Verify that your well provides enough water flow to support additional usage.
22. Assuming a Boathouse or Dock Expansion is Allowed
Muskoka does not have a conservation authority, so all plans for dock or boathouse expansions must be checked against municipal zoning bylaws—specifically the waterfront and Environmental Protection Area (EPA) sections. While some areas allow dock extensions or new boathouses, others have strict regulations limiting their size, placement, or even prohibiting them entirely.
Additionally, the Ministry of Natural Resources and Forestry (MNRF) sometimes identifies sensitive areas that are not officially designated as EPA zones but still have special restrictions within waterfront zoning. If your property is directly adjacent to an EPA zone, you may also be subject to additional limitations.
✅ How to Avoid It:
Check the municipal zoning bylaws—specifically the waterfront and EPA sections—before planning any dock or boathouse modifications.
Review municipal zoning maps to see if your property is subject to any special restrictions.
Before you make an offer, ask your real estate agent to verify zoning restrictions on adjacent properties—this should be something they check for you at showings. Make sure your real estate lawyer confirms this information as well.
Confirm with the municipality if MNRF has identified any sensitive areas that may impact your ability to modify the shoreline.
23. Assuming Rural Means No Permits Are Needed
Unlike some areas in Ontario, all Muskoka municipalities require permits for construction projects, including bunkies, additions, and even certain renovations. Skipping this step can lead to fines, forced demolition, or legal disputes. Imagine spending months designing the perfect deck for your cottage—only to receive an order from the municipality requiring you to tear it down. You assumed permits weren’t needed in a rural area, but local bylaws say otherwise. Now, you're facing unexpected costs, wasted materials, and delays in enjoying your property. This is a reality for many who start construction before verifying the rules.
✅ How to Avoid It:
Always verify permit requirements before starting any construction.
Work with a local contractor or architect who understands cottage country zoning.
Ask your real estate agent to include a clause that allows you to check if the property has any past bylaw infractions before closing.

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Final Thoughts
Buying a Muskoka cottage is one of the most exciting purchases you’ll ever make—but avoiding these mistakes can save you thousands and ensure your dream retreat doesn’t turn into a nightmare. With careful planning and the right information, you can move forward with confidence, knowing that your investment will bring years of enjoyment and memories.
Want expert guidance? I help first-time cottage buyers navigate the process with confidence. Schedule a free consultation today!